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Best results for

Water Activities in Brewster, MA

Showing 1-24 of 94 results
Kayak & Paddleboard Rental in East Sandwich

Kayak & Paddleboard Rental in East Sandwich

Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

5.0 • 208 reviews
$84/ kayak
Private Half-Day Striped Bass Fishing Charter on Cape Cod

Private Half-Day Striped Bass Fishing Charter on Cape Cod

Fish Cape Cod waters on a 4.5-hour private charter for up to 6

5.0 • 67 reviews
$786& up
Stand Up Paddle Board Rental on Buzzards Bay

Stand Up Paddle Board Rental on Buzzards Bay

Get on the water with a stable, easy-to-use paddle board

4.9 • 90 reviews
$55/ board
Private Harbor & Seal Tour in Chatham

Private Harbor & Seal Tour in Chatham

Cruise Chatham Harbor privately and watch for seals with your group

4.8 • 134 reviews
$595& up
Tandem Kayak Rental

Tandem Kayak Rental

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

4.8 • 70 reviews
$89/ kayak
Private Fishing Charter in Provincetown

Private Fishing Charter in Provincetown

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

4.7 • 26 reviews
$477& up
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

4.3 • 114 reviews
$365/ boat
Kayak & Paddleboard Rental at Lawrence Pond

Kayak & Paddleboard Rental at Lawrence Pond

Pick up a kayak or paddleboard at Lawrence Pond and explore at your own pace

5.0 • 208 reviews
$74/ rental
Cruise Monomoy for Seals & Seabirds

Cruise Monomoy for Seals & Seabirds

See Monomoy seals up close on a small-group harbor cruise

5.0 • 67 reviews
$337& up
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
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
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
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
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
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

4.3 • 114 reviews
$365/ boat
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
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
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
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

4.3 • 114 reviews
$393/ 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
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
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
Hyannis Recreational Kayak Rental

Hyannis Recreational Kayak Rental

Explore the water your way in a single recreational kayak

4.8 • 70 reviews
$77/ kayak
Tuna Fishing Charter in Provincetown

Tuna Fishing Charter in Provincetown

Private boat charter for up to six people

4.7 • 26 reviews
$1,007& up
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Brewster Things To Do
Bike Rentals36Boat Tours18Kayaking Tours12Paddleboarding12Sailing12
More
  • Private Fishing Charters8
  • Fishing Charters7
  • Stand Up Paddle Boarding7
  • Whale Watching6
  • Sunrise and Sunset Tours5
  • Yacht Charters5
  • Boat Rentals4
Scenic Flights3

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.