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

    Water Activities in South Freeport, ME

    Showing 49-72 of 110 results
    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
    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
    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
    Sail Boothbay Harbor on a 1.5-Hour Guided Cruise

    Sail Boothbay Harbor on a 1.5-Hour Guided Cruise

    Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip

    4.7 • 190 reviews
    $45/ person
    Classic Schooner Sail in Boothbay Harbor

    Classic Schooner Sail in Boothbay Harbor

    Take in Maine’s rugged coastline with open views from every seat

    4.9 • 181 reviews
    $58/ person
    Explore Portland by Duck Boat Land & Sea Tour

    Explore Portland by Duck Boat Land & Sea Tour

    Ride an amphibious duck boat through Portland streets and into Casco Bay

    4.6 • 594 reviews
    $50/ person
    Private Oyster Farm Boat Tour & Tasting in Yarmouth, Maine

    Private Oyster Farm Boat Tour & Tasting in Yarmouth, Maine

    Cruise Casco Bay, see oyster farming in action, and taste fresh oysters

    4.9 • 60 reviews
    $239
    Cruise Portland, Maine on a 2-Hour Lighthouse Tour

    Cruise Portland, Maine on a 2-Hour Lighthouse Tour

    Ride a performance RIB to see all seven Portland-area lighthouses in 2 hours

    4.8 • 264 reviews
    $115/ person
    Portland Harbor Cruise Past Fort Gorges

    Portland Harbor Cruise Past Fort Gorges

    Cruise Casco Bay’s lighthouse-lined coast aboard a Maine-built lobster yacht

    5.0 • 23 reviews
    $90/ person
    Cruise Casco Bay From Portland on a 1.5-Hour Charter

    Cruise Casco Bay From Portland on a 1.5-Hour Charter

    Relax on a 1.5-hour Casco Bay cruise with views of Portland

    4.9 • 35 reviews
    $674
    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 • 939 reviews
    $51/ person
    Portland Fall Foliage Charter

    Portland Fall Foliage Charter

    See Portland's coast during New England's fall color season

    5.0 • 130 reviews
    $166
    Private Charter From Freeport

    Private Charter From Freeport

    Create a private scenic or educational outing around Maine's islands

    5.0 • 90 reviews
    $32
    Sunset Kayak Tour on Sebago Lake

    Sunset Kayak Tour on Sebago Lake

    Easy evening paddling with Maine guide stories

    4.9 • 186 reviews
    $57/ person
    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
    Private 2-Hour Casco Bay Charter

    Private 2-Hour Casco Bay Charter

    Cruise Portland’s coast for islands, lighthouses, and waterfront views

    5.0 • 4 reviews
    $314
    Sunset Schooner Sail in Boothbay Harbor

    Sunset Schooner Sail in Boothbay Harbor

    Take in Maine's rugged coast with 360-degree views from your seat

    4.9 • 181 reviews
    $74/ person
    Private Casco Bay Boat Charter in Portland, Maine

    Private Casco Bay Boat Charter in Portland, Maine

    Make your time on the water your own with a personalized private charter

    5.0 • 4 reviews
    $583/ boat
    Yarmouth Sunset Oyster Tasting Cruise

    Yarmouth Sunset Oyster Tasting Cruise

    Private coastal sunset cruise with oyster tasting and room for your own drinks

    4.9 • 60 reviews
    $201
    Cruise Casco Bay From Portland on a 1.5-Hour Tour

    Cruise Casco Bay From Portland on a 1.5-Hour Tour

    Ride a 14-passenger RIB for lighthouses, forts, and wildlife in Casco Bay

    4.8 • 264 reviews
    $80/ person
    Private Pontoon Boat Rental on Long Lake in Naples
    Up to 10

    Private Pontoon Boat Rental on Long Lake in Naples

    Enjoy eight hours on the water with a choice of power pontoon boats.

    4.5 • 236 reviews
    $525
    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
    Take a 3-Hour Sea Kayaking Lesson in Portland

    Take a 3-Hour Sea Kayaking Lesson in Portland

    Build Part I skills and practice an open-water crossing in Casco Bay

    4.9 • 939 reviews
    $85/ person
    12345
    South Freeport Things To Do
    Boat Tours50Sailing24Kayaking Tours14Bike Rentals8Brewery Tours6
    More
    • Ghost and Haunted6
    • Yacht Charters6
    • Bike Tours5
    • Dinner Cruises5
    • Escape Games5
    • Historical Tours5
    • Boat Rentals4

    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.

    Equipment Rental4
  • Fishing Charters4
  • Food Tastings4
  • Food Tours3
  • Speed Boating3
  • Trolley Tours3
  • Zip Lining3