Chile: Coastal Vistas & Vineyards

Your vacation is about to begin! Spend your first night aloft and arrive refreshed for an unforgettable trip.

Start off your first day in Santiago right by having a VBT representative greet you at the airport. A complimentary car service will whisk you to your centrally located hotel. From here, you are perfectly positioned to explore this charming city at your leisure.

After an included breakfast, meet one of your VBT trip leaders at The Singular Santiago hotel at 8:45 a.m. Please have your luggage with you at this time, as you will not be returning to the hotel. When you depart this morning, be dressed in your cycling attire for the warm-up ride.

You’ll shuttle (approximately 1.5 hours) to the starting point of your ride, where you meet your second trip leader. Leaving behind the hustle and bustle of Santiago, travel northwest toward the Pacific Coast. As you cross the coastal mountain range, you’ll pass through Chile’s agricultural heartland. The region’s Mediterranean-like climate is perfect for growing avocados, peaches, walnuts, olives, almonds, citrus fruits, export flowers, and, of course, grapes for Chile’s celebrated wines.

Begin your Chile bike tour with a warm-up ride through this fertile countryside along a scenic, seldom-traveled country road. After your ride and lunch, continue with a one-hour shuttle to the quaint coastal fishing town of Zapallar and your charming inn overlooking the Pacific.

This evening, gather for a cocktail reception followed by a delicious welcome dinner at the hotel.

Today's Ride Choices

Morning: Warm-Up Ride — 19.9 km (12 miles)

What to Expect:

Today’s warm-up ride offers the perfect opportunity to get familiar with your bike as you pedal along fairly level country roads with minimal traffic. While you may encounter occasional uphill climbs and stretches with slightly more traffic, this ride serves as a great introduction and preview of the cycling experiences to come on this tour.

Cumulative Distance Range: 19.9 km (12 miles)

Included Meals: Breakfast, Lunch, Dinner

Following breakfast, set out on a morning ride along Chile’s scenic Ruta del Mar—the Route of the Sea. Enjoy sweeping coastal vistas as you pedal along the country’s central shoreline. Later, turn off the Ruta del Mar and follow a narrow, paved road past small farms to Playas Salinas de Pullally. This beautiful beach, named for the salt dunes that once attracted indigenous populations, is now a refuge for surfers and kayakers. There will be time to explore before enjoying your included boxed lunch.

After lunch, cycle along a quiet rural road with gentle terrain before shuttling back to your hotel (approximately 40 minutes). If you’re looking for more mileage, you may choose to ride a longer, scenic route back to the hotel.

This afternoon, unwind by the hotel’s pool or stroll down a hillside path through towering pines to the seaside Rambla—a series of coastal stone walkways winding around massive boulders. Nearby, a popular beach invites you to join local residents sunbathing and swimming in the calm waters of a horseshoe-shaped cove.

This evening, dine at your leisure at the inn’s small restaurant or on its outdoor terrace. Alternatively, take a walk along the scenic Rambla to a nearby seaside restaurant and savor freshly caught seafood.

Today's Ride Choices

Morning: Zapallar to Las Salinas de Pullally Beach — 33.2 km (20 miles)

Afternoon: Las Salinas de Pullally with Shuttle to Zapallar — 10 km (6 miles) OR Las Salinas de Pullally to Zapallar — 22.8 km (14 miles)

What to Expect:

The first part of today’s ride follows a gently rolling route. After passing through Papudo, you’ll encounter one final gradual climb before the terrain flattens out all the way to the beach and the end of the short option. The long option includes a few ascents, making the return ride to the hotel more challenging. Please note: during the summer months of January and February, heavy traffic is common along the coastal Ruta del Mar, which may result in longer travel times and less favorable riding conditions for those choosing the extended afternoon ride.

Cumulative Distance Range: 33.2 – 56 km (20 – 34 miles)

Included Meals: Breakfast, Lunch

This morning, set off by bicycle to explore Zapallar, a quaint seaside town known for its historic mansions. The village was established over a century ago by a wealthy Chilean who envisioned a modest South American version of the French Riviera. He offered plots of land to affluent friends and relatives on the condition that they build within a couple of years—an offer they gladly accepted. Today, descendants of those original families still own many of the homes, and only the very wealthy can afford to live in what some call “The Hamptons of Chile.” The town is now home to lavish estates with immaculate flower gardens.

Despite its exclusivity, Zapallar retains the timeless charm of the old world, as you’ll see while cycling from your hotel to its small fishing port. Here, fishermen continue to work much as they have for centuries. Experience this seafaring tradition firsthand as you venture out to sea with a local captain in his small boat. On the open water, you’ll help collect traps containing crab—and perhaps even the rare rock shrimp, found only in these waters.

Back on land, continue riding through the town’s winding streets, lined with cypress and eucalyptus trees, and stop by Hildesheim—one of Zapallar’s most iconic homes. Named after a German town, this charming structure is a faithful replica of a 16th-century Bavarian house.

Next, ride to Cachagua, a small seaside town south of Zapallar known for its Humboldt penguins. Years ago, injured or lost migrating penguins began washing up on the shores of a nearby island. Local residents stepped in to protect and feed them, and the delightful creatures have since become a cherished fixture—one of the few remaining Humboldt penguin colonies in South America. Today, the island is a protected national park, home to thousands of Humboldt penguins and other bird species. Your ride brings you to Cachagua Beach, the best vantage point for viewing this tiny offshore sanctuary. Don’t forget your binoculars for a closer look!

Continue cycling south to reach Maitencillo, a scenic haven for surfers, paragliders, cyclists, joggers, and skaters. Stop here for lunch on your own and the chance to sample helado (ice cream) or a cerveza (beer) from one of the many beachside kiosks. Later, shuttle (approximately one hour) south along the Pacific Coast Highway to your next destination: Concón. Your unique seaside accommodations—partially built into massive stone boulders—offer spectacular views of the ocean and crashing waves below.

This evening, enjoy dinner on your own at one of Concón’s marina restaurants or opt for seaside dining at your hotel.

Today's Ride Choices

Morning: Zapallar to Maitencillo Beach — 19.8 km (12 miles)

What to Expect:

Today’s rides take you along the small neighborhood roads of Zapallar and Cachagua. Some roads in Cachagua are packed dirt but are generally manageable on road bikes. The ride to Maitencillo includes a gradual, sustained uphill.

Cumulative Distance Range: 19.8 km (12 miles)

Included Meals: Breakfast

Enjoy a leisurely morning ride from your hotel, pedaling along a scenic coastal route to a site where sea lions—fed and protected by the Marine Biology University of Valparaíso—can be seen sunbathing on offshore rocks. Don’t forget your binoculars for a closer look. Later, cycle into Reñaca Beach, one of the most popular beaches in Viña del Mar, and take time to explore the area before biking back to the hotel. Along the way, you’ll pass the towering dunes of Concón—an ideal photo opportunity.

This afternoon, shuttle approximately 45 minutes to Viña del Mar, one of Chile’s most vibrant cultural centers. This charming town, set against a spectacular coastal backdrop, is known as the “Garden City”—a name you’ll understand when you see the Reloj de Flores, a large clock made entirely of flowering plants. From here, board the local metro for a short ride to the neighboring city of Valparaíso.

Valparaíso, a major Chilean port, was once a key stopover for 19th-century ships sailing from the Atlantic to the Pacific via the Straits of Magellan. It also played a vital role during the California Gold Rush of the 1850s. Today, Valparaíso is a UNESCO World Heritage site, recognized for its unique urban layout and colorful hillside architecture. During your walking tour, you’ll explore its cobblestone alleyways and distinctive neighborhoods. There will also be time to browse local boutiques and art galleries before enjoying dinner on your own at one of the city’s many restaurants overlooking the port.

Today's Ride Choices

Morning: Concón Loop — 18.8 km (11 miles)

What to Expect:

Today’s easy, leisurely loop ride along a two-lane seaside road begins and ends at your hotel. The route is entirely flat and offers several scenic coastal viewpoints—perfect for photo opportunities.

Cumulative Distance Range: 18.8 km (11 miles)

Included Meals: Breakfast

This morning, leave the cool coastal climate and travel inland for approximately one hour to the Casablanca Wine Region. Although relatively new to viticulture—the first vines were planted in the 1980s—this scenic valley is now renowned for its white wine grapes, particularly Sauvignon Blanc and Chardonnay. Your ride today follows shaded roads through eucalyptus forests and offers expansive views of vineyards and olive groves. You’ll be rewarded with a tasting of regional wines and a sumptuous picnic lunch at the fifth-generation American-Chilean Kingston Family Winery.

After lunch, continue inland to the foothills of the Andes (travel time approximately two hours, depending on traffic). Your home for the next two nights is the regal Hotel Casa Real. Surrounded by the Santa Rita vineyards, this estate has been producing wine since 1880. With only 16 luxurious rooms, the Tuscan-inspired villa will be exclusively yours.

After settling into your accommodations, enjoy a welcome reception on Casa Real’s veranda, followed by an elegant candlelit dinner in the villa’s intimate dining room.

Today's Ride Choices

Morning: Casablanca Valley — 20.3 km (12 miles) | Casablanca Valley PLUS — 18 km (11 miles)

What to Expect:

Today’s short option is mostly flat and very easy, while the longer option includes a few short inclines and a fun ride through a eucalyptus forest.

Cumulative Distance Range: 20.3 — 38.3 km (12 — 23 miles)

Included Meals: Breakfast, Lunch, Dinner

After breakfast, begin your ride through the scenic Santa Rita Vineyards. This morning’s route follows quiet country roads lined with magnificent, ancient trees. Along the way, you’ll pass local farmers in ponchos, many of whom still travel by horseback. Feel free to stop and sample delicious pan amasado (homemade bread) and fresh empanadas (savory turnovers) as you make your way to the village of Champa. Shuttle or continue riding back to Casa Real, where you’ll enjoy a picnic lunch in the villa’s beautiful gardens.

Later, you may visit the impressive Museo Andino (Andean Museum), located just steps away in the vineyard. The museum showcases more than 1,800 pieces of art and artifacts from various Andean cultures, as well as items from Easter Island and the Atacama Desert. You might also opt for a swim in the pool or a stroll through the expansive gardens, where you can admire the second-tallest bougainvillea in the world. Or, walk through the Santa Rita vineyards to the monument marking the rediscovery of the “lost Carmenere grape.”

In 1863, the phylloxera aphid devastated Europe’s vineyards, wiping out grapevines by 1870. Though European vinifera was later revived through grafting onto American rootstock, the Carmenere grape was thought to be extinct—until its surprising rediscovery in 1994 here in the Santa Rita vineyards.

Later, enjoy a hands-on wine blending session with a Santa Rita sommelier. Learn the art of balancing varietals and create your own custom blend, which will be bottled and labeled for you to take home.

This evening, celebrate your unforgettable week with a traditional Chilean barbecue on the lovely patio of Casa Real (weather permitting).

Today's Ride Choices

Morning: Santa Rita Vineyard to Champa — 29.1 km (18 miles) | Champa to Santa Rita Vineyard — 32.6 km (20 miles)

What to Expect:

Both the short and long options are mostly flat and very easy.

Cumulative Distance Range: 29.1 – 61.7 km (18 – 38 miles)

Included Meals: Breakfast, Lunch, Dinner

Air Package Guests:
After an included breakfast this morning, travel approximately 45 minutes to Santiago for a walking tour of the city’s historic center. Lunch is on your own, giving you the freedom to explore as you wish. Later, transfer to the Holiday Inn Santiago International Airport, where a dayroom is provided until your departure for your overnight flight home. Your flights may arrive at your final destination in North America the following day.

Post-Trip Extension Guests:
After an included breakfast this morning, transfer to Santiago International Airport for your flight to Punta Arenas Airport in Patagonia. Due to your flight schedule, you will not be able to participate in the Santiago Central Market walking tour. After collecting your luggage and exiting the baggage area, a representative from The Singular Patagonia will meet you and assist with your transfer to the hotel. Travel time from Punta Arenas Airport to The Singular Patagonia is approximately two hours.

Enjoy the remainder of the afternoon exploring the hotel’s facilities and planning optional excursions with the professional tour staff. Dinner is on your own at the hotel.

Included Meals: Breakfast

Your vacation is about to begin! Spend your first night aloft and arrive refreshed for an unforgettable trip.

Start off your first day in Santiago right by having a VBT representative greet you at the airport. A complimentary car service will whisk you to your centrally located hotel. From here, you are perfectly positioned to explore this charming city at your leisure.

After an included breakfast, meet one of your VBT trip leaders at The Singular Santiago hotel at 8:45 a.m. Please have your luggage with you at this time, as you will not be returning to the hotel. When you depart this morning, be dressed in your cycling attire for the warm-up ride.

You’ll shuttle (approximately 1.5 hours) to the starting point of your ride, where you meet your second trip leader. Leaving behind the hustle and bustle of Santiago, travel northwest toward the Pacific Coast. As you cross the coastal mountain range, you’ll pass through Chile’s agricultural heartland. The region’s Mediterranean-like climate is perfect for growing avocados, peaches, walnuts, olives, almonds, citrus fruits, export flowers, and, of course, grapes for Chile’s celebrated wines.

Begin your Chile bike tour with a warm-up ride through this fertile countryside along a scenic, seldom-traveled country road. After your ride and lunch, continue with a one-hour shuttle to the quaint coastal fishing town of Zapallar and your charming inn overlooking the Pacific.

This evening, gather for a cocktail reception followed by a delicious welcome dinner at the hotel.

Today's Ride Choices

Morning: Warm-Up Ride — 19.9 km (12 miles)

What to Expect:

Today’s warm-up ride offers the perfect opportunity to get familiar with your bike as you pedal along fairly level country roads with minimal traffic. While you may encounter occasional uphill climbs and stretches with slightly more traffic, this ride serves as a great introduction and preview of the cycling experiences to come on this tour.

Cumulative Distance Range: 19.9 km (12 miles)

Included Meals: Breakfast, Lunch, Dinner

Following breakfast, set out on a morning ride along Chile’s scenic Ruta del Mar—the Route of the Sea. Enjoy sweeping coastal vistas as you pedal along the country’s central shoreline. Later, turn off the Ruta del Mar and follow a narrow, paved road past small farms to Playas Salinas de Pullally. This beautiful beach, named for the salt dunes that once attracted indigenous populations, is now a refuge for surfers and kayakers. There will be time to explore before enjoying your included boxed lunch.

After lunch, cycle along a quiet rural road with gentle terrain before shuttling back to your hotel (approximately 40 minutes). If you’re looking for more mileage, you may choose to ride a longer, scenic route back to the hotel.

This afternoon, unwind by the hotel’s pool or stroll down a hillside path through towering pines to the seaside Rambla—a series of coastal stone walkways winding around massive boulders. Nearby, a popular beach invites you to join local residents sunbathing and swimming in the calm waters of a horseshoe-shaped cove.

This evening, dine at your leisure at the inn’s small restaurant or on its outdoor terrace. Alternatively, take a walk along the scenic Rambla to a nearby seaside restaurant and savor freshly caught seafood.

Today's Ride Choices

Morning: Zapallar to Las Salinas de Pullally Beach — 33.2 km (20 miles)

Afternoon: Las Salinas de Pullally with Shuttle to Zapallar — 10 km (6 miles) OR Las Salinas de Pullally to Zapallar — 22.8 km (14 miles)

What to Expect:

The first part of today’s ride follows a gently rolling route. After passing through Papudo, you’ll encounter one final gradual climb before the terrain flattens out all the way to the beach and the end of the short option. The long option includes a few ascents, making the return ride to the hotel more challenging. Please note: during the summer months of January and February, heavy traffic is common along the coastal Ruta del Mar, which may result in longer travel times and less favorable riding conditions for those choosing the extended afternoon ride.

Cumulative Distance Range: 33.2 – 56 km (20 – 34 miles)

Included Meals: Breakfast, Lunch

This morning, set off by bicycle to explore Zapallar, a quaint seaside town known for its historic mansions. The village was established over a century ago by a wealthy Chilean who envisioned a modest South American version of the French Riviera. He offered plots of land to affluent friends and relatives on the condition that they build within a couple of years—an offer they gladly accepted. Today, descendants of those original families still own many of the homes, and only the very wealthy can afford to live in what some call “The Hamptons of Chile.” The town is now home to lavish estates with immaculate flower gardens.

Despite its exclusivity, Zapallar retains the timeless charm of the old world, as you’ll see while cycling from your hotel to its small fishing port. Here, fishermen continue to work much as they have for centuries. Experience this seafaring tradition firsthand as you venture out to sea with a local captain in his small boat. On the open water, you’ll help collect traps containing crab—and perhaps even the rare rock shrimp, found only in these waters.

Back on land, continue riding through the town’s winding streets, lined with cypress and eucalyptus trees, and stop by Hildesheim—one of Zapallar’s most iconic homes. Named after a German town, this charming structure is a faithful replica of a 16th-century Bavarian house.

Next, ride to Cachagua, a small seaside town south of Zapallar known for its Humboldt penguins. Years ago, injured or lost migrating penguins began washing up on the shores of a nearby island. Local residents stepped in to protect and feed them, and the delightful creatures have since become a cherished fixture—one of the few remaining Humboldt penguin colonies in South America. Today, the island is a protected national park, home to thousands of Humboldt penguins and other bird species. Your ride brings you to Cachagua Beach, the best vantage point for viewing this tiny offshore sanctuary. Don’t forget your binoculars for a closer look!

Continue cycling south to reach Maitencillo, a scenic haven for surfers, paragliders, cyclists, joggers, and skaters. Stop here for lunch on your own and the chance to sample helado (ice cream) or a cerveza (beer) from one of the many beachside kiosks. Later, shuttle (approximately one hour) south along the Pacific Coast Highway to your next destination: Concón. Your unique seaside accommodations—partially built into massive stone boulders—offer spectacular views of the ocean and crashing waves below.

This evening, enjoy dinner on your own at one of Concón’s marina restaurants or opt for seaside dining at your hotel.

Today's Ride Choices

Morning: Zapallar to Maitencillo Beach — 19.8 km (12 miles)

What to Expect:

Today’s rides take you along the small neighborhood roads of Zapallar and Cachagua. Some roads in Cachagua are packed dirt but are generally manageable on road bikes. The ride to Maitencillo includes a gradual, sustained uphill.

Cumulative Distance Range: 19.8 km (12 miles)

Included Meals: Breakfast

Enjoy a leisurely morning ride from your hotel, pedaling along a scenic coastal route to a site where sea lions—fed and protected by the Marine Biology University of Valparaíso—can be seen sunbathing on offshore rocks. Don’t forget your binoculars for a closer look. Later, cycle into Reñaca Beach, one of the most popular beaches in Viña del Mar, and take time to explore the area before biking back to the hotel. Along the way, you’ll pass the towering dunes of Concón—an ideal photo opportunity.

This afternoon, shuttle approximately 45 minutes to Viña del Mar, one of Chile’s most vibrant cultural centers. This charming town, set against a spectacular coastal backdrop, is known as the “Garden City”—a name you’ll understand when you see the Reloj de Flores, a large clock made entirely of flowering plants. From here, board the local metro for a short ride to the neighboring city of Valparaíso.

Valparaíso, a major Chilean port, was once a key stopover for 19th-century ships sailing from the Atlantic to the Pacific via the Straits of Magellan. It also played a vital role during the California Gold Rush of the 1850s. Today, Valparaíso is a UNESCO World Heritage site, recognized for its unique urban layout and colorful hillside architecture. During your walking tour, you’ll explore its cobblestone alleyways and distinctive neighborhoods. There will also be time to browse local boutiques and art galleries before enjoying dinner on your own at one of the city’s many restaurants overlooking the port.

Today's Ride Choices

Morning: Concón Loop — 18.8 km (11 miles)

What to Expect:

Today’s easy, leisurely loop ride along a two-lane seaside road begins and ends at your hotel. The route is entirely flat and offers several scenic coastal viewpoints—perfect for photo opportunities.

Cumulative Distance Range: 18.8 km (11 miles)

Included Meals: Breakfast

This morning, leave the cool coastal climate and travel inland for approximately one hour to the Casablanca Wine Region. Although relatively new to viticulture—the first vines were planted in the 1980s—this scenic valley is now renowned for its white wine grapes, particularly Sauvignon Blanc and Chardonnay. Your ride today follows shaded roads through eucalyptus forests and offers expansive views of vineyards and olive groves. You’ll be rewarded with a tasting of regional wines and a sumptuous picnic lunch at the fifth-generation American-Chilean Kingston Family Winery.

After lunch, continue inland to the foothills of the Andes (travel time approximately two hours, depending on traffic). Your home for the next two nights is the regal Hotel Casa Real. Surrounded by the Santa Rita vineyards, this estate has been producing wine since 1880. With only 16 luxurious rooms, the Tuscan-inspired villa will be exclusively yours.

After settling into your accommodations, enjoy a welcome reception on Casa Real’s veranda, followed by an elegant candlelit dinner in the villa’s intimate dining room.

Today's Ride Choices

Morning: Casablanca Valley — 20.3 km (12 miles) | Casablanca Valley PLUS — 18 km (11 miles)

What to Expect:

Today’s short option is mostly flat and very easy, while the longer option includes a few short inclines and a fun ride through a eucalyptus forest.

Cumulative Distance Range: 20.3 — 38.3 km (12 — 23 miles)

Included Meals: Breakfast, Lunch, Dinner

After breakfast, begin your ride through the scenic Santa Rita Vineyards. This morning’s route follows quiet country roads lined with magnificent, ancient trees. Along the way, you’ll pass local farmers in ponchos, many of whom still travel by horseback. Feel free to stop and sample delicious pan amasado (homemade bread) and fresh empanadas (savory turnovers) as you make your way to the village of Champa. Shuttle or continue riding back to Casa Real, where you’ll enjoy a picnic lunch in the villa’s beautiful gardens.

Later, you may visit the impressive Museo Andino (Andean Museum), located just steps away in the vineyard. The museum showcases more than 1,800 pieces of art and artifacts from various Andean cultures, as well as items from Easter Island and the Atacama Desert. You might also opt for a swim in the pool or a stroll through the expansive gardens, where you can admire the second-tallest bougainvillea in the world. Or, walk through the Santa Rita vineyards to the monument marking the rediscovery of the “lost Carmenere grape.”

In 1863, the phylloxera aphid devastated Europe’s vineyards, wiping out grapevines by 1870. Though European vinifera was later revived through grafting onto American rootstock, the Carmenere grape was thought to be extinct—until its surprising rediscovery in 1994 here in the Santa Rita vineyards.

Later, enjoy a hands-on wine blending session with a Santa Rita sommelier. Learn the art of balancing varietals and create your own custom blend, which will be bottled and labeled for you to take home.

This evening, celebrate your unforgettable week with a traditional Chilean barbecue on the lovely patio of Casa Real (weather permitting).

Today's Ride Choices

Morning: Santa Rita Vineyard to Champa — 29.1 km (18 miles) | Champa to Santa Rita Vineyard — 32.6 km (20 miles)

What to Expect:

Both the short and long options are mostly flat and very easy.

Cumulative Distance Range: 29.1 – 61.7 km (18 – 38 miles)

Included Meals: Breakfast, Lunch, Dinner

Air Package Guests:
After an included breakfast this morning, travel approximately 45 minutes to Santiago for a walking tour of the city’s historic center. Lunch is on your own, giving you the freedom to explore as you wish. Later, transfer to the Holiday Inn Santiago International Airport, where a dayroom is provided until your departure for your overnight flight home. Your flights may arrive at your final destination in North America the following day.

Post-Trip Extension Guests:
After an included breakfast this morning, transfer to Santiago International Airport for your flight to Punta Arenas Airport in Patagonia. Due to your flight schedule, you will not be able to participate in the Santiago Central Market walking tour. After collecting your luggage and exiting the baggage area, a representative from The Singular Patagonia will meet you and assist with your transfer to the hotel. Travel time from Punta Arenas Airport to The Singular Patagonia is approximately two hours.

Enjoy the remainder of the afternoon exploring the hotel’s facilities and planning optional excursions with the professional tour staff. Dinner is on your own at the hotel.

Included Meals: Breakfast

Meet one of your VBT trip leaders at our Santiago pre-tour hotel—The Singular Santiago—at 8:45 a.m. When you depart this morning, be dressed in your cycling attire for the warm-up ride.

You’ll shuttle (approximately 1.5 hours) to the starting point of your ride, where you meet your second trip leader. Leaving behind the hustle and bustle of Santiago, travel northwest toward the Pacific Coast. As you cross the coastal mountain range, you’ll pass through Chile’s agricultural heartland. The region’s Mediterranean-like climate is perfect for growing avocados, peaches, walnuts, olives, almonds, citrus fruits, export flowers, and, of course, grapes for Chile’s celebrated wines.

Begin your Chile bike tour with a warm-up ride through this fertile countryside along a scenic, seldom-traveled country road. After your ride and lunch, continue with a one-hour shuttle to the quaint coastal fishing town of Zapallar and your charming inn overlooking the Pacific.

This evening, gather for a cocktail reception followed by a delicious welcome dinner at the hotel.

Today's Ride Choices

Morning: Warm-Up Ride — 19.9 km (12 miles)

What to Expect:

Today’s warm-up ride offers the perfect opportunity to get familiar with your bike as you pedal along fairly level country roads with minimal traffic. While you may encounter occasional uphill climbs and stretches with slightly more traffic, this ride serves as a great introduction and preview of the cycling experiences to come on this tour.

Cumulative Distance Range: 19.9 km (12 miles)

Included Meals: Lunch, Dinner

Following breakfast, set out on a morning ride along Chile’s scenic Ruta del Mar—the Route of the Sea. Enjoy sweeping coastal vistas as you pedal along the country’s central shoreline. Later, turn off the Ruta del Mar and follow a narrow, paved road past small farms to Playas Salinas de Pullally. This beautiful beach, named for the salt dunes that once attracted indigenous populations, is now a refuge for surfers and kayakers. There will be time to explore before enjoying your included boxed lunch.

After lunch, cycle along a quiet rural road with gentle terrain before shuttling back to your hotel (approximately 40 minutes). If you’re looking for more mileage, you may choose to ride a longer, scenic route back to the hotel.

This afternoon, unwind by the hotel’s pool or stroll down a hillside path through towering pines to the seaside Rambla—a series of coastal stone walkways winding around massive boulders. Nearby, a popular beach invites you to join local residents sunbathing and swimming in the calm waters of a horseshoe-shaped cove.

This evening, dine at your leisure at the inn’s small restaurant or on its outdoor terrace. Alternatively, take a walk along the scenic Rambla to a nearby seaside restaurant and savor freshly caught seafood.

Today's Ride Choices

Morning: Zapallar to Las Salinas de Pullally Beach — 33.2 km (20 miles)

Afternoon: Las Salinas de Pullally with Shuttle to Zapallar — 10 km (6 miles) OR Las Salinas de Pullally to Zapallar — 22.8 km (14 miles)

What to Expect:

The first part of today’s ride follows a gently rolling route. After passing through Papudo, you’ll encounter one final gradual climb before the terrain flattens out all the way to the beach and the end of the short option. The long option includes a few ascents, making the return ride to the hotel more challenging. Please note: during the summer months of January and February, heavy traffic is common along the coastal Ruta del Mar, which may result in longer travel times and less favorable riding conditions for those choosing the extended afternoon ride.

Cumulative Distance Range: 33.2 – 56 km (20 – 34 miles)

Included Meals: Breakfast, Lunch

This morning, set off by bicycle to explore Zapallar, a quaint seaside town known for its historic mansions. The village was established over a century ago by a wealthy Chilean who envisioned a modest South American version of the French Riviera. He offered plots of land to affluent friends and relatives on the condition that they build within a couple of years—an offer they gladly accepted. Today, descendants of those original families still own many of the homes, and only the very wealthy can afford to live in what some call “The Hamptons of Chile.” The town is now home to lavish estates with immaculate flower gardens.

Despite its exclusivity, Zapallar retains the timeless charm of the old world, as you’ll see while cycling from your hotel to its small fishing port. Here, fishermen continue to work much as they have for centuries. Experience this seafaring tradition firsthand as you venture out to sea with a local captain in his small boat. On the open water, you’ll help collect traps containing crab—and perhaps even the rare rock shrimp, found only in these waters.

Back on land, continue riding through the town’s winding streets, lined with cypress and eucalyptus trees, and stop by Hildesheim—one of Zapallar’s most iconic homes. Named after a German town, this charming structure is a faithful replica of a 16th-century Bavarian house.

Next, ride to Cachagua, a small seaside town south of Zapallar known for its Humboldt penguins. Years ago, injured or lost migrating penguins began washing up on the shores of a nearby island. Local residents stepped in to protect and feed them, and the delightful creatures have since become a cherished fixture—one of the few remaining Humboldt penguin colonies in South America. Today, the island is a protected national park, home to thousands of Humboldt penguins and other bird species. Your ride brings you to Cachagua Beach, the best vantage point for viewing this tiny offshore sanctuary. Don’t forget your binoculars for a closer look!

Continue cycling south to reach Maitencillo, a scenic haven for surfers, paragliders, cyclists, joggers, and skaters. Stop here for lunch on your own and the chance to sample helado (ice cream) or a cerveza (beer) from one of the many beachside kiosks. Later, shuttle (approximately one hour) south along the Pacific Coast Highway to your next destination: Concón. Your unique seaside accommodations—partially built into massive stone boulders—offer spectacular views of the ocean and crashing waves below.

This evening, enjoy dinner on your own at one of Concón’s marina restaurants or opt for seaside dining at your hotel.

Today's Ride Choices

Morning: Zapallar to Maitencillo Beach — 19.8 km (12 miles)

What to Expect:

Today’s rides take you along the small neighborhood roads of Zapallar and Cachagua. Some roads in Cachagua are packed dirt but are generally manageable on road bikes. The ride to Maitencillo includes a gradual, sustained uphill.

Cumulative Distance Range: 19.8 km (12 miles)

Included Meals: Breakfast

Enjoy a leisurely morning ride from your hotel, pedaling along a scenic coastal route to a site where sea lions—fed and protected by the Marine Biology University of Valparaíso—can be seen sunbathing on offshore rocks. Don’t forget your binoculars for a closer look. Later, cycle into Reñaca Beach, one of the most popular beaches in Viña del Mar, and take time to explore the area before biking back to the hotel. Along the way, you’ll pass the towering dunes of Concón—an ideal photo opportunity.

This afternoon, shuttle approximately 45 minutes to Viña del Mar, one of Chile’s most vibrant cultural centers. This charming town, set against a spectacular coastal backdrop, is known as the “Garden City”—a name you’ll understand when you see the Reloj de Flores, a large clock made entirely of flowering plants. From here, board the local metro for a short ride to the neighboring city of Valparaíso.

Valparaíso, a major Chilean port, was once a key stopover for 19th-century ships sailing from the Atlantic to the Pacific via the Straits of Magellan. It also played a vital role during the California Gold Rush of the 1850s. Today, Valparaíso is a UNESCO World Heritage site, recognized for its unique urban layout and colorful hillside architecture. During your walking tour, you’ll explore its cobblestone alleyways and distinctive neighborhoods. There will also be time to browse local boutiques and art galleries before enjoying dinner on your own at one of the city’s many restaurants overlooking the port.

Today's Ride Choices

Morning: Concón Loop — 18.8 km (11 miles)

What to Expect:

Today’s easy, leisurely loop ride along a two-lane seaside road begins and ends at your hotel. The route is entirely flat and offers several scenic coastal viewpoints—perfect for photo opportunities.

Cumulative Distance Range: 18.8 km (11 miles)

Included Meals: Breakfast

This morning, leave the cool coastal climate and travel inland for approximately one hour to the Casablanca Wine Region. Although relatively new to viticulture—the first vines were planted in the 1980s—this scenic valley is now renowned for its white wine grapes, particularly Sauvignon Blanc and Chardonnay. Your ride today follows shaded roads through eucalyptus forests and offers expansive views of vineyards and olive groves. You’ll be rewarded with a tasting of regional wines and a sumptuous picnic lunch at the fifth-generation American-Chilean Kingston Family Winery.

After lunch, continue inland to the foothills of the Andes (travel time approximately two hours, depending on traffic). Your home for the next two nights is the regal Hotel Casa Real. Surrounded by the Santa Rita vineyards, this estate has been producing wine since 1880. With only 16 luxurious rooms, the Tuscan-inspired villa will be exclusively yours.

After settling into your accommodations, enjoy a welcome reception on Casa Real’s veranda, followed by an elegant candlelit dinner in the villa’s intimate dining room.

Today's Ride Choices

Morning: Casablanca Valley — 20.3 km (12 miles) | Casablanca Valley PLUS — 18 km (11 miles)

What to Expect:

Today’s short option is mostly flat and very easy, while the longer option includes a few short inclines and a fun ride through a eucalyptus forest.

Cumulative Distance Range: 20.3 — 38.3 km (12 — 23 miles)

Included Meals: Breakfast, Lunch, Dinner

After breakfast, begin your ride through the scenic Santa Rita Vineyards. This morning’s route follows quiet country roads lined with magnificent, ancient trees. Along the way, you’ll pass local farmers in ponchos, many of whom still travel by horseback. Feel free to stop and sample delicious pan amasado (homemade bread) and fresh empanadas (savory turnovers) as you make your way to the village of Champa. Shuttle or continue riding back to Casa Real, where you’ll enjoy a picnic lunch in the villa’s beautiful gardens.

Later, you may visit the impressive Museo Andino (Andean Museum), located just steps away in the vineyard. The museum showcases more than 1,800 pieces of art and artifacts from various Andean cultures, as well as items from Easter Island and the Atacama Desert. You might also opt for a swim in the pool or a stroll through the expansive gardens, where you can admire the second-tallest bougainvillea in the world. Or, walk through the Santa Rita vineyards to the monument marking the rediscovery of the “lost Carmenere grape.”

In 1863, the phylloxera aphid devastated Europe’s vineyards, wiping out grapevines by 1870. Though European vinifera was later revived through grafting onto American rootstock, the Carmenere grape was thought to be extinct—until its surprising rediscovery in 1994 here in the Santa Rita vineyards.

Later, enjoy a hands-on wine blending session with a Santa Rita sommelier. Learn the art of balancing varietals and create your own custom blend, which will be bottled and labeled for you to take home.

This evening, celebrate your unforgettable week with a traditional Chilean barbecue on the lovely patio of Casa Real (weather permitting).

Today's Ride Choices

Morning: Santa Rita Vineyard to Champa — 29.1 km (18 miles) | Champa to Santa Rita Vineyard — 32.6 km (20 miles)

What to Expect:

Both the short and long options are mostly flat and very easy.

Cumulative Distance Range: 29.1 – 61.7 km (18 – 38 miles)

Included Meals: Breakfast, Lunch, Dinner

After an included breakfast this morning, travel approximately 45 minutes to Santiago for a guided walking tour of the city’s historic center. Following the tour and lunch on your own, continue to the Santiago Airport, where your tour concludes at 3:00 p.m.

Important: Departure flights before 6:00 p.m. are not recommended. If you have an earlier flight, you will need to arrange your own transportation to the airport.

Please note: VBT transportation times and departure points are finalized in advance and cannot be modified for individual guests.

Included Meals: Breakfast

Meet one of your VBT trip leaders at our Santiago pre-tour hotel—The Singular Santiago—at 8:45 a.m. When you depart this morning, be dressed in your cycling attire for the warm-up ride.

You’ll shuttle (approximately 1.5 hours) to the starting point of your ride, where you meet your second trip leader. Leaving behind the hustle and bustle of Santiago, travel northwest toward the Pacific Coast. As you cross the coastal mountain range, you’ll pass through Chile’s agricultural heartland. The region’s Mediterranean-like climate is perfect for growing avocados, peaches, walnuts, olives, almonds, citrus fruits, export flowers, and, of course, grapes for Chile’s celebrated wines.

Begin your Chile bike tour with a warm-up ride through this fertile countryside along a scenic, seldom-traveled country road. After your ride and lunch, continue with a one-hour shuttle to the quaint coastal fishing town of Zapallar and your charming inn overlooking the Pacific.

This evening, gather for a cocktail reception followed by a delicious welcome dinner at the hotel.

Today's Ride Choices

Morning: Warm-Up Ride — 19.9 km (12 miles)

What to Expect:

Today’s warm-up ride offers the perfect opportunity to get familiar with your bike as you pedal along fairly level country roads with minimal traffic. While you may encounter occasional uphill climbs and stretches with slightly more traffic, this ride serves as a great introduction and preview of the cycling experiences to come on this tour.

Cumulative Distance Range: 19.9 km (12 miles)

Included Meals: Lunch, Dinner

Following breakfast, set out on a morning ride along Chile’s scenic Ruta del Mar—the Route of the Sea. Enjoy sweeping coastal vistas as you pedal along the country’s central shoreline. Later, turn off the Ruta del Mar and follow a narrow, paved road past small farms to Playas Salinas de Pullally. This beautiful beach, named for the salt dunes that once attracted indigenous populations, is now a refuge for surfers and kayakers. There will be time to explore before enjoying your included boxed lunch.

After lunch, cycle along a quiet rural road with gentle terrain before shuttling back to your hotel (approximately 40 minutes). If you’re looking for more mileage, you may choose to ride a longer, scenic route back to the hotel.

This afternoon, unwind by the hotel’s pool or stroll down a hillside path through towering pines to the seaside Rambla—a series of coastal stone walkways winding around massive boulders. Nearby, a popular beach invites you to join local residents sunbathing and swimming in the calm waters of a horseshoe-shaped cove.

This evening, dine at your leisure at the inn’s small restaurant or on its outdoor terrace. Alternatively, take a walk along the scenic Rambla to a nearby seaside restaurant and savor freshly caught seafood.

Today's Ride Choices

Morning: Zapallar to Las Salinas de Pullally Beach — 33.2 km (20 miles)

Afternoon: Las Salinas de Pullally with Shuttle to Zapallar — 10 km (6 miles) OR Las Salinas de Pullally to Zapallar — 22.8 km (14 miles)

What to Expect:

The first part of today’s ride follows a gently rolling route. After passing through Papudo, you’ll encounter one final gradual climb before the terrain flattens out all the way to the beach and the end of the short option. The long option includes a few ascents, making the return ride to the hotel more challenging. Please note: during the summer months of January and February, heavy traffic is common along the coastal Ruta del Mar, which may result in longer travel times and less favorable riding conditions for those choosing the extended afternoon ride.

Cumulative Distance Range: 33.2 – 56 km (20 – 34 miles)

Included Meals: Breakfast, Lunch

This morning, set off by bicycle to explore Zapallar, a quaint seaside town known for its historic mansions. The village was established over a century ago by a wealthy Chilean who envisioned a modest South American version of the French Riviera. He offered plots of land to affluent friends and relatives on the condition that they build within a couple of years—an offer they gladly accepted. Today, descendants of those original families still own many of the homes, and only the very wealthy can afford to live in what some call “The Hamptons of Chile.” The town is now home to lavish estates with immaculate flower gardens.

Despite its exclusivity, Zapallar retains the timeless charm of the old world, as you’ll see while cycling from your hotel to its small fishing port. Here, fishermen continue to work much as they have for centuries. Experience this seafaring tradition firsthand as you venture out to sea with a local captain in his small boat. On the open water, you’ll help collect traps containing crab—and perhaps even the rare rock shrimp, found only in these waters.

Back on land, continue riding through the town’s winding streets, lined with cypress and eucalyptus trees, and stop by Hildesheim—one of Zapallar’s most iconic homes. Named after a German town, this charming structure is a faithful replica of a 16th-century Bavarian house.

Next, ride to Cachagua, a small seaside town south of Zapallar known for its Humboldt penguins. Years ago, injured or lost migrating penguins began washing up on the shores of a nearby island. Local residents stepped in to protect and feed them, and the delightful creatures have since become a cherished fixture—one of the few remaining Humboldt penguin colonies in South America. Today, the island is a protected national park, home to thousands of Humboldt penguins and other bird species. Your ride brings you to Cachagua Beach, the best vantage point for viewing this tiny offshore sanctuary. Don’t forget your binoculars for a closer look!

Continue cycling south to reach Maitencillo, a scenic haven for surfers, paragliders, cyclists, joggers, and skaters. Stop here for lunch on your own and the chance to sample helado (ice cream) or a cerveza (beer) from one of the many beachside kiosks. Later, shuttle (approximately one hour) south along the Pacific Coast Highway to your next destination: Concón. Your unique seaside accommodations—partially built into massive stone boulders—offer spectacular views of the ocean and crashing waves below.

This evening, enjoy dinner on your own at one of Concón’s marina restaurants or opt for seaside dining at your hotel.

Today's Ride Choices

Morning: Zapallar to Maitencillo Beach — 19.8 km (12 miles)

What to Expect:

Today’s rides take you along the small neighborhood roads of Zapallar and Cachagua. Some roads in Cachagua are packed dirt but are generally manageable on road bikes. The ride to Maitencillo includes a gradual, sustained uphill.

Cumulative Distance Range: 19.8 km (12 miles)

Included Meals: Breakfast

Enjoy a leisurely morning ride from your hotel, pedaling along a scenic coastal route to a site where sea lions—fed and protected by the Marine Biology University of Valparaíso—can be seen sunbathing on offshore rocks. Don’t forget your binoculars for a closer look. Later, cycle into Reñaca Beach, one of the most popular beaches in Viña del Mar, and take time to explore the area before biking back to the hotel. Along the way, you’ll pass the towering dunes of Concón—an ideal photo opportunity.

This afternoon, shuttle approximately 45 minutes to Viña del Mar, one of Chile’s most vibrant cultural centers. This charming town, set against a spectacular coastal backdrop, is known as the “Garden City”—a name you’ll understand when you see the Reloj de Flores, a large clock made entirely of flowering plants. From here, board the local metro for a short ride to the neighboring city of Valparaíso.

Valparaíso, a major Chilean port, was once a key stopover for 19th-century ships sailing from the Atlantic to the Pacific via the Straits of Magellan. It also played a vital role during the California Gold Rush of the 1850s. Today, Valparaíso is a UNESCO World Heritage site, recognized for its unique urban layout and colorful hillside architecture. During your walking tour, you’ll explore its cobblestone alleyways and distinctive neighborhoods. There will also be time to browse local boutiques and art galleries before enjoying dinner on your own at one of the city’s many restaurants overlooking the port.

Today's Ride Choices

Morning: Concón Loop — 18.8 km (11 miles)

What to Expect:

Today’s easy, leisurely loop ride along a two-lane seaside road begins and ends at your hotel. The route is entirely flat and offers several scenic coastal viewpoints—perfect for photo opportunities.

Cumulative Distance Range: 18.8 km (11 miles)

Included Meals: Breakfast

This morning, leave the cool coastal climate and travel inland for approximately one hour to the Casablanca Wine Region. Although relatively new to viticulture—the first vines were planted in the 1980s—this scenic valley is now renowned for its white wine grapes, particularly Sauvignon Blanc and Chardonnay. Your ride today follows shaded roads through eucalyptus forests and offers expansive views of vineyards and olive groves. You’ll be rewarded with a tasting of regional wines and a sumptuous picnic lunch at the fifth-generation American-Chilean Kingston Family Winery.

After lunch, continue inland to the foothills of the Andes (travel time approximately two hours, depending on traffic). Your home for the next two nights is the regal Hotel Casa Real. Surrounded by the Santa Rita vineyards, this estate has been producing wine since 1880. With only 16 luxurious rooms, the Tuscan-inspired villa will be exclusively yours.

After settling into your accommodations, enjoy a welcome reception on Casa Real’s veranda, followed by an elegant candlelit dinner in the villa’s intimate dining room.

Today's Ride Choices

Morning: Casablanca Valley — 20.3 km (12 miles) | Casablanca Valley PLUS — 18 km (11 miles)

What to Expect:

Today’s short option is mostly flat and very easy, while the longer option includes a few short inclines and a fun ride through a eucalyptus forest.

Cumulative Distance Range: 20.3 — 38.3 km (12 — 23 miles)

Included Meals: Breakfast, Lunch, Dinner

After breakfast, begin your ride through the scenic Santa Rita Vineyards. This morning’s route follows quiet country roads lined with magnificent, ancient trees. Along the way, you’ll pass local farmers in ponchos, many of whom still travel by horseback. Feel free to stop and sample delicious pan amasado (homemade bread) and fresh empanadas (savory turnovers) as you make your way to the village of Champa. Shuttle or continue riding back to Casa Real, where you’ll enjoy a picnic lunch in the villa’s beautiful gardens.

Later, you may visit the impressive Museo Andino (Andean Museum), located just steps away in the vineyard. The museum showcases more than 1,800 pieces of art and artifacts from various Andean cultures, as well as items from Easter Island and the Atacama Desert. You might also opt for a swim in the pool or a stroll through the expansive gardens, where you can admire the second-tallest bougainvillea in the world. Or, walk through the Santa Rita vineyards to the monument marking the rediscovery of the “lost Carmenere grape.”

In 1863, the phylloxera aphid devastated Europe’s vineyards, wiping out grapevines by 1870. Though European vinifera was later revived through grafting onto American rootstock, the Carmenere grape was thought to be extinct—until its surprising rediscovery in 1994 here in the Santa Rita vineyards.

Later, enjoy a hands-on wine blending session with a Santa Rita sommelier. Learn the art of balancing varietals and create your own custom blend, which will be bottled and labeled for you to take home.

This evening, celebrate your unforgettable week with a traditional Chilean barbecue on the lovely patio of Casa Real (weather permitting).

Today's Ride Choices

Morning: Santa Rita Vineyard to Champa — 29.1 km (18 miles) | Champa to Santa Rita Vineyard — 32.6 km (20 miles)

What to Expect:

Both the short and long options are mostly flat and very easy.

Cumulative Distance Range: 29.1 – 61.7 km (18 – 38 miles)

Included Meals: Breakfast, Lunch, Dinner

After an included breakfast this morning, travel approximately 45 minutes to Santiago for a guided walking tour of the city’s historic center. Following the tour and lunch on your own, continue to the Santiago Airport, where your tour concludes at 3:00 p.m.

Important: Departure flights before 6:00 p.m. are not recommended. If you have an earlier flight, you will need to arrange your own transportation to the airport.

Please note: VBT transportation times and departure points are finalized in advance and cannot be modified for individual guests.

Included Meals: Breakfast