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Georgia & Florida: Jekyll Island & St. Augustine

Many cycling tours of Georgia and Florida miss out on this region’s historic and cultural center—but not us! Dating back to pre-colonial times, the vibrant historical district of St. Augustine is beautifully preserved—and your bayfront accommodations are the perfect vantage point for exploring all the city has to offer. As you cycle along the Georgia coast toward St. Augustine, our route will take you through pristine Jekyll Island, pedaling along sun-drenched coastal byways as you watch for signs of bald eagles, snowy egrets, and dolphins cavorting in the surf. In the company of knowledgeable trip leaders, you’ll explore the richly biodiverse saltmarsh around Big Talbot up close during a guided kayaking excursion—and sail the blue waters off Florida’s Atlantic coast on an authentic replica of a 19th-century schooner. This is truly the south Atlantic seaboard at its best! 

Tour Highlights

  • Cycle past the sprawling beaches, grand “cottages,” and historic ruins of Jekyll Island.
  • Navigate your kayak through a salt marsh preserve in search of eagles, otters, and dolphins.
  • Visit the scene-stealing St. Augustine Lighthouse and the nearby pristine four-mile beach of Anastasia State Park.
  • Embark a sunset cruise on the Schooner Freedom, a fine testament to Civil War blockade runners.
  • Cycle the farmlands of St. John’s County, pedaling past potato and cabbage fields, small farming communities, and the tranquil St. John’s River.

Positive Impact

VBT is proud to support Wine to Water with a donation on behalf of each guest on this tour. Wine to Water is an international organization providing access to clean drinking water and emergency supplies in water-challenged regions. We believe in giving back to the places that have enriched the lives of our guests. We’re committed to identifying and supporting sustainable initiatives in a variety of areas including education, world health, economic equality, safe drinking water, the environment, and the preservation of cultural traditions.

What to Expect

This tour offers riding on bike paths and roadways alongside vehicular traffic. In many cases, roadways have marked bike lanes. We have chosen quieter options where possible.  Scenic A1A is busier but accustomed to cyclists. There are no hills or dirt roads (except for some short dirt driveways to access some sites). Of course, your VBT support vehicle is always available for those who would like assistance or wish for a shorter ride option.

  • Daily Mileage: 5 - 26 miles|
  • Biking: 1 - 4 hours|
  • Group Size: 20
Activity Easy Easy
Bar Graph Beginner - Experienced
Vehicle Support Vehicle

Average High /
Low Temperature (°F):









Jan2.5 in

Feb3.1 in

Mar3.4 in

Apr2.9 in

Oct5.5 in

Nov2.3 in

Dec2.8 in

Tour Only

5 nights in historic hotels Check
11 meals: 5 breakfasts, 4 lunches, 2 dinners Check
Transportation from Jacksonville International Airport to Jekyll Island Check
Transportation from St. Augustine to Jacksonville International Airport Check
Road Bicycle (Carbon frame) 32

Road Bicycle (Carbon frame)

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Step-Through (Mixte Hybrid) Comfort Bicycle 35

Step-Through (Mixte Hybrid) Comfort Bicycle

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Step-Over (Diamond) Comfort Bicycle 35

Step-Over (Diamond) Comfort Bicycle

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Electric-Assisted Bicycle (E-bike) 22

Electric-Assisted Bicycle (E-bike)

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Biking Packages Include:

Custom VBT Bike and Helmet

Two Local, Bilingual Trip Leaders

Support Vehicle

Luggage Transportation

Ride with GPS and Daily Route Notes

Welcome Reception

Facilitated Cultural Experiences

Your Choice of VBT Branded Gear for Your Adventure


Sun, Nov 10 to Fri, Nov 15 - 2024

Show Itinerary:

Your tour begins at the Jekyll Island Club Resort on Jekyll Island, Georgia, one of Georgia’s famed Golden Isles.

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 hotel.

Upon return from your warm-up ride, settle into your room. Your hotel 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 hotel’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 hotel 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 hotel’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

Georgia & Florida: Jekyll Island & St. Augustine

Download PDF Itinerary:

Tour Only (PDF)

Accommodations (May vary depending on departure date. )

62 out of 65 (95%)
4.6 out of 5 stars.
Read More Reviews

This was our first VBT trip and we found it perfect for our “beginner “ level. Loved Jekyll Island especially! The trip leaders were exceptionally friendly and knowledgeable! Highly recommend!

Mary H, Washington, DC

Florida’s Historic Coast

What a lovely trip! This was my first VBT trip, and it certainly did not disappoint. Everything went off without a hitch due to all the planning of the VBT staff and our great guides. Wonderful accommodations and delightful bike rides through both scenic areas as well as historic city sections, with options for shorter or longer rides. All the guests on the trip were friendly and helpful. Good people in the great outdoors; who could ask for better.

Gail T, NC

Florida’s Historic Coast

Dates & Prices

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6 Days. Includes bike vacation only.

Single Supplement: From 745

Currently Full

Sun, Nov 10 - Fri, Nov 15, 2024


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Sun, Nov 17 - Fri, Nov 22, 2024


Per person, double occupancy

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Sun, Dec 1 - Fri, Dec 6, 2024


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Sun, Dec 8 - Fri, Dec 13, 2024


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For more information, call: 800-245-3868

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