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Best results for

Water Activities in Brewster, MA

Showing 25-48 of 94 results
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
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
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

4.3 • 114 reviews
$337/ boat
Private Nantucket Day Charter

Private Nantucket Day Charter

Spend a private day exploring Nantucket by boat

4.8 • 134 reviews
$2,350& up
3-Hour Private Great White Shark Tour on Cape Cod

3-Hour Private Great White Shark Tour on Cape Cod

Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

$1,908
Kayak & Paddleboard Rental on Lawrence Pond

Kayak & Paddleboard Rental on Lawrence Pond

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

5.0 • 208 reviews
$54/ kayak
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
2-Day Bike, Kayak & Paddleboard Rentals in Cape Cod

2-Day Bike, Kayak & Paddleboard Rentals in Cape Cod

Get Cape Cod gear delivered for two days of self-guided exploring

5.0 • 208 reviews
$74& 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
Private 2-Hour Sailing Charter in Harwich

Private 2-Hour Sailing Charter in Harwich

Set sail privately with your group on Pleasant Bay

4.8 • 134 reviews
$1,350
Private Whale Watch in Harwich

Private Whale Watch in Harwich

Share a private motorboat charter as you watch for whales off Cape Cod

4.8 • 134 reviews
$1,100& up
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
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
Private Whale Watching Charter in Provincetown
Up to 6

Private Whale Watching Charter in Provincetown

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.

4.7 • 65 reviews
$769
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
1.5-Hour Chatham Harbor & Seal Tour

1.5-Hour Chatham Harbor & Seal Tour

Share a Chatham Harbor motorboat cruise and look for seals

4.8 • 134 reviews
$61/ 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
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
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
Shared Whale Watching Charter in Provincetown

Shared Whale Watching Charter in Provincetown

Share a whale watch trip from Provincetown and split the boat with other travelers

4.7 • 65 reviews
$196/ person
4-Hour Fishing Charter in Cape Cod Bay

4-Hour Fishing Charter in Cape Cod Bay

Fish Cape Cod Bay on a private 4-hour charter for up to 6 people

$742& 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.