Cape Cod Family Multi-Adventure Tour

This trip is for:

Families with Kids & Teens

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

Best for ages 8+ (Ages 4+ ok) | Min. age to ride own bike: 8+

5 days

4 nights

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 (Black)

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

Deluxe & Casual Hotels

2 nights, Casual Hotel
2 nights, Deluxe Hotel

Learn more about where you will stay.

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Cape Cod Family Multi-Adventure Tour

This trip is for:

Families with Kids & Teens

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

Best for ages 8+ (Ages 4+ ok) | Min. age to ride own bike: 8+

5 days

4 nights

Activity Levels 1-3

Tooltip Desktop

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.

Deluxe & Casual Hotels

2 nights, Casual Hotel
2 nights, Deluxe Hotel

Learn more about where you will stay.

2027: May-Aug

From $4,299 - $4,699/person

Coastal Adventures, Seaside Bike Paths & Provincetown

Ride, paddle and explore Cape Cod together, stopping for tide pools, ice cream and beachside picnics. It’s the classic New England summer escape with the whole family—sun, sand and memories in the making.

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Bike
Hike/Walk
Kayak
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Highlights

  • Ride and hike along the Outer Cape, from the Cape Cod Rail Trail to the dunes of Provincetown
  • Kayak through the winding creeks of the Great Marsh, spotting shorebirds, crabs and other wildlife
  • Explore the shores of Provincetown where the Pilgrims first landed and creativity still thrives
  • Pedal past lighthouses and seaside villages shaped by sea winds and salt air
  • Savor fresh seafood and family favorites at lively local spots, with sunsets to end the day right
Massachussetts Cape Cod Family Multi-Adventure Tour map

Massachusetts

Start Hyannis

End Boston

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Group of two women and one child walking through a forest with tall, green trees

Days 1-2

Description

Touch down in classic Cape Cod and pedal into the heart of the peninsula on the famed Cape Cod Rail Trail • Cruise past salt marshes and pine forests on smooth, car-free paths • Kayak the winding creeks of the Great Marsh, where tidal flats teem with birdlife • Bike across the Cape to its quieter northern shore, where tidal flats stretch to the horizon • Wander the beaches of Harwich and explore tide pools rich with sea life • Return to the coast to unwind, perhaps with a dip in the Atlantic or a barefoot beach stroll.

Accommodations
Pelham House Resort

(2 nights, Deluxe Hotel)

Nights 1-2

Pelham House Resort
Dennis Port
*Deluxe Hotel

A chic oceanfront retreat with sweeping views of Nantucket Sound, rooftop dining and wonderful beach access. (pool)

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

Sky view of a lake in the middle of a valley

Days 3-5

Description

Ride through the Cape Cod National Seashore along the arc of the Outer Cape toward Provincetown, with coastal views of salt marshes, dunes and harbors • Arrive in Provincetown, vibrant with its galleries and boutique shops • Pedal along Cape Cod’s eastern fringe • Ride past glacial ponds and pine groves on meandering lanes carved by time • Kids join up with their Adventure Leader for an afternoon of adventure in Provincetown • Adults stop at a local vineyard and sip maritime varietals • Glimpse Truro’s Highland Light, the oldest and tallest lighthouse on Cape Cod • Break for a refreshing dip in the Atlantic • Ride a coastal loop through sand dunes and pines • Hike across Provincetown’s dramatic sand dunes to a secluded beach, passing historic dune shacks along the way.

Accommodations
AWOL Provincetown

(2 nights, Casual Hotel)

Nights 3-4

AWOL Provincetown
Provincetown
Casual Hotel

A relaxed coastal retreat with easy access to the beach and Provincetown’s vibrant heart and a great place to unwind after a day of adventure. (pool)

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

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $4,299/person

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Dates & Prices

Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD. 

Unplugged

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

Learn more

From $4,299/person

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