ExperiencePlus! - Bicycle Tours since 1972

Cycling the Best of Cape Cod (TourzPlus!)

  • Itinerary Summary

    Our new bicycle tour of Cape Cod brings you the best of New England's beloved seacoast vacation destinations. Tour quiet lanes and back roads of seaside villages and ride the Cape Cod Rail Trail. Gray shingled cottages framed by white picket fences and pink roses line your routes. The lodging features the absolute best of Cape Cod and includes the stunning and historic Chatham Bars Inn, and the beautifully situated Land's End Inn - both overlook the ocean. The trip begins and ends in Boston, one of our nation's most historic cities.
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    1. Day 1: Boston

      Highlights: Faneuil Hall, Quincy Market, New England Aquarium

      Make your way to the city of Boston and the Marriott Long Wharf. This perfectly situated property overlooks Boston Harbor and is within easy walking distance of the city's most popular attractions. If you are flying in to Boston you can take a water taxi directly from Logan Airport to the Marriott. The hotel is just steps from Faneuil Hall and bustling Quincy Market, as well as the award-winning New England Aquarium. Walk or hop on the "T" to visit Boston Public Gardens, historic Beacon Hill, or Newbury Street's upscale shops. You might even join a "Duck Tour" of the city - by land and by river - on one of the historic WW II style amphibious landing craft. The culturally rich North End, the Italian section of the city, is home to a variety of restaurants featuring authentic Italian cuisine and is just a few blocks from the hotel. Also nearby is storied Union Oyster House, the oldest restaurant in the US. The newly completed Rose Fitzgerald Kennedy Greenway - a mile long oasis of parks and gardens stretching north from Chinatown almost all the way to Boston Garden - is just outside the Marriott. If you plan a two-day stay, you might want to walk the city's Freedom Trail, connecting the historic sites that paved the way to our nation's independence. In addition to the many sites and attractions, there are a multitude of restaurants within easy walking distance of the hotel. No cycling today.

      Lodging: Marriott Long Wharf

    2. Day 2: Yarmouth to Chatham

      Highlights: Cape Cod Rail Trail, Chatham Bars Inn

      At 9:00 am your private coach will meet you at the Marriott Long Wharf for the 75-minute transfer to the start of your first ride where you will meet your tour leaders for a bike fitting and route review. The ride winds along quiet streets lined with the Cape's classic gray shingled homes, past ocean views and expansive beaches. Enjoy a lavish picnic lunch along the route before continuing on to connect with the Chatham section of the Cape Cod Rail Trail. Continue along this paved bike path all the way to Chatham and your lodging for the next two evenings at New England's finest oceanfront resort, the acclaimed Chatham Bars Inn. This elegant property seamlessly blends 100 years of history with the finest of contemporary amenities. Chatham Bars Inn is a distinguished member of The Leading Hotels of the World and the Conde Naste Gold List. The Inn, overlooking Chatham Harbor, features its own dining room, tavern, private beach, swimming pools, and luxurious spa. It is just steps from the venerable Chatham Fish Pier where you can watch the daily catch be unloaded and packed to be delivered to restaurants in Boston. Dinner this evening will be in the private dining room overlooking the harbor. Cycling Option: 20 miles.

      Lodging: Chatham Bars Inn

    3. Day 3: Monomoy Island

      Highlights: Monomoy Island Cruise, Cape Cod Baseball League

      Begin your morning with a sumptuous breakfast overlooking the harbor. Enjoy a short ride through Chatham before your private naturalist guided cruise through the waters around Monomoy Island, one of the top birding locations on the east coast. During the cruise you will also see some of the seals which frequent the waters around Chatham and Monomoy. Seals are so abundant in this region that under the right conditions, upwards of 1500-2000 gray and harbor seals can be seen on Monomoy. The afternoon is free to visit Chatham Lighthouse, relax at the inn's private beach, walk the dunes, indulge in a spa treatment, or browse shops and galleries in town. Those who are interested can join one of your leaders for an optional ride past interior ponds and pine forest. This evening, take in a Cape Cod Baseball League game or stroll into town for dinner at the legendary Impudent Oyster. The Cape Cod League is one of the top feeder leagues for Major League Baseball having sent over 200 players to the majors. Those who simply prefer to relax at the Inn can dine in the dining room or the Inn's Sacred Cod Tavern. Cycling Options: 8 and 19 miles.

      Lodging: Chatham Bars Inn

    4. Day 4: The Cape Cod Rail Trail to Provincetown

      Highlights: Cape Cod Rail Trail, Provincetown, cranberry bogs, pine forest

      Following another delicious breakfast you will make your way by bicycle or by van to the Cape Cod Rail Trail. Follow this delightful paved path for 17 miles through pine forest, past cranberry bogs, and the Cape's unique kettle ponds. This former railroad line follows gentle contours as it carries you to the Outer Cape. Emerge from the rail trail in Welfleet where we recommend a stop for lunch at PB Boulangerie Bistro - truly a touch of a quiet French village in the midst Cape Cod. Their freshly baked breads, delicious pastries, and hearty sandwiches may finish you off for the day. At the Boulangerie you can make the decision to hop the van for the rest of the trip into Provincetown or continue cycling. The ride continues on quiet roads and through the charming town of Welfleet before following the bay to artsy Provincetown. Once in Provincetown, you will ride through the heart of downtown's shops, galleries and restaurants to the quiet West End. The West End is just a short walk from the heart of the commercial district yet feels worlds removed from the lively downtown area. The town's most well-tended historic homes line the street overlooking the bay. Land's End Inn sits atop one of the highest points in Provincetown and its elegant rooms are surpassed only by the amazing views from almost every point on the property. This evening the group will dine together at a restaurant in town. Cycling Option: 17, 39, 49 miles.

      Lodging: Land's End Inn

    5. Day 5: Provincetown

      Highlights: Whale-Watching, Provincetown, Herring Cove Beach

      Following breakfast this morning, you will head for the town pier for a once in a lifetime whale watch trip offshore. Provincetown is the closest port to Stellwagen Bank - one of the world's richest marine habitats and a favored feeding ground for large numbers of whales. Provincetown's location ? nearly 40 miles out to sea ? means that whales are often sighted as soon as the boat leaves the port. This translates into greatly reduced travel times to viewing points. The trip is guided by an experienced naturalist and is virtually guaranteed to provide whale sightings. Dolphins and sea birds are also frequently sighted during the three-hour trip. Upon return to port, visit one of the many restaurants in town for lunch or grab a sandwich and head for the beach. The afternoon is free to explore the sites in town or relax at gorgeous Herring Cove Beach. There are many interesting shops and a large number of galleries in Provincetown. Those interested in cycling can join their leaders for a ride to the lighthouse in Truro. This evening, stroll the streets admiring the classic architecture or snapping photos in the late day light before joining the group for dinner in town. Cycling Option: 18 miles.

      Lodging: Land's End Inn

    6. Day 6: Back to Boston

      Highlights: Cape Cod National Seashore's Province Lands Visitor Center

      Following breakfast this morning, wind your way out of town along the outermost tip of Cape Cod. Your ride will take you to the Cape Cod National Seashore's Province Lands Visitor Center where you can learn more about native inhabitants and the constantly changing landscape of the dunes of the Outer Cape. The observation deck at the visitor center provides sweeping views over the dunes and the sea. You can visit the Old Harbor Life Saving Station Museum and walk the beach to Race Point Lighthouse. You might also visit the Pilgrim Monument and Provincetown Museum. The Pilgrims stopped here for five weeks in 1620 before continuing on to Plymouth when they first landed in the New World. The monument - the tallest granite structure in the US - features sweeping views across the bay to Boston, and over the Outer Cape. Relax at Herring Cove Beach or finish exploring downtown before a farewell picnic lunch on the lawn of the inn, overlooking the harbor. Following lunch, your leaders will transport your luggage to MacMillan Wharf in time for you to catch the ferry to Long Wharf in Boston. It is a 90-minute trip across the bay to Boston where, upon arrival at Long Wharf, those enjoying a post-tour stay at the Marriott Long Wharf - have arrived at their lodging for the weekend! Those departing Boston this evening can take a water taxi (a ten-minute trip) from Long Wharf directly to the airport. Cycling Options: 10 to 20 miles.

    • Highlights

      Boston, Cape Cod Baseball League game, Whale Watching Cruise, Cranberry bogs, Chatham, Cape Cod Rail Trail, Provincetown, Herring Cove Beach
    • Includes

      Use of a 27-30 speed bicycle; 6 days, 5 nights' accommodation; 4 breakfasts, 2 picnic lunches, 3 dinners; van support; group shuttle from Boston on Day 1 and return Day 6; snacks
    • Countries

    • Begin/End

      Boston, MA
    • Arrive/Depart

      Boston, MA (BOS)
    • Total Distance

      73 - 126 miles
    • Daily Distance

      Average daily mileage 15 to 25
    • Rating

      101 The terrain is level to gently rolling terrain with significant portions on the Cape Cod Rail Trail.
    • Terms

      Terms & Conditions
  • Dates Price Single Supplement Notes

    * We are happy to match solo travelers who would like to share a room with someone of the same gender. If no match exists, due to hotel pricing, we will charge 50% of the single supplement rate. This fee will be collected at the time of the final payment. If a roommate assignment is available this fee will be refunded at the conclusion of the tour.

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