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Text or call 1-877-GREET-WELL
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Explore Greetwell

Curated local experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
  • Halloween Ghost Tours
  • Fall & Holiday Experiences
  • Broadway Shows in NYC
  • Universal Orlando Tickets
  • Legoland California Tickets

Popular Destinations

Florida

·Orlando·Miami·Key West·St. Augustine·Destin·Panama City Beach

Hawaii

·Maui·Honolulu

California

·San Diego·Los Angeles·San Francisco

Southeast

·Charleston·Savannah·Hilton Head·Myrtle Beach·Nashville

Gulf South

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West & Mountain

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Caribbean

·San Juan

Browse by Experience

Tours & Sightseeing

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On the Water

  • Snorkeling
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  • Sunset Cruises
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Adventure & Active

  • Kayaking Tours
  • Parasailing
  • Zip Lining
  • Horseback Riding
  • ATV Tours
  • Hot Air Ballooning

Fun & Attractions

  • Theme Park Tickets
  • Escape Games
  • Axe Throwing
  • Bar Crawls

Food & Drink

  • Wine Tours
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Rentals & Charters

  • Boat Rentals
  • Bike Rentals
  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

[email protected]1-877-GREET-WELL
  • What Is a Mailboat? Working Postal Routes You Can Ride in 2026
  • Best 208

    things to do in South Portland, ME

    Showing 145-168 of 208 results
    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 • 264 reviews
    $232/ person
    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 • 264 reviews
    $52/ person
    Cruise Casco Bay at Sunset From Portland

    Cruise Casco Bay at Sunset From Portland

    Relax on a Casco Bay sunset cruise with Portland views

    4.9 • 35 reviews
    $73
    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
    Sunrise Cruise on Casco Bay

    Sunrise Cruise on Casco Bay

    A private early-morning escape among Casco Bay islands

    5.0 • 4 reviews
    $405
    Portland Fall Foliage Boat Tour

    Portland Fall Foliage Boat Tour

    Cruise Casco Bay’s fall-colored islands and visit an oyster farm

    4.5 • 481 reviews
    $1,325
    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 • 939 reviews
    $90/ 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
    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 • 939 reviews
    $85/ person
    Food Tasting Trolley Tour in Portland

    Food Tasting Trolley Tour in Portland

    Taste Portland’s local flavors while sightseeing by trolley

    4.8 • 659 reviews
    $170/ 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
    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
    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 • 264 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 • 264 reviews
    $57/ 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
    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 • 939 reviews
    $13/ person
    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
    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 • 939 reviews
    $32/ person
    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 • 939 reviews
    $58/ rental
    Cruise Kennebunkport on a 2-Hour Private Sunset Tour

    Cruise Kennebunkport on a 2-Hour Private Sunset Tour

    Take a private Maine sunset cruise for up to 6 guests

    5.0 • 453 reviews
    $712& 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 • 939 reviews
    $42& 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
    Private Sailing Tour of Wood Island Lighthouse

    Private Sailing Tour of Wood Island Lighthouse

    Sail Saco Bay and tour Wood Island Lighthouse from tower to Keeper's House

    5.0 • 453 reviews
    $1,707& up
    Portland 5-Hour Kayak & SUP Rental

    Portland 5-Hour Kayak & SUP Rental

    Paddle Portland’s East End waterfront by kayak or stand-up paddleboard

    4.9 • 939 reviews
    $48& up
    1…56789
    Boat Tours56Sailing25Kayaking Tours15Bike Rentals14Bike Tours6
    More
    • Private Fishing Charters6
    • Yacht Charters6
    • Escape Games5
    • Fishing Charters5
    • Historical Tours5
    • Trolley Tours5
    • Boat Rentals4
    • Brewery Tours4
    • Equipment Rental4
    • Food Tastings3
    • Ghost and Haunted3
    • Guided Hikes3
    • Speed Boating3
    • Sunrise and Sunset Tours3
    • Whale Watching3