Skip to Main Content

Georgia & Florida: Jekyll Island & St. Augustine


Rich culture, history and natural beauty unfold during this diverse itinerary, the most enriching way to bike Florida and Georgia.

Guided Biking

  • Daily Mileage: 5 - 30|
  • Biking: 1 - 4 hr|
4.9 out of 5 stars.
Activity Easy
E-Bikes Available
E-Bikes Available
Guided Group Tour

Starting From

6-day Bike Tour Only


Per person, double occupancy

Georgia & Florida: Jekyll Island & St. Augustine

Explore the islands and cultures of Georgia and Florida on one diverse bike trip. From the grand cottages of Jekyll Island and historic Fort George Island to the rich heritage of St. Augustine, you’ll ride scenic shore roads, weaving your way along sweeping coasts and scenic estuaries. Along the way, stop to kayak in pristine salt marshes teeming with birdlife. Learn about the historic South at a preserved plantation. Visit Civil Rights landmarks. Climb the stunning St. Augustine Lighthouse for splendid views. Embark a sunset sail on the Schooner Freedom. And glimpse the rural side of Florida during a leisurely spin among farming communities along the St. John’s River. When you join VBT, you’ll discover the most enriching way to bike Florida and Georgia.

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 - 30|
  • Biking: 1 - 4 hr|
  • Group Size: 20
Activity Easy Easy
Bar Graph Beginner - Experienced
Vehicle Support Vehicle

Tour Highlights

  • Stay at the Jekyll Island Club Resort, former vacation home of the Rockefellers and Vanderbilts
  • 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
  • Savor a picnic in the scenic Timucuan Ecological and Historical Preserve, prepared with fresh local ingredients
  • Learn about life in the historic South at the 1780 Kingsley Plantation
  • Visit the scene-stealing St. Augustine Lighthouse and the nearby pristine four-mile beach of Anastasia State Park
  • Enjoy a relaxed southern spin complemented by an idyll on sweeping verandas under the shade of live oak trees
  • Embark a sunset cruise on the Schooner Freedom, a fine testament to Civil War blockade runners
  • Visit the renowned lunch counter at Woolworth’s, a Civil Rights landmark in St. Augustine
  • See where Ponce de León is believed to have landed in Florida in 1513
  • Cycle the farmlands of St. John’s County, pedaling past potato and cabbage fields, small farming communities and the tranquil St. John’s River
Show all Highlights

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 a historic resort and hotel Check
11 meals: 5 breakfasts, 4 lunches, 2 dinners Check

Step-Through (Mixte Hybrid) Comfort Bicycle

See More >

Step-Over (Diamond) Comfort Bicycle

See More >

Road Bicycle (Aluminum alloy frame)

See More >

Electric-Assisted Bicycle (E-bike)

See More >
View All >

Biking Packages Include:

Custom VBT Bike and Helmet

Two Local, Bilingual Trip Leaders

Vehicle Support

Luggage Transfers

Ride with GPS and Daily Route Notes

Welcome Reception

Facilitated Cultural Experiences

Your Choice of VBT Branded Gear for Your Adventure


Sun, Oct 24 to Fri, Oct 29 - 2021

Show Itinerary:

Your tour begins at the Jekyll Island Club Resort on Jekyll Island, Georgia. 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. Shuttle reservations are neither required nor available. Connect with the shuttle on the ground floor in the “Meet and Greet” area located across from baggage claim carousel #1. The driver will be holding a VBT sign.

If your flight arrives too late for you to make the 12:30 p.m. shuttle departure, you will need to arrange your own transportation to the inn at your own expense. Taxis and shared-ride services are conveniently located on the lower level outside of baggage claim. The following companies offer transportation: Gator City Taxi, (904) 999-9999, and Go Airport Shuttle & Sedan of Jacksonville, (904) 353-8880. Travel time from Jacksonville International Airport is approximately 60 minutes. Taxi fare is approximately $110.

For guests driving to the tour, we recommend you park at the Jacksonville International Airport. Parking rates start at $5 per day.

You meet your VBT trip leaders at 2:00 p.m. at Jekyll Island Club Resort (371 S Riverview Dr, Jekyll Island, GA 31527, tel. (888) 445-3179) on Jekyll Island, one of Georgia’s famed Golden Isles. Please be dressed in cycling clothes for a bike fitting and a brief cycling-skills clinic.

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.

Accommodation: Jekyll Island Club Resort, Jekyll Island
Included Meals: Dinner

Today’s Ride Choice:
Jekyll Island Warm-up: 3 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.

After breakfast, you head out on a loop ride the 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. You may also follow the Wanderer Memory Trail, an interactive pathway and UNESCO-supported project that chronicles the journey of a young African boy brought here on the nation’s last known slave ship, The Wanderer. 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. A complimentary shuttle can get you to a restaurant recommended by your trip leader.

Accommodation: Jekyll Island Club Resort, Jekyll Island
Included Meals: Breakfast, Lunch

Today’s Ride Choices:
Cumulative Distance Range: 18 miles

Jekyll Island Loop: 18 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, the National Historic Landmark District and the Wanderer Memorial Trail. The day’s ride is on flat roads and bike paths.

After a hearty breakfast, transfer about one hour to Amelia Island to start your ride. You pedal the causeway over Nassau Sound and traverse the islands of Big Talbot, Long, and Little Talbot. Later, arrive at the Timucuan Ecological and Historical Preserve, 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, cycle south and onto Fort George Island. You pass the Ribault Club, once a 1920s-era golf club and now a historic building on the National Historic Register. Then continue to the end of the island and Kingsley Plantation. Its interpretive exhibits provide a fascinating chronicle of plantation life. This circa-1780 estate, established by Zephaniah Kingsley, Jr., once produced indigo and Sea Island cotton. Kingsley took a teenage African princess, Anna, as his wife. Anna Kingsley later held a central role in creating a free black community.

You shuttle from Kingsley Plantation 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.

Accommodation: Hilton St. Augustine Historic Bayfront, St. Augustine, FL
Included Meals: Breakfast, Lunch

Today’s Ride Choices:
Cumulative Distance Range: 28 – 34 miles


Fort George Island with Kayaking: 28 miles

Fort George Island without Kayaking: 34 miles

What to Expect: Cycle from Amelia Island via the causeway across the Nassau Sound. Your route traverses Big Talbot Island, Long Island, and Little Talbot Island, passing through four state parks. Pause on the banks of Simpson Creek for a guided kayak excursion, paddling with the creek’s tide and in the surrounding basin. (Additional cycling is available for those who don’t wish to kayak.) After a picnic lunch, rejoin A1A south for a short stretch before turning onto Fort George Island, pedaling its length along quiet roads. You have time to visit both the Ribault Club and Kingsley Plantation.

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 the 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 food truck.

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 the largest collection of Tiffany stained-glass windows and is listed on the National Register of Historic Places.

In the early 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!

Accommodation: Hilton St. Augustine Historic Bayfront, St. Augustine, FL
Included Meals: Breakfast, Lunch

Today’s Ride Choices:

Cumulative Distance Range: 10 – 24 miles

St. Augustine Lighthouse and Lincolnville: 14 miles

Vilano Beach: 10 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 food truck. 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.

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.

Accommodation: Hilton St. Augustine Historic Bayfront, St. Augustine, FL
Included Meals: Breakfast, Lunch, Dinner

Today’s Ride Choice:

Florida Farmlands: 26 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.

After breakfast you may visit the Woolworth’s lunch counter, a Civil Rights landmark. The browse the remarkable relics of the Lightner 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 a fine collection of decorative and fine arts.

Checkout time is 11:00 a.m. VBT has made arrangements for a shuttle from the hotel back to the Jacksonville International Airport (JAX). The shuttle departs 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 at a different time to the airport in Jacksonville, taxis are available, and the fare is approximately $125.

Included Meals: Breakfast

Today’s Ride Choice:
Non-biking Day: Explore the Lightner Museum with included admission

Florida: Amelia Island & the Historic Coast 1

Download PDF Itinerary:

Tour Only (PDF)



Guest Reviews 11 out of 14 (79%) of reviewers recommend this tour

4.9 out of 5 stars.

Dates & Prices

Tour Only

6 Days. Includes bike vacation only.

Single Supplement: From $595

Currently Full

Sun, Oct 24 - Fri, Oct 29, 2021


Join Waitlist
Currently Full

Sun, Oct 31 - Fri, Nov 5, 2021


Join Waitlist
Limited Spaces Left

Sun, Nov 14 - Fri, Nov 19, 2021


Reserve Online

Sun, Nov 28 - Fri, Dec 3, 2021


Reserve Online

Sun, Dec 5 - Fri, Dec 10, 2021


Reserve Online

For more information, call: 800-245-3868

Other Tours You'll Love

View Related Tours

Stories From North America

View All Stories

Why Québec's Eastern Townships are the Perfect Fall Destination

June 6, 2018

Québec is best known to the world for its busy, bustling cities - particularly Québec City and the ultra-cosmopolitan Montreal. But metropolises like these can sometimes overwhelm visitors and make...

Continue Reading

What to Buy at the World's Best Holiday Markets

December 16, 2019

The holiday season is a time of joy for people and families the world over. During the winter months, many VBT destinations play host to festive winter and holiday markets...

Continue Reading

Visiting the Volcanic Caldera at Yellowstone National Park

September 13, 2018

Looking for VBT Walking Vacations? All VBT Walking Vacations have moved to our sister company, Country Walkers. The same tours you know and love, plus exciting new itineraries, are available...

Continue Reading

Request a

Free Catalog

Find Your next vacation with Over 200 Pages of tour information

Get Yours Today

Talk to a VBT

Tour Consultant

(800) 245-3868

Mon – Fri 8:30 a.m. – 6:30 p.m. ET

Talk to an Expert

Book Online

Reserve Instantly

Find your perfect tour and reserve a spot with our easy online booking.

Find A Tour

0 of 4
Tours Selected