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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in East Boston, MA

    Showing 25-48 of 129 results
    Cruise Boston Harbor on a 90-Minute Tiki Boat

    Cruise Boston Harbor on a 90-Minute Tiki Boat

    Ride a tiki boat for skyline views and a full-service bar on Boston Harbor

    4.9 • 990 reviews
    $43/ person
    Gloucester Harbor Schooner Sailing Cruise

    Gloucester Harbor Schooner Sailing Cruise

    Sail historic harbor waters with maritime insights and optional hands-on sailing

    5.0 • 111 reviews
    $48/ person
    2-Hour Guided Kayak & Paddleboard Tour in Salem

    2-Hour Guided Kayak & Paddleboard Tour in Salem

    Paddle Salem’s historic coast with guided stories and coastal views

    5.0 • 49 reviews
    $52/ person
    Sail Boston Harbor on a Classic Schooner Day Cruise

    Sail Boston Harbor on a Classic Schooner Day Cruise

    Cruise Boston Harbor on a 1.5- or 2-hour schooner day sail

    4.8 • 727 reviews
    $50/ person
    Single Kayak Rental on Lake Cochituate in Natick

    Single Kayak Rental on Lake Cochituate in Natick

    Paddle Lake Cochituate with a single kayak rental in Natick

    4.6 • 46 reviews
    $27/ kayak
    Salem Harbor Sunset Sail on 1812 Schooner

    Salem Harbor Sunset Sail on 1812 Schooner

    Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

    5.0 • 533 reviews
    $49/ person
    Haddock & Bottom Fishing Charter in Gloucester

    Haddock & Bottom Fishing Charter in Gloucester

    Reel in haddock and bring home your eligible catch

    5.0 • 260 reviews
    $1,796
    2-Hour Salem Sound Schooner Sail

    2-Hour Salem Sound Schooner Sail

    Sail a 1930 schooner past Salem Sound lighthouses

    5.0 • 180 reviews
    $62/ person
    Boston Harbor Night Sailing Clinic

    Boston Harbor Night Sailing Clinic

    Build practical night-navigation skills aboard a 36-foot cruising sailboat

    5.0 • 98 reviews
    $504/ person
    Private Full-Day Boston Harbor Islands Sailing Charter

    Private Full-Day Boston Harbor Islands Sailing Charter

    Make the day your own with island hopping, lighthouse views and a swim

    4.9 • 91 reviews
    $1,585
    Sail Repair and Sail Making Course

    Sail Repair and Sail Making Course

    Learn to design, build, and repair sails in a hands-on two-day class

    4.9 • 86 reviews
    $636/ student
    Private Tall Ships Viewing Cruise in Quincy

    Private Tall Ships Viewing Cruise in Quincy

    Private yacht cruise for front-row Tall Ships views, up to 22 guests

    5.0 • 36 reviews
    $1,832
    90-Minute Private Tiki Boat Cruise in Boston

    90-Minute Private Tiki Boat Cruise in Boston

    Book a private tiki boat cruise for your group in Boston Harbor

    4.9 • 990 reviews
    $1,219
    Gloucester Sunset Private Sailing Charter

    Gloucester Sunset Private Sailing Charter

    Reserve a traditional schooner for your celebration on Gloucester Harbor

    5.0 • 111 reviews
    $636& up
    Sit-On-Top Kayak Rental at Salem Willows Park

    Sit-On-Top Kayak Rental at Salem Willows Park

    Paddle Salem Harbor your way with flexible kayak rentals

    5.0 • 49 reviews
    $27/ kayak
    2-Hour Fall Brunch Cruise in Boston Harbor

    2-Hour Fall Brunch Cruise in Boston Harbor

    Cruise Boston Harbor and enjoy a fall brunch buffet aboard Northern Lights

    4.8 • 727 reviews
    $98/ person
    Stand-Up Paddleboard Rental on Lake Cochituate

    Stand-Up Paddleboard Rental on Lake Cochituate

    Rent a stand-up paddleboard for a calm paddle on Lake Cochituate

    4.6 • 46 reviews
    $27/ person
    Salem Sound Sail Aboard the Schooner Fame

    Salem Sound Sail Aboard the Schooner Fame

    Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

    5.0 • 533 reviews
    $37/ person
    Haddock Fishing Charter in Gloucester

    Haddock Fishing Charter in Gloucester

    Bottom fish for haddock with bait and tackle included

    5.0 • 260 reviews
    $247/ person
    Sail Salem Sound on a Classic Schooner Charter

    Sail Salem Sound on a Classic Schooner Charter

    Make Salem Sound your private escape aboard a classic schooner

    5.0 • 180 reviews
    $1,790
    Private Full-Day Bluefin Tuna Fishing Charter in Quincy

    Private Full-Day Bluefin Tuna Fishing Charter in Quincy

    Target bluefin with live-bait tactics that cover the depths

    5.0 • 32 reviews
    $1,802
    Private Half-Day Sailing Charter to Boston Harbor Islands

    Private Half-Day Sailing Charter to Boston Harbor Islands

    Shape your own sailing adventure, with the option to swim

    4.9 • 91 reviews
    $1,055
    Gloucester Whale Watching Cruise

    Gloucester Whale Watching Cruise

    Look for whales on a cruise to Stellwagen Bank

    4.8 • 3K reviews
    $72/ person
    Fireworks Yacht Charter in Quincy

    Fireworks Yacht Charter in Quincy

    Charter a 3-hour motor yacht for scheduled fireworks nights

    5.0 • 36 reviews
    $2,220
    123456
    East Boston Things To Do
    Historical Tours78Sailing41Boat Tours29Ghost and Haunted26Food Tours21
    More
    • Fishing Charters18
    • Yacht Charters13
    • Bike Rentals12
    • Dessert Tours10
    • Kayaking Tours10
    • Scooter Rentals9
    • Architectural Tours8

    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.

    Movie Location Tours8
  • Themed Experiences8
  • Heritage Walks7
  • Bike Tours6
  • Cooking Classes6
  • Stand Up Paddle Boarding6
  • Bar and Pub Crawl5
  • Museum Tours5
  • Birthday Packages4
  • Boat Rentals4
  • Chocolate Tours4
  • Farm Visits4
  • Neighborhood Tours4