East Coast Bike Tour | Great Freedom Adventures
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East Coast Bike Tour

East Coast Bike Tour

per person


East Coast Bike Tour: Islands & Seacoast

Bike Massachusetts’ Martha’s Vineyard and Rhode Island’s Block Island, Conanicut Island and Aquidneck Island
This one-of-a-kind cycle tour features a unique combination of four of New England’s most beautiful islands, from Block Island, an unspoiled paradise, to Martha’s Vineyard, retreat of presidents. In between lie islands and peninsulas of extraordinary beauty and exceptional cycling. This exclusive tour will take you to world famous gems and unknown pearls – quiet regions of uncommon beauty and blissful cycling.

Four Fabulous Islands, One Incredible East Coast Cycling Adventure

Bike Tour Quintessential East Coast Regions
Discover weathered fishing villages, scenic vineyards, heritage coastal farms, cranberry bogs, and hidden bike trails through tall dunes. Along the way explore sandy beaches, regal lighthouses, harbors filled with grand yachts, and cliffs glowing red in the setting sun. Ancient stone walls stretch to the Atlantic on the horizon in a pastoral region known as a “quieter Cape Cod.”

Mansions, Cliff Walk and Whaling Lore
The adventure continues off the bike while exploring Newport’s Gilded Age mansions, the famous Cliff Walk, chic shops and world-class art. Historic villages with narrow lantern-lined streets filled with impeccably preserved homes of whaling captains transport you back in time. You can almost see the whale boats and smell the oil from the try pots there on the beach at the edge of town…

Tour Highlights:

  • Bike four of the most beautiful islands in New England
  • Stay at fine historic New England inns
  • Learn fascinating RI history on a gaslight tour
  • View the iconic Newport Mansions
  • Walk Newport’s world-famous Cliff Walk
  • Taste award-winning wines at a scenic vineyard
  • Experience the natural beauty of nature preserves and wildlife areas on nature walks
  • Stroll bird-filled trails with panoramic views of ocean, beach, dunes and grasslands on important Altantic Flyway stopovers
  • Visit a national wildlife refuge at the height of the Monarch butterfly migration
  • Bike spectacular Ocean Avenue
  • View magnificent yachts from all over the world
  • Visit vibrant towns on Martha’s Vineyard resplendent in their Federal, Greek Revival and Victorian architecture
  • Ferry to the island of Chappaquiddick for tranquil cycling
  • See the red cliffs at Aquinnah, white-sand beaches and classic lighthouses
  • Enjoy gourmet meals fresh-from-the-ocean or farm
  • Visit unique shops and world-class art galleries
  • Enjoy exceptional service and friendly guides throughout your care-free cycle tour

Tour Reviews & Testimonials


    Day 1

    cycling-adventureAfter transfers to Point Judith, RI, board the early afternoon ferry to Block Island. Get acquainted while relaxing on the ferry to an island the Nature Conservancy termed one of the “Last Great Places.” Enjoy refreshments and ocean views at our hilltop inn while your guides fit your bike. Begin biking with an afternoon ride to Southeast Light and dramatic Mohegan Bluffs. Tour the lighthouse and museum and descend to the secluded beach at the base of the bluffs. Return to our island retreat and enjoy tapas and cocktails on the wide veranda. Perhaps try a game of croquet while watching the sun sink toward the Atlantic, then head to dinner together. Biking Mileage: 11

    Day 2

    cycling-tourAfter breakfast, continue biking along ocean-front roads, past moors and crescent beaches, through the Block Island National Wildlife Refuge to North Light. Slow to the pace of island life and walk the gorgeous and tranquil beaches surrounding the lighthouse. Bike to town, visit a shop or two then enjoy lunch on the ferry back to the mainland. Follow the coast to the resort area of Narragansett, a popular mecca for surfers. Bike past fishing piers, wide beaches and extravagant “summer cottages.” Arrive at our second island, Conanicut, a pastoral place charmed by the spirits of the Wampanoags and Narragansetts. The island is home to national historic and state parks with panoramic ocean vistas, the historic Jamestown windmill and Revolutionary War fortifications. Cycle to America's third oldest lighthouse, and enjoy sweeping views of Narragansett Bay. Bike to charming Jamestown then travel across the bay to our third island of Aquidneck, location of Newport and our home for the night. After dinner, enjoy a lantern-light tour of Newport with a local historian as we journey back through 300 years of history to explore the waterfront, historic streets and local lore. Meander back to our own historic inn right in the heart of the Old Quarter. Biking Mileage: 36

    Day 3

    island-bike-tours-3The exploration of Aquidneck Island continues today as we walk a section of the famous Cliff Walk finishing with a tour of the world-renowned Breakers mansion. Next, bike a spectacular route past commanding yacht clubs and gentlemen farms to the incredible vistas on Ocean Avenue. On one side, view opulent Gilded Age estates and catch a glimpse of the summer lives of the rich and famous, then and now. On the other, delight in nature’s breathtaking seascapes. The biking tour continues past salt ponds to a pristine National Wildlife Refuge with panoramic views of ocean, beach, dunes, marsh and wildlife-filled maritime vegetation, where a sharp eye may spot a peregrine falcon among the 200 species of birds. Walk an oceanside trail through fields of wildflowers and Monarch butterflies. Continue biking along the seacoast to a scenic vineyard listed on the National Register of Historic Places. Taste the award-winning estate grown wines, then depart for the boat to our fourth island – Martha’s Vineyard. Once ashore on “The Vineyard”, bike along the coast to elegant Edgartown, our home for the next two nights. Enjoy dinner at one of Edgartown’s fine restaurants then stroll the beguiling, lantern-lit streets of town. Stay at a lovely historic inn in the heart of town. Biking Mileage: 32

    Day 4

    island-bike-toursPedal Vineyard bike paths to Katama and South Beach then travel “up-island” to the dramatic, multi- colored clay cliffs at Aquinnah and the Gay Head Lighthouse, a stunning setting that attracts visitors and photographers from around the world. Visit a picture-perfect fishing village with salt-weathered fishing shacks perched at water's edge, a setting that has inspired countless artists and some movie directors as well. All along the route, find friendly islanders, unique shops with handcrafted treasures, delicious cafes, pristine beaches, serene island farms – and the desire to stay here forever. If you like, hop on the Chappy Ferry to explore a bit of Chappaquiddick Island, home to the Mytoi Japanese Gardens and the infamous Dike Bridge. Off the bike, explore the fine shops and historic streets of Edgartown. This 19th century seaport village is remarkably well preserved and the stately Greek Revival houses built by whaling captains have been meticulously maintained. Many fine colonial homes predate the whaling era and you will thoroughly enjoy walking these historic streets. Tonight, enjoy dinner at the restaurant of your choice with many fine options nearby. Biking Mileage: 33, 45, 49 or 57

    Day 5

    marthas-vineyard-adventureAfter breakfast, head to Oak Bluffs and see the colorful Victorian gingerbread cottages, the most perfectly preserved collection of Carpenter Gothic style architecture in the world. Visit the Flying Horses Carousel, the nation’s oldest, then bike past the East Chop Light en route to the ferry back to the mainland. Enjoy truly superb cycling on quiet roads through hidden corners of Massachusetts and Rhode Island. Cycle within the Heritage Coastal Farm region of fragrant vineyards, horse farms, fertile farmland and gorgeous seacoast. Miles of old stone walls trace verdant fields that seem to disappear into the ocean at the horizon. Pedal through colonial era villages and affluent townships. Visit a quintessential New England town where the entire town commons is listed on the National Register of Historic Places. Enjoy dinner at an exceptional Bristol, RI restaurant. Stay at one of Rhode Island's last great country estates. Biking Mileage: 38 or 48

    Day 6

    newport-cycling-tripSpend the last morning as you wish. Relax at the inn and gardens, visit the animals or explore the land where King Philip once reigned. Stroll the farm and estate grounds, which hold five centuries of fascinating American History. Walk trails past fields of flowers and tranquil ponds to a rustic log cabin at the edge of the bay. For those desiring more cycling, pedal a scenic bike path following the shoreline of Narragansett Bay. After checkout, your guides will transport you back to the parking lot, airport or train station. The Islands and Seacoast Cycle Tour explores a remarkable breadth of southern New England’s natural beauty and fascinating history along hidden coastline and iconic islands. This is an experience not to be missed. Biking Mileage: 16   Please Contact Us for detailed itinerary and arrival and departure information.

    atlantic-innThe Atlantic Inn, Block Island, RI - 1 NightThis fine hilltop inn is the classic island retreat. Enjoy tapas, cocktails, ocean views and sunsets on the wide veranda or lawnside Adirondack chairs. Rooms are individually decorated with antiques and the main floor boasts a tavern and an excellent restaurant. Test yourself on the tennis courts or perhaps in a game of croquet or horseshoes. The inn is a short walk to the activities and shops in the center of town.

    clarkston-innThe Clarkeston Inn, Newport, RI - 1 NightListed on The National Register of Historic Places, the Clarkeston is one of the oldest inns in Newport. Each antique filled room is named and decorated after a famous or infamous person in Newport’s history. The home is nearly 300 years old, though you will enjoy today’s luxuries and amenities. The inn is located in the heart of the historic district, steps to restaurants, shops and the bustling waterfront.

    kelley-house-2Kelley House, Edgartown, MA - 2 NightsThe Kelley House, a Historic Inn of America, is located in the heart of downtown Edgartown's historic waterfront district, steps to shops, galleries and restaurants. The property is graced by charming rooms, a rustic pub, and a refreshing pool with a poolside bar.

    governor-bradford-house-gfaGovernor Bradford House at Mount Hope Farm, Bristol, RI - 1 NightThe Governor Bradford Inn at Mt Hope Farm, listed on the National Register of Historic Places, is one of Rhode Island’s last great country estates. King Philip, Sachem of the Wampanoags, once owned the lands and it is here that he died in 1676. Today, walk trails through lands farmed since the 1680s, past serene ponds, and down to Mt. Hope Bay. Stroll the lovely gardens and visit the resident peacocks, turkeys, pheasants and sheep. Sleep soundly in the 1745 mansion house offering beautiful rooms with fireplaces, fine antiques and comfortable beds. Enjoy a superb country breakfast with local produce and eggs fresh from the farm.

    2019 Dates

    May 19-24 | May 26-31 | August 25-30

    2019 Prices

    $2,995. Per person, based on double occupancy. Single Supplement: $940

    Trip Length

    6 days, 5 nights


    Guests can be picked up at the airport, train station or a vehicle lot and will be returned at finish.

    Cycling Level


    Daily mileage

    8-38 with longer options if desired


    Generally flat with occasional easy to moderate hills. Block Island and Martha's Vineyard have sections of rolling hills. Mostly roads with some bike paths too.

    Bikes: You may bring your own bike or use one of ours. GFA bikes are high quality, lightweight, available with either drop or straight handlebars and are equipped with computer, mirror, waterbottle, handlebar bag, map case and seat pack with essentials. What's Included:
    • 6 days of bicycling
    • Bicycle and helmet rental
    • 5 nights lodging
    • 5 breakfasts
    • 4 dinners
    • 2 lunches
    • Welcome refreshments
    • All applicable ferry tickets – Block Island, Martha’s Vineyard, Jamestown, Chappaquiddick and MV Bike Ferries
    • Historic lighthouse and museum tours
    • Newport lantern-light tour
    • Vineyard wine tasting
    • Admission to The Breakers in Newport
    • Guided hiking on nature trails and Cliff Walk
    • Daily cold drinks and snacks
    • Maps and cue sheets for each day’s ride
    • 2 knowledgeable guides
    • Luggage transport
    • Van support and shuttle services
    • Tax and gratuities for meals and side excursions
    • Pick up and drop off from the airport, train station or local vehicle lot
    • Featherweight, high visibility, reflective mesh vest
    • Waterbottle
    Frequent Adventurers, GFA alumni, may deduct 5% from the tour price. Please contact us for youth and group rates. Custom dates and duration are available for groups of six or more. Please Contact Us for detailed itinerary and arrival and departure information.

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