Martha's Vineyard & Nantucket Bike Tour

Historic Harbors, Bike Paths & New England Charm

Rounding a corner on a beach road, maybe in ’Sconset or Aquinnah, experience the quiet of the open Atlantic pulsing on the shore. With seabirds above and ocean breeze all around, enjoy the best of New England.

5 days, 4 nights
Luxury Hotels
4 nights, Luxury Hotels

Learn more about where you'll stay.

Activity Levels 1-3
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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Couples, Friends & Solos

This trip is for:

  • Couples, Friends & Solos – Adults 18+

From $4,399 - $5,199/person

Snapshots from the Trip

Trip at a Glance

Highlights

  • Cycle Nantucket island’s scenic bike paths followed by a journey through maritime history at the Nantucket Shipwreck & Lifesaving Museum
  • Explore Edgartown’s colonial roots, art galleries and spectacular architecture
  • Circle Martha’s Vineyard on two wheels, spinning past scenic beaches, historic homes and rural farmland
  • Pedal over rolling hills to the red-clay cliffs of Aquinnah, with a 200-year-old lighthouse and panoramic views over the Elizabeth Islands
  • Relax at stylish New England hotels, steps from the waterfront, and perhaps indulge in a soothing spa treatment

Sample itinerary. Trip details may vary by departure.

Start Nantucket Town Airport & Travel Details

Description
  • Downshift into island life on Nantucket
  • A gentle ride to Cisco Beach leads past 18th- and 19th-century sea captains’ homes and lighthouses
  • Explore the island by bike with charming cottages, cranberry bogs, harbors and dunes enlivening your route
  • Refresh yourself at a favorite local brewery
  • Take a fascinating look at the island’s maritime history at the Nantucket Shipwreck & Lifesaving Museum, which exhibits original boats, relics of the island’s legendary shipwrecks and photographs of thrilling sea rescues
  • Spin past pitch pines, osprey nests, hydrangeas and island grasses to Madaket Beach, the landing site of the first European settlers
  • Up for a stroll along the Atlantic? Siasconset and Surfside Beaches beckon with pristine stretches of sand.
Accommodations
White Elephant

(Luxury Hotel, 2 nights)

Nights 1-2

White Elephant
Nantucket Town

Luxury Hotel

A “stylishly refurbished in-town hotel on a quiet waterfront, a brief walk from the historic district,” noted Andrew Harper. (spa)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Description
  • Soak up the rich history of Nantucket Town on a walking tour
  • A ferry transports us to Martha’s Vineyard
  • Explore the unique town of Oak Bluffs, home to colorful gingerbread cottages
  • Pedal past stately homes on East Chop peninsula and take in ocean views from Martha’s Vineyard
  • Arrive in Edgartown, known for amazing Greek Revival, Federal and Victorian architecture
  • Cycle inland through forests and open meadows
  • Fond of art? Galleries tempt you off your bike with watercolors, photography and sculptures by local and world-renowned artists
  • Take in the exhilarating sea air and more spectacular ocean views on your ride to the quieter, rural west side of the island
  • Pass through Katama Plains on the south side of Martha’s Vineyard before a farewell lunch.
Accommodations
Hob Knob

(Luxury Hotel, 2 nights)

Nights 3-4

Hob Knob
Edgartown

Luxury Hotel

This 19th-century Gothic Revival home is now a country-style boutique hotel with lovely gardens.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

End Oak Bluffs Airport & Travel Details