Florida Biking:
Cycling the Historic North

Classic Inn to Inn » 6 days » Leisurely

Do you want to ?  ✦  Enjoy seafood fresh from the oceans  ✦  Walk the ramparts of Castillo de San Marco  ✦  Explore the antique shops of historic Micanopy  ✦  Bike free of traffic on Rail Trails  ✦  Enjoy tastings of Florida brewed craft beers

Get off the beaten path cycling from coast to coast through the historic towns and rural countryside of north Florida. Discover towns that date from the 1800s when Florida was but a wild, untamed land of forests and lakes. Explore the streets of 450 year old St Augustine, checking out locally produced craft beers and homemade ice creams. Explore an unexpected world of southern cuisine ranging from traditional catfish and hushpuppies to gourmet platters of ocean fresh grouper, shrimp and more. Cycle several of Florida's paved rail trails, cruising across the state removed from the hustle and bustle of traffic. Discover that there is more to Florida than Disney and Miami.

tours with an insider's perspective

your daily adventures

Meet in Gainesville, warm up ride to Steinhatchee Falls.
Your group will meet at Gainesville Regional Airport around lunch time, then shuttle to Steinhatchee, a fishing port on the Gulf Coast of Florida. We'll get the bikes fitted and enjoy a warmup ride to Steinhatchee Falls and Rise, including a ride on one of Florida's renowned limestone roads. Later we welcome everyone with a great seafood dinner at one of Steinhatchee's better restaurants.
Cycling: 18 mi / 29 km, Terrain: flat, Meals: D

Cycle through pine forests and small rural towns, bike the Nature Coast Rail Trail
We will head out for a local breakfast, then cycle through parts of the Steinhatchee Wildlife Management Area along quiet backroads. Reaching Cross City we pick up the Nature Coast Rail Trail, a beautifully paved bike route that keeps us off the highways and roads for most of the rest of our ride today. The ride takes us through farmlands, small towns and forests to Old Town, where it crosses the Suwannee River on an old trestle bridge. Reaching Fanning Springs we turn south for a bit, then back across the Suwannee to our motel for the night, simple lodging with a magnificent riverfront location. Small town charm and southern cooking highlights our dinner choice to tonight.
Cycling: 40 mi / 64 km, Terrain: flat, Meals: B L D

Bike the Nature Coast Trail, through horse farm country, bed down in historic Micanopy.
We will bike to breakfast in Fanning Springs, before continuing along the Nature Coast Trail to the old rail station in Trenton. From Trenton we ride south towards the horse farm region of Florida, considered to be the Horse Capital of the World and renowned for its thoroughbreds. We only pass through a small slice of this massive region enroute to historic Micanopy. This afternoon wander the main street of Micanopy, poking around in antique dealers, art galleries and bric-a-brac shops, before relaxing in our 1850's era Bed & Breakfast. And no trip to Florida is complete without at least one BBQ dinner and the diminutive cafe you enjoy tonight is ranked in the Top 5 in all of barbecue joints in Florida. We will also enjoy a tasting of the excellent craft beers from several breweries in Gainesville.
Cycling: 43 mi / 69 km, Terrain: flat few small hills, Meals: B L D

Visit Majorie Kenning Rawlins home, bike to the St John River, enjoy historical Inn.
The boomers among us may recall a story and film - The Yearling by Majorie Kinnan Rawlings, set in 1870s Florida, today we cycle past her home in Cross Creek, the area that inspired the book. Nowadays, a small fishing town, Cross Creek itself connects two large lakes ( Orange & Lochloosa ), we'll stop for a quick look at her house before cycling through this region dotted with numerous small lakes and ponds. We'll check out a bit of the ill-fated Cross Florida Barge Canal before reaching Palatka, our stop for the night. Palatka sits on the banks of the St John River one of the few rivers in the world that flows south to north. As we are getting closer to the Atlantic coast, seafood is again on the menu.
Cycling: 54 mi / 86 km, Terrain: flat few small hills, Meals: B L D

Ride the Palatka Rail Trail to the Atlantic Ocean, walk the streets of 450 year old St Augustine
After breakfast we pick up another of the Florida Rail Trails, taking us first across the St John's River on Memorial Bridge and then through the pine forests and sandy dunes of coastal Florida towards St Augustine. Unfortunately it is not completed all the way yet, you will will pop out onto the local roads and finish our ride into St Augustine. St Augustine is America's oldest continually inhabited city, founded by Spanish explorers in 1565. Your short 30 miles of flat cycling will give you lots of time to explore this picturesque city. Perhaps explore the historic district, limited to foot traffic only, stroll the ramparts of the 350 year old Castillo de San Marcos or just sit on the balcony of our bed & breakfast in the historic district and people watch. Our final dinner will be a short stroll away, where ocean fresh seafood meets traditional southern cooking, plus maybe a few craft beers from the local microbreweries.
Cycling: 30 mi / 48 km, Terrain: flat, Meals: B L D

Return to Gainesville Airport for your flights home.
Our cycling holiday must come to an end today. We will shuttle back to the Gainesville Airport in our vans, one last chance to enjoy the scenery through which you pedaled for the last few days. See ya'll later.
Meals: B

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details details

6 days / 5 nights
Fun: Bicycling
Sleep: Classic
Level: Leisurely
Avg Rides: ∽42 mi / 67 km
Share The Fun
Tour meets in Gainesville, FL ( GNV ), fly in before 1 pm on Day 1.

Tour ends in Gainesville, FL ( GNV ), fly out after 1 pm on Day 6.

Folks booking a private date can choose to fly via Jacksonville FL ( JAX ), but the shuttle on Day 1 will be about 3 hours versus an hour and a half from Gainesville.
Parking is available at the Gainesville Regional Airport for folks wishing to drive down for the tour.

You Will Get
  • Expert local bilingual guides
  • Handpicked lodges, ensuite rooms, double occupancy
  • Daily breakfast, lunch, snacks*
  • Dinners featuring fine local cuisine*
  • Unlimited drinking water
  • Support van for baggage and lifts
  • Free use of bicycles
  • Airport pick up & drop off
  • Entrance fees
*as noted in itinerary

your booking

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scheduled dates

datepricesgl supdeposit 
10 Oct 21$2895$585$300BOOK
20 Mar 22$2895$585$300BOOK
10 Apr 22$2895$585$300BOOK
18 Sep 22$2895$585$300BOOK
9 Oct 22$2895$585$300BOOK

go with just your friends

Book a private departure for your family and friends. Travel sans souci.

Go Private for only $2895 per person for groups of four or more. Contact us for pricing on smaller parties. Book with confidence as dates can be changed if necessary without penalty or fees.

When To Go ?  Tour is available year round. March through May and September through November offer the best in temperatures for cycling.

where you will sleep

Steinhatchee Landing - SteinhatcheeSuwannee Gables Marina - Old TownHerlong Mansion - MicanopyGrand Gables Inn - PalatkaSt George Inn - St Augustine