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Best 242

things to do in South Dennis, MA

Showing 25-48 of 242 results
Electric Beach Cruiser Bike Rental in Edgartown

Electric Beach Cruiser Bike Rental in Edgartown

Cruise the island on a pedal-assist Townie e-bike with 3 speed settings

4.8 • 98 reviews
$1,257/ bike
1-Hour Cape Cod Canal Bike Rental

1-Hour Cape Cod Canal Bike Rental

Pedal the Cape Cod Canal waterfront toward Scusset Beach

$15/ bike
20' Center Console Fishing Boat Rental in Wareham
Up to 6

20' Center Console Fishing Boat Rental in Wareham

Take the helm with fishing-ready features and quiet Suzuki power

$365/ boat
Explore Cape Cod Canal With a 8-Hour Bike Rental

Explore Cape Cod Canal With a 8-Hour Bike Rental

Ride the Cape Cod Canal with an 8-hour bike rental

5.0 • 208 reviews
$41/ bike
3-Hour Kayak & Paddleboard Rental in Oak Bluffs

3-Hour Kayak & Paddleboard Rental in Oak Bluffs

Paddle from State Beach with a quick lesson and gear included

4.9 • 162 reviews
$73/ kayak
Private Sunset Cruise in Harwich

Private Sunset Cruise in Harwich

Share a private motorboat cruise as evening settles over the harbor

4.8 • 134 reviews
$750& up
Tandem Kayak Rental

Tandem Kayak Rental

Rent a 2-person kayak for 24 hours to 1 month

4.8 • 70 reviews
$89/ kayak
Sunset Dune Tour in Provincetown

Sunset Dune Tour in Provincetown

Take in Provincetown's dunes and sunset from a private open-air Bronco

$382
Private Whale Watching Charter in Provincetown

Private Whale Watching Charter in Provincetown

Explore Stellwagen Bank’s whale feeding and nursing grounds by private boat

4.7 • 26 reviews
$742
Take a 4-Hour Private Menemsha Seafood Picnic Tour

Take a 4-Hour Private Menemsha Seafood Picnic Tour

Private 4-hour island tour with a Menemsha seafood picnic

4.5 • 8 reviews
$647
Full-Day Cape Cod Striper Fishing Charter

Full-Day Cape Cod Striper Fishing Charter

Fish Cape Cod waters on an 8-hour private striper charter for up to 6

5.0 • 67 reviews
$1,347
55-Minute Lower Cape Sightseeing Flight

55-Minute Lower Cape Sightseeing Flight

See Monomoy Island and Provincetown from the air

4.9 • 62 reviews
$387& up
Ride a 7-Speed Townie Beach Cruiser Bike Rental

Ride a 7-Speed Townie Beach Cruiser Bike Rental

Cruise to town or the beach on a comfy 7-speed Townie

4.8 • 98 reviews
$629/ bike
Cape Cod Canal Bike & E-Bike Rental in Buzzards Bay

Cape Cod Canal Bike & E-Bike Rental in Buzzards Bay

Ride the waterfront trail to Scusset Beach

$29/ bike
20' Walk-Around Boat Rental in Wareham, MA
Up to 6

20' Walk-Around Boat Rental in Wareham, MA

Take the helm with a quiet Suzuki engine and shelter on board

$365/ boat
Explore Falmouth on a 4-Hour Bike Rental

Explore Falmouth on a 4-Hour Bike Rental

Pick up a bike at AutoCamp and ride Cape Cod for 4 hours

5.0 • 208 reviews
$34/ bike
4-Hour Kayak & Paddleboard Rental in Oak Bluffs

4-Hour Kayak & Paddleboard Rental in Oak Bluffs

Rent a kayak or paddle board and explore Oak Bluffs from the water

4.9 • 162 reviews
$90/ kayak
Sunset Sailing Charter in Harwich

Sunset Sailing Charter in Harwich

A private evening sail with room for your own refreshments

4.8 • 134 reviews
$1,650
Take-Home Canoe Rental in Hyannis, Cape Cod

Take-Home Canoe Rental in Hyannis, Cape Cod

Rent a canoe for 24 hours to 1 month and get on the water

4.8 • 70 reviews
$89/ canoe
Sunset Dune & Beach Tour in Provincetown

Sunset Dune & Beach Tour in Provincetown

Explore the Outer Cape's dunes, then unwind by the water at sunset

$67/ person
Private Whale Watching Cruise from Provincetown

Private Whale Watching Cruise from Provincetown

Explore Stellwagen Bank’s whale feeding grounds from a private boat

4.7 • 26 reviews
$424
Private Neon Splash Painting Session in Sandwich, MA

Private Neon Splash Painting Session in Sandwich, MA

Get messy and create art that's entirely your own

$32/ person
Full-Day Tuna Fishing Charter on Cape Cod

Full-Day Tuna Fishing Charter on Cape Cod

Fish for tuna on a 10-hour private Cape Cod charter (up to 4 people)

5.0 • 67 reviews
$1,796
21' Boston Whaler Boat Rental in Nantucket
Up to 8

21' Boston Whaler Boat Rental in Nantucket

Rent a 21 ft Boston Whaler for cruising or fishing in Nantucket

4.2 • 30 reviews
$1,108/ boat
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Bike Rentals57Boat Tours28Sailing23Kayaking Tours21Boat Rentals15
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  • Paddleboarding13
  • Stand Up Paddle Boarding13
  • Private Fishing Charters8
  • Fishing Charters7
  • Yacht Charters7
  • Whale Watching6
  • Sunrise and Sunset Tours5
  • Water Skiing5
  • Bus Van and Limo Tours3
  • Kiteboarding3
  • Scenic Flights3