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Best 191

things to do in East Dennis, MA

Showing 169-191 of 191 results
Provincetown Seal & Lighthouse Cruise

Provincetown Seal & Lighthouse Cruise

See seals and three historic lighthouses from Provincetown Harbor

4.9 • 179 reviews
$551
Bloodhound Daysail In Provincetown

Bloodhound Daysail In Provincetown

Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard

$68/ person
Martha's Vineyard 19' Center Console Rental
Up to 6

Martha's Vineyard 19' Center Console Rental

A fishing-ready center console with rod holders and a live well

4.5 • 52 reviews
$413/ boat
Full Moon Kayak Tour On Popponesset Bay

Full Moon Kayak Tour On Popponesset Bay

Paddle Popponesset Bay at sunset and into the full moonlight

5.0 • 208 reviews
$182/ kayak
Self-Guided Kayak & Paddleboard Rental in Falmouth

Self-Guided Kayak & Paddleboard Rental in Falmouth

Paddle a Cape Cod inlet at your own pace

5.0 • 208 reviews
$85/ equipment
Sunrise Kayak & SUP Tour in Oak Bluffs

Sunrise Kayak & SUP Tour in Oak Bluffs

Paddle at sunrise with breakfast and coffee included

4.9 • 162 reviews
$64/ kayak
Kids Kayak Adventure Tour in Oak Bluffs

Kids Kayak Adventure Tour in Oak Bluffs

Build kayak skills with guided games and exploration for kids

4.9 • 162 reviews
$101/ person
Cape Cod Shining Sea Guided Bike Tour

Cape Cod Shining Sea Guided Bike Tour

Ride Cape Cod’s coastal bike path with ocean views and local history

5.0 • 208 reviews
$109/ person
Martha's Vineyard 19' Center Console Boat Rental
Up to 6

Martha's Vineyard 19' Center Console Boat Rental

Take the helm of a 19-foot center console with fishing-ready features

4.5 • 52 reviews
$423/ boat
Private Kayak & Paddleboard Wildlife Tour in Oak Bluffs

Private Kayak & Paddleboard Wildlife Tour in Oak Bluffs

Paddle Sengekontacket Pond with a private guide tailored to your group

4.9 • 162 reviews
$318
Private 3-Hour Sunset Cruise in Provincetown

Private 3-Hour Sunset Cruise in Provincetown

Cruise Provincetown Bay at sunset with snacks and soft drinks

$1,009
Private Boat Charter in Martha's Vineyard

Private Boat Charter in Martha's Vineyard

Explore Martha’s Vineyard waters with your group

4.5 • 52 reviews
$411& up
Sunset Sail in Provincetown

Sunset Sail in Provincetown

Watch Provincetown’s shoreline glow from a classic Victorian yacht

$94/ person
Private Sailing Charter in Provincetown

Private Sailing Charter in Provincetown

Charter a private sail in Provincetown for up to 34 guests

$2,542& up
3-Hour Cape Cod Bay Fishing Charter

3-Hour Cape Cod Bay Fishing Charter

Fish Cape Cod Bay on a private 3-hour charter for up to 6

$587
1-Hour Kayak & Paddleboard Rental in Falmouth

1-Hour Kayak & Paddleboard Rental in Falmouth

Paddle a Cape Cod inlet at your own pace

5.0 • 208 reviews
$57/ equipment
Beginner Kayak Lesson in Sandwich

Beginner Kayak Lesson in Sandwich

Build foundational paddling skills with an ACA-certified guide

5.0 • 208 reviews
$110/ person
2-Hour Cape Cod Bay Fishing Charter

2-Hour Cape Cod Bay Fishing Charter

Try fishing in Cape Cod Bay on a 2-hour kids-friendly private charter

$477
3-Hour Private Cruise in Provincetown

3-Hour Private Cruise in Provincetown

Set your own course for a private outing on the water

$1,009
Sail Boston Harbor on the Historic Schooner Hindu

Sail Boston Harbor on the Historic Schooner Hindu

Sail Boston during Sail Boston 2026 on the restored Schooner Hindu

$73/ person
Fish Cape Cod Bay on a 6-Hour Charter

Fish Cape Cod Bay on a 6-Hour Charter

Join a 6-hour Cape Cod Bay fishing charter with a licensed captain

$981
Sunset Wine Tasting Cruise in Provincetown

Sunset Wine Tasting Cruise in Provincetown

Taste Truro Vineyards wines and spirits aboard a historic schooner

$116/ person
90-Minute Private Schooner Charter in Provincetown

90-Minute Private Schooner Charter in Provincetown

Private classic schooner sail with lighthouse and cove views

$3,149& up
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Bike Rentals49Kayaking Tours21Boat Tours19Paddleboarding13Sailing12
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  • Stand Up Paddle Boarding12
  • Private Fishing Charters8
  • Fishing Charters7
  • Whale Watching6
  • Yacht Charters6
  • Boat Rentals5
  • Sunrise and Sunset Tours5
  • Scenic Flights3