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Bike Tour the Finest of Cape Cod, Nantucket, and Martha’s Vineyard
Discover the unique history of the islands of Massachusetts. Take in the meticulously preserved Cape Cod villages and quintessential fishing ports. Travel to Nantucket, once the whaling capital of the world, where the village architecture, cobble-stoned streets, and gas lamps look almost as they did 200 years ago. Ferry to Martha’s Vineyard and discover more historic architecture: the gingerbread cottages in Oak Bluffs and the painstakingly preserved mansions of Edgartown.
This tour features the natural beauty that makes Cape Cod and the Islands priceless gems. The 40-mile Cape Cod National Seashore is graced by sweeping ocean vistas, pristine beaches, rolling dunes, stately lighthouses, wild cranberry bogs, and Monomoy National Wildlife Refuge. A tour of the Cape would not be complete without visiting Nantucket and Martha’s Vineyard, where you will experience both islands’ most widely photographed and painted scenes; you will immediately be captivated by their beauty and understand their appeal.
These quintessential Cape and island towns offer eclectic shops, excellent restaurants, fine art galleries, and a low-key beach vibe. Each luxury inn is appointed with the finest finishes and amenities. Enjoy superb meals that feature fresh seafood and farm-to-table ingredients. At the end of the day, your accommodations will be centrally located in the heart of the charming village.
June 12-17, Aug. 28-Sept. 2, Sept. 18-23
Double (pp), Single (pp)
Explore the best of Cape Cod and the Islands by bike and boat on one inspired itinerary
Ferry from Boston to Provincetown watching for whales along the way
Stay in fine lodging in the heart of Provincetown, Chatham, and Edgartown
Enjoy superb meals that feature fresh seafood and farm to table ingredients
Cycle the mesmerizing trails through the Province Lands
Visit the Cape Cod National Seashore
Bike the Cape Cod Rail Trail
Visit Monomoy National Wildlife Refuge and walk a gorgeous oceanside trail
Ferry to Nantucket and Martha’s Vineyard
Discover the remarkable beauty of Nantucket
Experience the allure of Martha’s Vineyard
Explore the old whaling town of Edgartown
Visit Aquinnah and the Gay Head Light
See the gingerbread cottages in Oak Bluffs
Finish in Woods Hole; the home of the Woods Hole Oceanographic Institution
Enjoy exceptional service throughout your Cape and Islands tour
Trip Length: 6 days, 5 nights
Start/Finish: Provincetown, MA/Woods Hole, MA
Cycling Level: Easy / Moderate
Daily Mileage: 9-30 with extended option
Terrain: Bike paths and roads. Flat with hills in some areas.
2022 Prices: $3,595.00 based on double occupancy
Single Supplement: $500
You may bring your bike or use one of ours. GFA bikes are high quality, lightweight, available with drop or straight handlebars, and equipped with a computer, mirror, water bottle, handlebar bag, map case, and seat pack with essentials.
• Two nights lodging
• Two dinners
• Two breakfasts
• Welcome refreshments
• Three days of guided cycling
• Bicycle and helmet rental
• Two dedicated guides
• Van support
• Luggage Transport
• Private, guided walking tour of Edgartown
• Daily snacks and cold drinks
• Cycling maps and cue sheets
• Chappaquiddick and bike ferry tickets
• Tax and gratuities for meals and side excursions
• Water bottle
• Lightweight, reflective mesh vest
• Dedicated, friendly service throughout your carefree tour
Cape and Islands
Start at the tip of Cape Cod in fascinating Province Town. Bike spectacular trails in the 4,000 acres Province Lands. Pedal through maritime forests and emerge onto an open, vast dune system with far-reaching views of the ocean. These parabolic dunes, some reaching 100′ in height, are unique to the Cape in this part of the world. Stop at the visitor’s center offering stunning 360° views of this extraordinary landscape. See Race Point Beach and Light and pedal alongside Herring Cove Beach on returning to Provincetown.
Biking Mileage: 11
Bike along the coast through classic Cape towns, including the seaside artist community in Wellfleet. Explore another part of the Cape Cod National Seashore while pedaling past Nauset Light, Nauset Beach, and Coast Guard Beach. Visit the Salt Pond Visitor Center to learn about the seashore’s unique ecosystems and enjoy panoramic views of marsh, ocean, bogs, pond, and woodlands. Finish in Chatham, among the most picturesque towns on the Cape.
Biking Mileage: 31, 40 or 53
Cycle a short loop viewing the Chatham Fish Pier, Chatham Lighthouse, the US Coast Guard Station, and beautiful Chatham Light Beach. Walk an oceanside trail in the Monomoy National Wildlife Refuge to see sensational views and beaches where gray and harbor seals haul out. Watch for seals frolicking in the shallow waters. Pedal past quaint shingled cottages and magnificent seaside estates. Relax at the beach or inn pool, explore the many unique boutiques and art galleries, take a seal-watching cruise or explore more of the area by bike. The afternoon in Chatham is free to enjoy as you wish.
Biking Mileage: 11 with extended options
DAYS 4 AND 5
Travel to Nantucket, once the whaling capital of the world. Discover the beautifully preserved village architecture that looks almost as it did 200 years ago and explore cobble-stoned streets lined with gas lamps. Pedal bike paths to pristine beaches and stately lighthouses while enjoying breathtaking views along the way. Next, ferry to Martha’s Vineyard and discover quintessential fishing villages, island farms, and miles of beaches. See the gingerbread cottages in Oak Bluffs, the sites in Vineyard Haven, and the meticulously preserved mansions of Edgartown, a lovely colonial-era town. Visit the red cliffs in Aquinnah and the Gay Head Light, perched on a stunning setting above aqua waters and multicolored cliffs.
Biking Mileage: 29, 33, 38, 40 or 50
This morning, take one last ride on Martha’s Vineyard, pedaling flat bike paths to the island’s most famous beach. Bike a quiet road to view fields of wildflowers embraced by soft dunes and framed by the sparkling Atlantic. Pedal back to the inn, then depart for the mainland, where you may wish to spend a bit of time exploring Woods Hole, a charming fishing village that is home to numerous shops, cafes, and the Woods Hole Oceanographic Institution. Return to your car or your transportation to Boston. By the tour’s end, you will have experienced much of the finest of Cape Cod and the Islands – and this extraordinary place will undoubtedly have captivated your heart.
Biking Mileage: 9 with extended option
CARPE DIEM GUESTHOUSE & SPA, PROVINCETOWN, MA
The perfect blend of New England style, old world charm, zen gardens and European spa. A beautiful refuge right in the middle of Provincetown, amidst bustling shops and easy access to the waterfront. The guesthouse’s zen garden offers a tranquil place for reflection, a good book, or a glass of wine. Enjoy a freshly prepared breakfast entree and a generous homestyle brunch buffet. You can also immerse yourself in the bliss of a turkish steam room, sauna and spa treatments. A perfect launching pad as the point of origin for a multi-day tour.
SURFSIDE HOTEL & SUITES, PROVINCETOWN, MA
Enjoy a relaxed, fun beach vibe at this waterfront hotel. Unwind in a recently redecorated waterfront room offering sensational views of Provincetown Harbor. Amenities include a private beach, a bar, lounge, a salt-water pool with poolside bar service, and a giant outdoor fire pit with comfortable seating.
CHATHAM WAYSIDE INN, CHATHAM, MA
This beautiful New England inn, is ideally situated to walk to shops, restaurants, and the beach. The inn offers impeccable service, and amenities include a pool, exercise room, tavern, afternoon hors d’oeuvres, and beautiful rooms. Delicious breakfasts are served in a sunny dining room overlooking the lawn, pool, and gardens.
SUMMER CAMP, OAK BLUFFS, MA
Summer Camp is a fresh and fun renovation of the Historic Wesley Hotel operated by our local favorite hotelier Lark Hotels in Amesbury, MA. The fully renovated Oak Bluffs hotel overlooks the sparkling blue harbor in the center of town. A grande dame of the island, Summercamp is the largest ocean-front hotel on Martha’s Vineyard. The distinctive hotel has been in continuous operation as a destination for travelers since 1879.