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Best 242

things to do in South Dennis, MA

Showing 49-72 of 242 results
Hybrid Comfort Commuter Bike Rental

Hybrid Comfort Commuter Bike Rental

Cruise comfortably on a hybrid commuter bike with helmet and lock included

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

Cape Cod Canal Trail Bike & E-Bike Rental

Pair a waterfront bike ride with time at Scusset Beach

$44/ bike
22' Mako Boat Rental with Fish Finder in Wareham
Up to 6

22' Mako Boat Rental with Fish Finder in Wareham

Take the helm with GPS and a fish finder on board

$393/ boat
Sunset Kayak Tour in Cape Cod

Sunset Kayak Tour in Cape Cod

Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide

5.0 • 208 reviews
$182/ kayak
Get Kayak Delivery & Pick Up in Oak Bluffs

Get Kayak Delivery & Pick Up in Oak Bluffs

Schedule island-wide kayak delivery and pick up

4.9 • 162 reviews
$27/ delivery
Cape Cod Ash Scattering Memorial Charter

Cape Cod Ash Scattering Memorial Charter

Honor a loved one with an End of Watch tribute at sea

4.8 • 134 reviews
$1,425& up
Stand-Up Paddleboard Rental in Cape Cod

Stand-Up Paddleboard Rental in Cape Cod

Rent a stand-up paddleboard for 24 hours to 1 month

4.8 • 70 reviews
$89& up
2-Hour Guided Kayak Tour in Cape Cod

2-Hour Guided Kayak Tour in Cape Cod

Paddle Cape Cod’s barrier beaches with an ACA-certified guide

5.0 • 208 reviews
$149/ kayak
11-Hour Cape Cod Bass & Tuna Fishing Charter

11-Hour Cape Cod Bass & Tuna Fishing Charter

Fish Cape Cod waters for bass and tuna on an 11-hour private charter

5.0 • 67 reviews
$1,964
24-Hour Paddleboard Rental in Oak Bluffs

24-Hour Paddleboard Rental in Oak Bluffs

Rent a paddleboard for 24 hours at State Beach in Oak Bluffs

4.9 • 162 reviews
$84/ SUP
Fish for Haddock & Pollock on Cape Cod Charter

Fish for Haddock & Pollock on Cape Cod Charter

8-hour private haddock and pollock fishing charter for up to 6 people

5.0 • 67 reviews
$1,684
Harwich 4-Hour Private Inshore Fishing Charter

Harwich 4-Hour Private Inshore Fishing Charter

Cast a line on a private inshore trip with a captain and gear included

4.8 • 134 reviews
$1,100& up
Rent a Step-Through Electric Bike for 1 Day

Rent a Step-Through Electric Bike for 1 Day

Cruise the island on a Specialized Como e-bike with pedal assist

4.8 • 98 reviews
$1,527/ bike
Premium Dual Sport Bike Rental in Martha’s Vineyard

Premium Dual Sport Bike Rental in Martha’s Vineyard

Rent a premium dual sport bike for smooth riding on dirt roads and pavement

4.8 • 98 reviews
$808/ bike
Mountain Bike Rental in Cape Cod

Mountain Bike Rental in Cape Cod

Rent a mountain bike for 24 hours to 1 month, with helmet and lock included

4.8 • 70 reviews
$77/ bike
Provincetown Sunset Cruise

Provincetown Sunset Cruise

Leave land behind for sunset views over open water

4.7 • 26 reviews
$742& up
Bike & E-Bike Rental on the Cape Cod Canal

Bike & E-Bike Rental on the Cape Cod Canal

Pair a waterside ride with a visit to Scusset Beach

$58/ bike
20' Dual Console Boat Rental in Wareham, MA
Up to 6

20' Dual Console Boat Rental in Wareham, MA

Take the helm for your own time on the water

$337/ boat
Nantucket 22' Center Console Boat Rental
Up to 8

Nantucket 22' Center Console Boat Rental

Cruise, fish, and relax aboard a spacious 200hp Whaler

4.2 • 30 reviews
$1,179/ boat
2-Hour Scorton Creek Guided Kayak Nature Tour

2-Hour Scorton Creek Guided Kayak Nature Tour

Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

5.0 • 208 reviews
$149/ kayak
8-Hour East Sandwich Kayak & Paddleboard Rental

8-Hour East Sandwich Kayak & Paddleboard Rental

Pick up at Scorton Creek and paddle Cape Cod at your own pace

5.0 • 208 reviews
$88/ kayak
Monthly Kayak & Paddle Board Rental in Oak Bluffs

Monthly Kayak & Paddle Board Rental in Oak Bluffs

Rent a kayak or paddle board for 1–3 months with free delivery

4.9 • 162 reviews
$421/ kayak
Private Nantucket Day Charter

Private Nantucket Day Charter

Spend a private day exploring Nantucket by boat

4.8 • 134 reviews
$2,350& up
Nauset Beachcomber 3-Hour Private Charter

Nauset Beachcomber 3-Hour Private Charter

Set out on a private captain-led motorboat outing with your group

4.8 • 134 reviews
$850& up
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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