Georgia & Florida: Jekyll Island & St. Augustine

Your tour begins at the Jekyll Island Club Resort, located on Jekyll Island—one of Georgia’s famed Golden Isles. A complimentary VBT shuttle will be available from Jacksonville International Airport, departing at 12:30 p.m. This is a “show and go” service that does not require or accept reservations, so please arrive on time to meet the shuttle.

If your flight arrives too late to meet the 12:30 p.m. departure, you will need to arrange your own transportation to the resort at your own expense. For guests driving to the tour, we recommend parking at Jacksonville International Airport.

You’ll meet your VBT trip leaders at 2:00 p.m. at the Jekyll Island Club Resort. Please arrive dressed in cycling clothes for your bike fitting and a brief cycling-skills clinic.

A warm-up ride leads you past forests and ponds to Great Dunes Park, a tranquil 20-acre stretch of gently rolling sands, swaying palms, and tall grasses. You may wish to dip your toes in the Atlantic before continuing to the Jekyll Island Historic District—home to 34 preserved buildings across a 240-acre site surrounding your resort.

After your ride, check in to your room at this historic resort—a restored compound of opulent vacation homes built by wealthy businessmen at the turn of the 20th century. Once known as “the richest, most inaccessible club in the world,” the Jekyll Island Club counted J.P. Morgan and William Vanderbilt among its members. You might take a dip in the pool or relax on the gracious porch before joining your fellow travelers at 5:30 p.m. for a welcome reception, followed by a 6:00 p.m. orientation meeting. Dinner tonight is at the hotel’s formal restaurant.

Today's Ride Choices

Afternoon: Jekyll Island Warm-Up Ride — 4 miles

What to Expect:

The warm-up ride follows flat terrain along Shell Road to Great Dunes Park. After a brief stop, continue to Jekyll Island’s Historic District before returning to the hotel.

Cumulative Distance Range: 4 miles

Included Meals: Dinner

After breakfast, set out on a loop ride tracing the perimeter of Jekyll Island. Your route offers scenic views of the Atlantic Ocean and East River, passing the grand “cottages” that reflect the island’s gilded past. Ocean breezes are your constant companion as you pedal along flat roads, stopping to explore historic sites that speak to the island’s rich heritage. Bicycling has long been a tradition here—once a favorite pastime of elite visitors on the island’s Crane Bicycle Path.

Stop at the Horton House, listed on the National Register of Historic Places. This enduring shell structure, built from tabby (a mix of crushed oyster shells, lime, and water), dates to 1743 and is one of the oldest surviving tabby buildings in Georgia. William Horton, a military aide to James Oglethorpe—the British founder of Georgia—brewed the state’s first beer here. Nearby, explore the cemetery of the DuBignon family, who owned the island from 1790 to 1886. At the Jekyll Island Pier, check out the catch of the day, and don’t miss Driftwood Beach, where gnarled pine and oak trees stand as dramatic sculptures shaped by time and tide. Spend additional time in the National Historic Landmark District that surrounds your resort before enjoying an included lunch.

The afternoon is yours to relax or explore at your leisure. Browse the shops in the historic district, visit the exhibits at the Mosaic Jekyll Island Museum, or take a boat tour. Dinner is on your own this evening. The resort’s complimentary shuttle can bring you to a restaurant recommended by your trip leader.

Today's Ride Choices

Morning: Jekyll Island Loop — 17 miles

What to Expect:

Depart from the resort for a scenic loop ride around Jekyll Island, following flat roads and bike paths. Along the way, stop to explore historic sites including Horton House, DuBignon Cemetery, Driftwood Beach, and the National Historic Landmark District.

Cumulative Distance Range: 17 miles

Included Meals: Breakfast, Lunch

After a hearty breakfast, shuttle about one hour to Amelia Island to begin your ride. Pedal along Fernandina Beach, then follow the tree-lined Amelia Island Trail bike path across the causeway over Nassau Sound, traversing the islands of Big Talbot. Arrive at Simpson Creek, where kayaks await for an exciting nature excursion. After a brief orientation, set out into the salt marshes on an easy out-and-back paddle—perfect for honing your technique or observing the local wildlife up close. Your guide may help you spot wood storks, osprey, great blue herons, snowy egrets, bald eagles, otters, or even dolphins. No prior kayaking experience is required. Back on shore, enjoy a picnic lunch of locally sourced ingredients prepared by your trip leaders.

After lunch, shuttle about 90 minutes to St. Augustine and check into your bayfront accommodations. Known as America’s First City, St. Augustine celebrated the 450th anniversary of its founding in 2015. Tonight, your trip leaders can recommend excellent dining options within easy walking distance.

Today's Ride Choices

Morning: Amelia Island and Big Talbot Island — 17 miles

What to Expect:

Cycle from Fernandina Beach via the causeway across Nassau Sound, traversing Amelia Island and Big Talbot Islands. Pause along Simpson Creek for a guided kayak excursion, paddling with the tide and exploring the surrounding basin. After a picnic lunch, continue by vehicle to St. Augustine. Additional cycling is available for those who prefer not to kayak.

Cumulative Distance Range: 17 miles

Included Meals: Breakfast, Lunch

Explore historic and picturesque St. Augustine! Begin your ride from the inn by crossing the city’s iconic Bridge of Lions, then cycle through charming neighborhoods en route to Anastasia State Park. This 1,600-acre natural gem is home to diverse ecosystems and abundant wildlife. Along the way, pause to admire the sweeping views from the historic St. Augustine Lighthouse and visit its museum, which showcases fascinating artifacts from the area’s early days. At the park, enjoy up to four miles of pristine beach and explore the estuarine tidal marsh.

Next, pedal through the Lincolnville Historic District, a 45-square-block area known for its role in the Civil Rights Movement and its collection of Victorian-era buildings. Stop for lunch at a beloved local restaurant before continuing your exploration.

This afternoon, you may choose to cycle to the Nombre de Dios Mission—site of a dramatic 204-foot cross—or visit the Fountain of Youth Archaeological Park, believed to be where Spanish explorer Ponce de León landed in 1513. Overlooking the Matanzas River and St. Augustine Inlet, this 15-acre park offers rich history and beautiful scenery. You might also opt for an optional student-led tour of Flagler College, formerly the opulent Ponce de León Hotel and now home to one of the largest original collections of Tiffany stained-glass windows.

This evening, head across the street to the City Marina and board the Schooner Freedom for a magical sunset sail—feel free to join the crew as they raise the sails!

Today's Ride Choices

Morning: St. Augustine Lighthouse and Lincolnville — 12 miles

Afternoon: Vilano Bridge — 13 miles OR Lunch to Hotel — 2 miles

What to Expect:

Ride to the St. Augustine Lighthouse for an included museum tour, then visit Anastasia State Park for a stroll along the beach, weather permitting. Continue your morning ride through the Lincolnville Historic District and enjoy a delicious lunch at a local restaurant. After lunch, cycle to the Fountain of Youth Archaeological Park and the Nombre de Dios Mission to explore the early history of St. Augustine. Conclude your day’s ride with a scenic stretch across the bridge to the beautiful beaches of Vilano, a charming seaside town.

Cumulative Distance Range: 12 – 25 miles

Included Meals: Breakfast, Lunch

After breakfast, shuttle about 30 minutes to the starting point of today’s scenic ride in St. Johns County. Cycle inland past the fertile fields and small communities of rural Florida, pedaling along quiet roads lined with acres of potato and cabbage farms. Enjoy peaceful views of the St. Johns River along a portion of the route.

Pause at Riverdale Park, a forested green space on the riverbank, to take in the tranquil beauty of the surroundings. Then continue riding to the charming parish town of St. Ambrose, a small farming community that embodies the essence of rural coastal Florida.

Enjoy lunch at a local restaurant—a cozy spot housed in a renovated general store once known as Masters’ Grocery. Afterward, shuttle back to St. Augustine, where you can relax or explore the city at your leisure. This evening, gather with your fellow travelers for a festive farewell dinner.

Today's Ride Choices

Morning: Florida Farmlands — 25 miles

What to Expect:

Today, ride through the farmlands of St. Johns County for another taste of Florida’s diverse landscapes. A 30-minute shuttle brings you to the starting point, where your route crisscrosses agricultural fields and parallels the St. Johns River. Pedal past potato and cabbage farms, and pause for a break at Riverdale Park, a scenic green space along the river. After a snack stop, continue to the charming parish town of St. Ambrose. At the end of your ride, enjoy an included lunch before returning to the hotel by afternoon shuttle.

Cumulative Distance Range: 25 miles

Included Meals: Breakfast, Lunch, Dinner

After an included breakfast, walk from the hotel to the Lightner Museum and explore its remarkable collection with your included admission. Built in 1887 in the Spanish Renaissance style, this impressive three-story museum houses fascinating relics from America’s Gilded Age, including an outstanding collection of decorative and fine arts.

Hotel checkout time is 11:00 a.m. VBT has arranged a shuttle from the hotel to Jacksonville International Airport (JAX), departing St. Augustine at 11:00 a.m. Travel time is approximately 60 minutes. Flights departing before 2:00 p.m. are not recommended. If you need to travel to the airport at a different time, taxis are available.

What to Expect:

Non-biking day: Explore the Lightner Museum with included admission

Included Meals: Breakfast

Your tour begins at the Jekyll Island Club Resort on Jekyll Island, Georgia, one of Georgia’s famed Golden Isles. A shuttle will be offered from Jacksonville International Airport at 12:30 p.m. The shuttle works on a “show and go” basis and departs from the airport at 12:30 p.m.

A warm-up ride takes you past forests and ponds to Great Dunes Park, a pretty 20-acre retreat of gently rolling sands, swaying palms, and tall grasses. Perhaps dip your toes in the Atlantic before continuing to the Jekyll Island Historic District, 34 buildings across the 240-acre site surrounding your resort.

Upon return from your warm-up ride, settle into your room. Your resort is a restored compound of vacation homes built by wealthy businessmen at the turn of the 20th century. The likes of J.P. Morgan and William Vanderbilt were members of what was once called “the richest, most inaccessible club in the world.” Perhaps take a dip in the pool or relax on the gracious porch. Then gather at 5:30 p.m. for a welcome reception, followed by a 6:00 p.m. orientation meeting. Dinner tonight is at the resort’s formal restaurant.

Today's Ride Choices

Afternoon: Jekyll Island Warm-up — 4 miles

What to Expect:

The warm-up ride is on flat terrain and takes you along Shell Road to Great Dunes Park. After stopping at Great Dunes Park, continue to Jekyll Island’s historic district and return to the hotel.

Cumulative Distance Range: 4 miles

Included Meals: Dinner

After breakfast, you head out on a loop ride that traces the perimeter of the island. Your route takes in views of the Atlantic and the East River, passing grand “cottages” from the island’s gilded past. Ocean air is your constant companion as you pedal along flat roads, stopping along the way to explore sites that speak to a rich heritage and history. Indeed, the island enjoys a long bicycling past, too. Getting around on two wheels along the island’s Crane Bicycle Path was a favorite pastime of well-to-do visitors in days of yore.

Stop at the Horton House, listed on the National Register of Historic Places. Today, it is a shell that has withstood the passage of time remarkably well, considering that it was one of the first tabby buildings in Georgia–constructed from crushed oyster shells in 1743. William Horton, a military aide to James Oglethorpe, the British founder of Georgia, brewed the state’s first beer here. There’ll also be time to explore the adjacent cemetery of the DuBignon family, which owned the island from 1790 to 1886. Visit the Jekyll Island Pier to see what the catch of the day is. Stop at Driftwood Beach to marvel at the bleached limbs of fallen pine and oak trees. Spend more time in the National Historic Landmark District surrounding your resort before an included lunch.

Your afternoon is free to follow your own whims. Relax at the resort, shop in the historic district, explore the exhibits of the Mosaic Jekyll Island Museum, or perhaps enjoy a boat tour. Tonight, dinner is on your own. The resort’s complimentary shuttle can take you to a restaurant recommended by your trip leader.

Today's Ride Choices

Morning: Jekyll Island Loop — 17 miles

What to Expect:

Leave from the resort for a loop ride around Jekyll Island. You stop along the way to visit the historic sites of Horton House, Dubignon Cemetery, Driftwood Beach, and the National Historic Landmark District. The day’s ride is on flat roads and bike paths.

Cumulative Distance Range: 17 miles

Included Meals: Breakfast, Lunch

After a hearty breakfast, shuttle about one hour to Amelia Island to start your ride. You pedal along Fernandina Beach, then join the tree-lined Amelia Island Trail bike path to the causeway over Nassau Sound and traverse the islands of Big Talbot. Arrive at Simpson Creek where kayaks await you for an exciting nature excursion. After an introduction to our vessels, set out into the marshes. Your route is designed for easy paddling, allowing you the opportunity to fine-tune your skills or to observe the flora and fauna up close. The salt marsh attracts abundant wildlife. Your guide may help you spot wood storks, osprey, great blue heron, snowy egret, bald eagle, otter, and dolphin. You need not have prior kayak experience to enjoy today’s out-and-back paddle. Your trip leaders have prepared a picnic lunch of locally sourced ingredients that you will enjoy back on shore.

After lunch, you shuttle to St. Augustine (about 90 minutes) and check into your bayfront accommodations. America’s First City, as it is often called, celebrated the 450th anniversary of its founding in 2015. Your trip leaders can recommend great options for dinner on your own, all within an easy walk.

Today's Ride Choices

Morning: Amelia Island and Big Talbot Island — 17 miles

What to Expect:

Cycle from Fernandina Beach via the causeway across the Nassau Sound. Your route traverses Amelia Island and Big Talbot Islands. Pause on the banks of Simpson Creek for a guided kayak excursion, paddling with the creek’s tide and in the surrounding basin. After a picnic lunch, travel to St. Augustine.

Additional cycling is available for those who don’t wish to kayak.

Cumulative Distance Range: 17 miles

Included Meals: Breakfast, Lunch

Explore historic and lovely St. Augustine! You ride from your inn over St. Augustine’s famous Bridge of Lions, cycling through local neighborhoods. Your destination is Anastasia State Park, which comprises 1,600 acres of rich ecosystems and abundant wildlife. Stop along the way to savor the breathtaking views from the historic St. Augustine Lighthouse. A visit of the museum at this beautiful beacon showcases some of the artifacts from the area’s earlier days. Once at Anastasia State Park, explore up to four miles of pristine beach and the estuarine tidal marsh teeming with plant and animal life. Enjoy time on the beach.

Next, pedal through the Lincolnville Historic District, a 45-square-block area of the city. Once a focal point for the Civil Rights Movement, the district today contains the highest concentration of Victorian-era buildings in St. Augustine, as well as a museum and cultural center. Along the way, you stop for lunch at a revered local restaurant.

There’s time this afternoon to cycle to the Nombre de Dios Mission, home to a dramatic cross that stands 204 feet tall, and the Fountain of Youth Archaeological Park, said to be the spot where Spanish explorer Ponce de León first landed on Florida shores in 1513. Today, the 15-acre park is a paradise for historians and nature lovers alike, overlooking the Matanzas River and St. Augustine Inlet. Discover the early history of St. Augustine here before continuing across the bridge to the beautiful beaches in the seaside town of Vilano. Or return to your hotel and take a swim or grab a refreshing drink. You may take an optional student-guided tour of historic Flagler College. Originally built as the Ponce de León Hotel, it includes one of the largest collections of Tiffany stained-glass windows in their original location and is listed on the National Register of Historic Places.

In the evening, you cross the road to the City Marina and board the Schooner Freedom for a delightful sunset sail. Feel free to join the crew as they raise the sails!

Today's Ride Choices

Morning: St. Augustine Lighthouse and Lincolnville — 12 miles

Afternoon: Vilano Bridge — 13 miles OR Lunch to Hotel — 2 miles

What to Expect:

Ride to the St. Augustine Lighthouse for an included museum tour. Visit Anastasia State Park for a stroll along the beach, weather permitting. Continue your morning ride through the Lincolnville Historic District and have a delicious lunch at a local restaurant. After lunch, a short ride takes you to the Fountain of Youth Archaeological Park and the Nombre de Dios Mission. Discover the early history of St. Augustine before continuing across the bridge to the beautiful beaches in the seaside town of Vilano.

Cumulative Distance Range: 12 – 25 miles

Included Meals: Breakfast, Lunch

After breakfast, you shuttle 30 minutes to the starting point of today’s scenic ride in St. John’s County. Then you cycle inland past the fertile fields and small communities of rural Florida. Pedal past acres of potato and cabbage fields, mostly on quiet roads. Views of the St. John’s River keep you company for a portion of your ride. Pause at Riverdale Park, a forested green space on the banks of the St. John’s, to take in the beauty of the river. Continue cycling to the charming parish town of St. Ambrose, a small farming community that embodies rural coastal Florida. After lunch at a local restaurant—a renovated general store once known as Masters’ Grocery—shuttle back to St. Augustine and relax or explore the city.

Gather with the group tonight for a farewell dinner celebration.

Today's Ride Choices

Morning: Florida Farmlands — 25 miles

What to Expect:

Today you ride through the farmlands of St. John’s County for another flavor of Florida. A 30-minute shuttle brings you to our ride’s starting point. The route crisscrosses farmlands and parallels the St. John’s River. Pass potato and cabbage fields and take a break at Riverdale Park, a charming green space along the St. John’s. After a snack stop, continue along the river to the charming parish town of St. Ambrose. At the end of your ride, enjoy an included lunch. Return to the hotel by afternoon shuttle.

Cumulative Distance Range: 25 miles

Included Meals: Breakfast, Lunch, Dinner

After an included breakfast, walk from the hotel to the Lightner Museum. Browse the remarkable relics of the museum with your included admission. Built in 1887 in Spanish Renaissance style, the impressive three-story museum now contains fascinating relics from America’s Gilded Age, including an excellent collection of decorative and fine arts.

Hotel checkout time is 11:00 a.m. VBT has made arrangements for a shuttle from the hotel back to the Jacksonville International Airport (JAX).

What to Expect:

Non-biking day: Explore the Lightner Museum with included admission

Included Meals: Breakfast