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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 25-48 of 129 results
    Sail a 2-Hour Sunset Cruise in Kennebunkport

    Sail a 2-Hour Sunset Cruise in Kennebunkport

    Sail into the evening with a small-group sunset cruise

    5.0 • 453 reviews
    $138/ person
    Portland Sunset Sailing Cruise

    Portland Sunset Sailing Cruise

    Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

    5.0 • 162 reviews
    $101/ person
    Sebago Lake Nature & History Kayak Tour

    Sebago Lake Nature & History Kayak Tour

    Learn recreational kayaking while exploring Sebago Lake’s streams and Jordan Bay

    4.9 • 186 reviews
    $57/ person
    Sunset Charter on Casco Bay

    Sunset Charter on Casco Bay

    Evening views and all-inclusive drinks aboard a 1950s wooden vessel

    5.0 • 130 reviews
    $182
    Casco Bay Lobstering & Wildlife Cruise

    Casco Bay Lobstering & Wildlife Cruise

    Learn about Maine lobsters while cruising Casco Bay's island waters

    5.0 • 90 reviews
    $69/ person
    90-Minute Kayak, Canoe & SUP Rental on Sebago Lake

    90-Minute Kayak, Canoe & SUP Rental on Sebago Lake

    Paddle Sebago Lake’s coves, islands, and shoreline at your own pace

    4.9 • 186 reviews
    $43/ boat
    Cape Porpoise Lighthouse Guided Kayak Tour

    Cape Porpoise Lighthouse Guided Kayak Tour

    Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

    4.9 • 112 reviews
    $131/ kayak
    Shared Tripp Lake Cruise & Swim in Poland, Maine

    Shared Tripp Lake Cruise & Swim in Poland, Maine

    Slow down on the lake with extra cruising time and the option to swim

    4.9 • 584 reviews
    $125/ person
    Portland Oyster & Prosecco Cruise

    Portland Oyster & Prosecco Cruise

    Pair fresh oysters and prosecco with Portland coastal views

    4.9 • 523 reviews
    $127/ person
    Sunset Cruise in Portland, Maine

    Sunset Cruise in Portland, Maine

    Cruise Casco Bay at sunset past lighthouses, forts, and islands

    4.9 • 165 reviews
    $37/ person
    1.5-Hour Morning Sailing Cruise in Kennebunkport

    1.5-Hour Morning Sailing Cruise in Kennebunkport

    Sail Kennebunkport with options to relax or take the helm

    4.9 • 335 reviews
    $90/ person
    Explore Casco Bay on a 4-Hour Sea Kayak Tour

    Explore Casco Bay on a 4-Hour Sea Kayak Tour

    Island-hop by sea kayak in Casco Bay with a beach break

    4.9 • 968 reviews
    $90/ person
    Sail to Wood Island Lighthouse Tour From Kennebunkport

    Sail to Wood Island Lighthouse Tour From Kennebunkport

    Sail to Wood Island and tour inside the lighthouse and keeper’s house

    5.0 • 453 reviews
    $395/ person
    Portland Oyster Tasting Cruise

    Portland Oyster Tasting Cruise

    Private Casco Bay cruise with a guided Maine oyster tasting

    4.9 • 60 reviews
    $498
    Paddleboard, Kayak, Or Canoe Rental in Raymond
    Up to 2

    Paddleboard, Kayak, Or Canoe Rental in Raymond

    Launch from Sebago Trails’ private site and paddle for up to 4 hours

    4.9 • 186 reviews
    $43/ watercraft
    Casco Bay Bottomless Mimosa Brunch Cruise

    Casco Bay Bottomless Mimosa Brunch Cruise

    Cruise Casco Bay with brunch, bottomless mimosas, and included drinks

    5.0 • 130 reviews
    $197/ person
    Freeport Oyster Farm Tour

    Freeport Oyster Farm Tour

    Taste fresh oysters and lobster rolls on a Maquoit Bay cruise

    5.0 • 90 reviews
    $196/ person
    Portland Head Light Narrated Sightseeing Cruise

    Portland Head Light Narrated Sightseeing Cruise

    See Casco Bay lighthouses, working boats, and coastal wildlife with live narration

    4.8 • 818 reviews
    $52/ person
    Portland Adventure Whale Watch

    Portland Adventure Whale Watch

    Spot whales off Maine with 360-degree views and expert narration

    4.8 • 272 reviews
    $126/ person
    Shared Tripp Lake Scenic Cruise in Poland, Maine

    Shared Tripp Lake Scenic Cruise in Poland, Maine

    See quiet coves and classic Maine lake cottages from the water

    4.9 • 584 reviews
    $94/ person
    Portland Sunset Cruise on Casco Bay

    Portland Sunset Cruise on Casco Bay

    Sail into dusk with Casco Bay views, landmark narration, and a local drink

    4.9 • 523 reviews
    $95/ person
    Portland Sunset Cruise

    Portland Sunset Cruise

    Cruise Casco Bay at sunset aboard a Maine-built lobster yacht

    5.0 • 23 reviews
    $101/ person
    Sunset Sail Cruise in Kennebunkport

    Sunset Sail Cruise in Kennebunkport

    Sail into the evening light along Kennebunkport’s rocky coast

    4.9 • 335 reviews
    $122/ person
    Sunset SUP Guided Tour In Portland

    Sunset SUP Guided Tour In Portland

    Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide

    4.9 • 968 reviews
    $51/ person
    123456
    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