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Greetwell

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Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
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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

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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
  • Dinner Cruises
  • Jet Skiing
  • Dolphin Watching

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
  • Cooking Classes

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 169-192 of 208 results
    4-Hour Private Inshore Fishing Charter in Maine

    4-Hour Private Inshore Fishing Charter in Maine

    Fish Maine’s inshore waters on a private 4-hour charter

    5.0 • 453 reviews
    $908& up
    SUP Fitness Class in Portland

    SUP Fitness Class in Portland

    Build core strength with a paddleboard workout on the water

    4.9 • 939 reviews
    $32/ person
    Offshore Fishing Charter in Saco Aboard a 27' Boat

    Offshore Fishing Charter in Saco Aboard a 27' Boat

    Fish for cod and haddock while cruising Maine's coastal landmarks

    5.0 • 453 reviews
    $1,279/ boat
    Private 3-Hour Lighthouse Cruise in Portland

    Private 3-Hour Lighthouse Cruise in Portland

    Explore Casco Bay’s lighthouses, islands, and waterfront by private powerboat

    5.0 • 453 reviews
    $801& up
    Private 4-Hour Casco Bay Lighthouse Cruise

    Private 4-Hour Casco Bay Lighthouse Cruise

    Choose your own Casco Bay route, from island scenery to lighthouse views

    5.0 • 453 reviews
    $1,065& up
    Private Sailing Charter on Saco Bay, Maine

    Private Sailing Charter on Saco Bay, Maine

    Sail the Saco River and Maine coast on your own private boat

    5.0 • 453 reviews
    $941& up
    Private Fly Fishing Charter in Kennebunkport

    Private Fly Fishing Charter in Kennebunkport

    Fish the Saco River on a private fly-fishing charter for up to 2 guests

    5.0 • 453 reviews
    $936& up
    Portland Head Light & Casco Bay Lighthouse Cruise

    Portland Head Light & Casco Bay Lighthouse Cruise

    Cruise Casco Bay with a small group and see lighthouses, islands, and coastal wildlife

    5.0 • 453 reviews
    $209/ person
    3-Hour Guided Sailing Cruise in Kennebunkport

    3-Hour Guided Sailing Cruise in Kennebunkport

    Sail the Saco River and Saco Bay in a small group

    5.0 • 453 reviews
    $192/ person
    Sunset Sailing Charter in Kennebunkport

    Sunset Sailing Charter in Kennebunkport

    A private evening sail with ocean sunset views

    5.0 • 453 reviews
    $801/ boat
    4-Hour Sailing Lesson in Saco

    4-Hour Sailing Lesson in Saco

    Build sailing confidence with a lesson tailored to your experience and goals

    5.0 • 453 reviews
    $1,279& up
    Private 6-Hour Sailing Charter in Saco

    Private 6-Hour Sailing Charter in Saco

    More time to explore the Saco Bay coastline by private sailboat

    5.0 • 453 reviews
    $1,921& up
    Private 2-Hour Scenic Cruise in Saco

    Private 2-Hour Scenic Cruise in Saco

    Customize a private Maine coast cruise with lighthouse views and lobster-trap pulling

    5.0 • 453 reviews
    $555/ boat
    Private 2-Hour Fishing Charter in Kennebunkport

    Private 2-Hour Fishing Charter in Kennebunkport

    Fish close to shore with your private captain, up to 6 guests

    5.0 • 453 reviews
    $694& up
    4-Hour Sailing Charter in Saco Bay

    4-Hour Sailing Charter in Saco Bay

    Sail Saco Bay with island, river, and coastal route options

    5.0 • 453 reviews
    $1,172& up
    Private Sunset Sail in Kennebunkport

    Private Sunset Sail in Kennebunkport

    Set sail for an extended evening on the ocean

    5.0 • 453 reviews
    $1,493& up
    Private Casco Bay Lighthouse Cruise in Portland

    Private Casco Bay Lighthouse Cruise in Portland

    Customize your Casco Bay cruise with lighthouse views and coastal wildlife spotting

    5.0 • 453 reviews
    $641& up
    Cruise Casco Bay at Sunset on a 4-Hour Private Charter

    Cruise Casco Bay at Sunset on a 4-Hour Private Charter

    Take a private 4-hour sunset cruise in Casco Bay for up to 6 guests

    5.0 • 453 reviews
    $1,172& up
    Cruise Casco Bay at Sunset From Portland

    Cruise Casco Bay at Sunset From Portland

    Cruise Casco Bay at sunset on a classic Maine-built powerboat

    5.0 • 453 reviews
    $149/ person
    Private 4-Hour Scenic Cruise in Kennebunkport

    Private 4-Hour Scenic Cruise in Kennebunkport

    Cruise Maine’s coast on a private power boat with a custom route

    5.0 • 453 reviews
    $1,493& up
    2-Hour Private Sunset Cruise in Kennebunkport

    2-Hour Private Sunset Cruise in Kennebunkport

    Cruise Maine’s coast at sunset on a private boat for up to 6

    5.0 • 453 reviews
    $637& up
    Lobstering & Sunset Cruise in Kennebunkport

    Lobstering & Sunset Cruise in Kennebunkport

    Learn lobstering on a private sunset cruise for up to 6

    5.0 • 453 reviews
    $587& up
    Inshore Fishing Charter in Saco

    Inshore Fishing Charter in Saco

    Fish Maine's coastal waters and explore Saco Bay by private boat

    5.0 • 453 reviews
    $1,122/ boat
    Old Orchard Beach Fireworks Boat Cruise From Kennebunkport

    Old Orchard Beach Fireworks Boat Cruise From Kennebunkport

    Watch Old Orchard Beach fireworks from a sailboat or powerboat—skip the shore crowds

    5.0 • 453 reviews
    $288/ person
    1…56789
    Boat Tours56Sailing25Kayaking Tours15Bike Rentals14Bike Tours6
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    • 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