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Best 242

things to do in South Dennis, MA

Showing 121-144 of 242 results
Cape Cod Road Bike Rental

Cape Cod Road Bike Rental

Ride Cape Cod your way with a road bike rental for all ages

4.8 • 70 reviews
$77/ bike
Hyannis Recreational Kayak Rental

Hyannis Recreational Kayak Rental

Explore the water your way in a single recreational kayak

4.8 • 70 reviews
$77/ kayak
Cape Cod Sunset Cocktail & Ice Cream Cruise

Cape Cod Sunset Cocktail & Ice Cream Cruise

Watch Cape Cod's vibrant sunset while enjoying onboard cocktails and treats

4.5 • 77 reviews
$38/ person
Paddle Board Fitness Class in Oak Bluffs

Paddle Board Fitness Class in Oak Bluffs

Start your day with a beginner-friendly paddle board fitness class

4.9 • 162 reviews
$11
Pirate Adventure Cruise in Hyannis

Pirate Adventure Cruise in Hyannis

Hunt for treasure with a pirate crew at sea

4.8 • 235 reviews
$40/ person
Sunset Sail in Vineyard Haven

Sunset Sail in Vineyard Haven

Sail Martha's Vineyard aboard a historic 1926 schooner

4.8 • 86 reviews
$128/ person
Cape Cod Evening Cocktail & Ice Cream Cruise

Cape Cod Evening Cocktail & Ice Cream Cruise

Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard

4.5 • 77 reviews
$38/ person
Sail Provincetown on the Schooner Hindu

Sail Provincetown on the Schooner Hindu

Sail Cape Cod Bay on the historic Schooner Hindu

$64/ person
Nantucket Harbor Kayak & Paddleboard Rentals

Nantucket Harbor Kayak & Paddleboard Rentals

Glide across Nantucket Harbor on your choice of kayak or paddleboard

5.0 • 2 reviews
$42
Parasailing Flight in Martha's Vineyard

Parasailing Flight in Martha's Vineyard

Soar up to 600 feet over the sea on a parasailing flight

4.5 • 52 reviews
$203/ person
3-Hour Popponesset Bay Kayak & Paddleboard Rental

3-Hour Popponesset Bay Kayak & Paddleboard Rental

Set your own course across Popponesset Bay

5.0 • 208 reviews
$85
Low-Tide Fat Bike Tour of Brewster Flats

Low-Tide Fat Bike Tour of Brewster Flats

See Cape Cod Bay's low-tide sands by fat bike

5.0 • 193 reviews
$95/ person
Edgartown Private Sunset Cruise with Cocktails
Up to 18

Edgartown Private Sunset Cruise with Cocktails

Savor sunset views around Cape Cod and Martha's Vineyard on an exclusive evening cruise for your group

5.0 • 173 reviews
$2,595
Explore Cottage City Oyster Farm 1-Hour Boat Tour

Explore Cottage City Oyster Farm 1-Hour Boat Tour

Tour an oyster farm by boat and enjoy freshly shucked oysters

5.0 • 90 reviews
$186/ person
Cruise Wellfleet Harbor on a 3-Hour Morning Charter

Cruise Wellfleet Harbor on a 3-Hour Morning Charter

Private 3-hour morning bay cruise for up to 6

5.0 • 67 reviews
$689
Shark Fishing Charter Off Chatham

Shark Fishing Charter Off Chatham

Fish for sharks off Cape Cod on an 8-hour private charter

5.0 • 67 reviews
$1,572
Private Stellwagen Bank Whale Watch in Provincetown

Private Stellwagen Bank Whale Watch in Provincetown

Book a private whale watch to Stellwagen Bank in Provincetown

4.9 • 179 reviews
$922
Glow Paddle Night Kayak Tour in Oak Bluffs

Glow Paddle Night Kayak Tour in Oak Bluffs

Paddle a clear-bottom kayak at night with glow lights on State Beach

4.9 • 162 reviews
$127/ kayak
2-Hour Efoil Lesson in Nantucket, MA

2-Hour Efoil Lesson in Nantucket, MA

Learn to ride a LIFT eFoil with a 2-hour lesson for up to 3 or 6 riders

5.0 • 43 reviews
$848& up
2-Hour Sunset Sail in Provincetown

2-Hour Sunset Sail in Provincetown

Sail Provincetown at sunset on the historic Schooner Hindu

$94/ person
Youth Private Sailing Lesson at Jetties Beach

Youth Private Sailing Lesson at Jetties Beach

Build sailing skills with a private youth lesson for up to 3 sailors

5.0 • 2 reviews
$212
1-Hour Jet Ski Rental in Oak Bluffs

1-Hour Jet Ski Rental in Oak Bluffs

Cruise Oak Bluffs waters on a Yamaha WaveRunner with professional instruction

4.5 • 52 reviews
$220/ jet ski
Sunset Paddleboard Tour in Cape Cod

Sunset Paddleboard Tour in Cape Cod

Paddle into a Cape Cod sunset with an ACA-certified guide

5.0 • 208 reviews
$110/ person
2-Hour Guided SUP Tour in Mashpee

2-Hour Guided SUP Tour in Mashpee

Paddle Cape Cod’s quiet marshes with guidance for every experience level

5.0 • 193 reviews
$85/ person
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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