Massachusetts Tours
Wind in your ears. Chowder in reach. From dune grass to dock line, do it the Backroads way.
4 Trips
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$4,599/person
(+$1,350 for optional single occ.)
Available
May 25, 2026
Monday
May 29, 2026
Friday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Easygoing E-bike Tour
5 days
Levels 1-2
Premiere Hotels
$4,699/person
(+$1,500 for optional single occ.)
Available
May 31, 2026
Sunday
Jun 4, 2026
Thursday
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Biking
Families with Kids & Teens
Cape Cod Family Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$4,049/person
(+$1,400 for optional single occ.)
Available
Aug 9, 2026
Sunday
Aug 13, 2026
Thursday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$5,249/person
(+$2,300 for optional single occ.)
Available
Aug 16, 2026
Sunday
Aug 20, 2026
Thursday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Easygoing E-bike Tour
5 days
Levels 1-2
Premiere Hotels
$5,349/person
(+$2,300 for optional single occ.)
Available
Aug 23, 2026
Sunday
Aug 27, 2026
Thursday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$5,199/person
(+$2,300 for optional single occ.)
Available
Aug 30, 2026
Sunday
Sep 3, 2026
Thursday
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Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,999/person
(+$1,150 for optional single occ.)
Available
Aug 30, 2026
Sunday
Sep 3, 2026
Thursday
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Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,749/person
(+$950 for optional single occ.)
Available
Sep 7, 2026
Monday
Sep 11, 2026
Friday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Easygoing E-bike Tour
5 days
Levels 1-2
Premiere Hotels
$5,149/person
(+$2,200 for optional single occ.)
Available
Sep 7, 2026
Monday
Sep 11, 2026
Friday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$5,049/person
(+$1,950 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 17, 2026
Thursday
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Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$4,049/person
(+$950 for optional single occ.)
Available
Sep 13, 2026
Sunday
Sep 17, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$4,649/person
(+$1,500 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 24, 2026
Thursday
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Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,749/person
(+$900 for optional single occ.)
Available
Sep 20, 2026
Sunday
Sep 24, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
5 days
Levels 1-3
Premiere Hotels
$4,499/person
(+$1,500 for optional single occ.)
Available
Sep 27, 2026
Sunday
Oct 1, 2026
Thursday
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Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,699/person
(+$750 for optional single occ.)
Available
Sep 27, 2026
Sunday
Oct 1, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,849/person
(+$750 for optional single occ.)
Request to Book
Oct 4, 2026
Sunday
Oct 8, 2026
Thursday
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Biking
Couples, Friends & Solos
Martha's Vineyard & Nantucket Easygoing E-bike Tour
5 days
Levels 1-2
Premiere Hotels
$4,649/person
(+$1,500 for optional single occ.)
Available
Oct 4, 2026
Sunday
Oct 8, 2026
Thursday
Log in to save!
Biking
Couples, Friends & Solos
Cape Cod Bike Tour
5 days
Levels 1-3
Deluxe & Casual Hotels
$3,549/person
(+$750 for optional single occ.)
Available
Oct 12, 2026
Monday
Oct 16, 2026
Friday
Massachusetts Tours
Simple pleasures, small-town hospitality and the relaxed pace of island life await off the coast of Cape Cod, Massachusetts. Join Backroads for carefree biking Nantucket and Martha’s Vineyard. Ride past scenic beaches, historic homes, woodland and cranberry bogs. Explore Chappaquiddick Island’s famed Cape Poge Lighthouse. Fill your next vacation with New England charm, fresh seafood and the luxuries of welcoming inns.
