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

    Water Activities in Portland, ME

    Showing 73-96 of 129 results
    Private Sailing Charter on Saco Bay, Maine

    Private Sailing Charter on Saco Bay, Maine

    Reserve the boat for an intimate Maine coast sail with your own group

    5.0 • 453 reviews
    $748& up
    Practice Sea Kayak Rescues in Portland, Maine

    Practice Sea Kayak Rescues in Portland, Maine

    Learn capsize recovery skills in a 3-hour sea kayak lesson

    4.9 • 968 reviews
    $90/ person
    Fall Foliage Kayak Tour in Windham

    Fall Foliage Kayak Tour in Windham

    Paddle through autumn color with local river stories

    4.9 • 186 reviews
    $63/ person
    Tour Mere Point Oyster Farm by Boat From Portland

    Tour Mere Point Oyster Farm by Boat From Portland

    Cruise Casco Bay to Mere Point Oyster Farm, with 6 oyster samples

    4.8 • 272 reviews
    $232/ person
    Cruise Casco Bay on a Portland Happy Hour Charter

    Cruise Casco Bay on a Portland Happy Hour Charter

    Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests

    4.9 • 35 reviews
    $63
    Sunrise Cruise on Casco Bay

    Sunrise Cruise on Casco Bay

    A private early-morning escape among Casco Bay islands

    5.0 • 4 reviews
    $405
    Cruise the Kennebunkport Coastline on a 1-Hour Tour

    Cruise the Kennebunkport Coastline on a 1-Hour Tour

    See Kennebunkport’s coastline fast on a narrated 1-hour boat tour

    4.8 • 272 reviews
    $52/ person
    Sunset Cruise to Perkins Cove

    Sunset Cruise to Perkins Cove

    Private evening on the water with time to explore Perkins Cove ashore

    4.1 • 107 reviews
    $848
    Cruise Casco Bay on a Mimosa Charter From Portland

    Cruise Casco Bay on a Mimosa Charter From Portland

    1.5-hour Casco Bay mimosa cruise for up to 12 guests

    4.9 • 35 reviews
    $789
    Summer Half-Day Seafood Adventure With Oyster Tasting and Boat Tour

    Summer Half-Day Seafood Adventure With Oyster Tasting and Boat Tour

    Savor oysters, a lobster roll, and a golden hour cruise in an intimate 6-guest experience

    $316/ person
    Saco Bay Lobstering Cruise

    Saco Bay Lobstering Cruise

    Haul lobster traps and explore Maine's shoreline by private boat

    5.0 • 453 reviews
    $534/ boat
    Learn Sea Kayaking Basics in Portland 3-Hour Class

    Learn Sea Kayaking Basics in Portland 3-Hour Class

    Build sea kayaking skills in a small-group lesson on Casco Bay

    4.9 • 968 reviews
    $85/ person
    Cruise Casco Bay Lighthouses & Islands From Portland

    Cruise Casco Bay Lighthouses & Islands From Portland

    Cruise Casco Bay by powerboat with a max of 6 guests

    5.0 • 453 reviews
    $138/ person
    Race A Kayak Or Paddleboard In Portland

    Race A Kayak Or Paddleboard In Portland

    Join a Monday evening kayak or paddleboard race at East End Beach

    4.9 • 968 reviews
    $13/ person
    4-Hour Sunset Sailing Cruise in Kennebunkport

    4-Hour Sunset Sailing Cruise in Kennebunkport

    Sail for 4 hours at sunset with room to spread out

    5.0 • 453 reviews
    $299/ person
    Join a Weekly Community Paddle in Portland

    Join a Weekly Community Paddle in Portland

    Paddle with a morning group on Tuesdays or Thursdays

    4.9 • 968 reviews
    $32/ person
    Nubble & Boon Island Lighthouse Boat Tour from Kennebunkport

    Nubble & Boon Island Lighthouse Boat Tour from Kennebunkport

    Ride by boat to Nubble Light and Boon Island Lighthouse in 2 hours

    4.8 • 272 reviews
    $105/ person
    Cruise Casco Bay on a Portland RIB Boat Tour

    Cruise Casco Bay on a Portland RIB Boat Tour

    Ride a 14-passenger RIB through Casco Bay’s forts, lighthouses, and islands

    4.8 • 272 reviews
    $57/ person
    Sunset Cruise to Perkins Cove From Kennebunk

    Sunset Cruise to Perkins Cove From Kennebunk

    Cruise to Perkins Cove, then explore its shops, restaurants, and Marginal Way at your own pace

    4.1 • 107 reviews
    $42/ person
    Private 4-Hour Whale Watching Eco Tour in Maine

    Private 4-Hour Whale Watching Eco Tour in Maine

    Private 4-hour whale watching cruise for up to 6

    5.0 • 453 reviews
    $1,600& up
    10-Hour Kayak & Paddleboard Rental in Portland

    10-Hour Kayak & Paddleboard Rental in Portland

    Choose your craft and explore Casco Bay from Portland’s waterfront

    4.9 • 968 reviews
    $58/ rental
    Private Lobstering & Sunset Cruise in Saco, Maine

    Private Lobstering & Sunset Cruise in Saco, Maine

    Work lobster traps and cruise Saco Bay at sunset on a private boat for up to 6

    5.0 • 453 reviews
    $587& up
    2-Hour Sailing Lesson in Saco

    2-Hour Sailing Lesson in Saco

    Build confidence on the water with a lesson shaped around your goals

    5.0 • 453 reviews
    $801& up
    2-Hour Kayak & SUP Rental in Portland

    2-Hour Kayak & SUP Rental in Portland

    Explore Portland’s East End waterfront with gear included

    4.9 • 968 reviews
    $42& up
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    Portland Things To Do
    Boat Tours58Sailing25Kayaking Tours15Bike Rentals14Bike Tours6
    More
    • Brewery Tours6
    • Private Fishing Charters6
    • Yacht Charters6
    • Dinner Cruises5
    • Escape Games5
    • Fishing Charters5
    • Historical Tours5

    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.

    Trolley Tours
    5
  • Boat Rentals4
  • Equipment Rental4
  • Ghost and Haunted3
  • Guided Hikes3
  • Speed Boating3
  • Sunrise and Sunset Tours3
  • Whale Watching3