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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
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  • What Makes St Augustine Christmas Lights So Magical? Everything You Need to Know About Nights of Lights
  • Best 179

    things to do in Casco Bay, ME

    Showing 49-72 of 179 results
    Private Half-Day Sailing Charter in Boothbay Harbor

    Private Half-Day Sailing Charter in Boothbay Harbor

    See Maine's lighthouses and islands from the water

    $558
    Portland Ghost Walking Tour

    Portland Ghost Walking Tour

    Trace Portland’s haunted history by lantern light

    $35/ person
    Kid-Friendly Storm Surge Escape Room in Brunswick, ME

    Kid-Friendly Storm Surge Escape Room in Brunswick, ME

    Take on a storm-surge escape challenge designed for families

    4.8 • 136 reviews
    $27/ person
    Round-Trip Oxford Casino Shuttle from Portland

    Round-Trip Oxford Casino Shuttle from Portland

    Leave the keys behind for a casino outing with the driving taken care of

    $63/ person
    South Portland 8-Hour Beach Cruiser Rental

    South Portland 8-Hour Beach Cruiser Rental

    Cruise beach and bike trails on an easy-riding 7-speed bike

    5.0 • 182 reviews
    $42/ bike
    Portland 3-Lighthouse Guided Van Tour

    Portland 3-Lighthouse Guided Van Tour

    Explore three historic lighthouses along Portland’s scenic coastline

    4.9 • 523 reviews
    $85/ person
    Private Ghost Walking Tour in Portland

    Private Ghost Walking Tour in Portland

    Trace Portland's ghost stories and history on a private lantern-lit walk

    $57/ person
    24-Hour Beach Cruiser Rental in South Portland

    24-Hour Beach Cruiser Rental in South Portland

    Cruise beach and bike trails on an easy-riding 7-speed Jamis bike

    5.0 • 182 reviews
    $53/ bike
    8-Hour City Bike Rental in South Portland

    8-Hour City Bike Rental in South Portland

    Ride farther with an easy-to-handle Jamis Citizen city bike

    5.0 • 182 reviews
    $42/ bike
    24-Hour City Bike Rental in South Portland

    24-Hour City Bike Rental in South Portland

    Choose a 7-speed city bike for easy, longer rides

    5.0 • 182 reviews
    $53/ bike
    Portland Working Waterfront Walking Tour

    Portland Working Waterfront Walking Tour

    Discover Portland’s seafaring heritage with a local guide

    4.9 • 523 reviews
    $74/ person
    Portland Lighthouse & Lobster Roll Tour

    Portland Lighthouse & Lobster Roll Tour

    Taste local flavors while exploring Maine’s historic coastal lighthouses

    4.9 • 523 reviews
    $95/ person
    Portland Guided Birding & Tasting Tour

    Portland Guided Birding & Tasting Tour

    Follow seasonal migration with an expert guide, local tastings, and comfortable transportation

    4.9 • 523 reviews
    $111/ person
    Civil War Fort Gorges Sea Kayak Tour in Portland, Maine

    Civil War Fort Gorges Sea Kayak Tour in Portland, Maine

    Paddle Casco Bay to explore a Civil War-era fort

    4.9 • 939 reviews
    $80/ person
    2-Hour Mackerel Fishing Trip in Boothbay Harbor

    2-Hour Mackerel Fishing Trip in Boothbay Harbor

    Fish for mackerel on a 2-hour cruise aboard The Miss Boothbay

    4.7 • 190 reviews
    $45/ person
    Casco Bay Sunset Lobster Boat Cruise from Portland

    Casco Bay Sunset Lobster Boat Cruise from Portland

    Watch Maine's colorful sky from a lobster boat while passing lighthouses and Portland's scenic coastline.

    5.0 • 412 reviews
    $58/ person
    Boothbay Harbor Ghost Walking Tour

    Boothbay Harbor Ghost Walking Tour

    Local ghost stories and harbor history on a guided walk

    5.0 • 71 reviews
    $32/ person
    Wednesday Night Sunset Cruise With Live Music

    Wednesday Night Sunset Cruise With Live Music

    Sail Casco Bay at sunset with live music and a BYOB vibe

    4.9 • 160 reviews
    $48/ person
    Cruise to Monhegan Island From Boothbay Harbor

    Cruise to Monhegan Island From Boothbay Harbor

    Take the outbound boat to Monhegan Island and explore trails, galleries, and ocean views

    4.7 • 190 reviews
    $29/ person
    1-Hour Kayak Or SUP Rental In Portland

    1-Hour Kayak Or SUP Rental In Portland

    Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle

    4.9 • 939 reviews
    $32/ kayak
    Scenic Cruise on Casco Bay From Portland

    Scenic Cruise on Casco Bay From Portland

    Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons

    4.9 • 160 reviews
    $27/ person
    Private Lighthouse & Island Boat Cruise in Casco Bay

    Private Lighthouse & Island Boat Cruise in Casco Bay

    Book a private 6-hour powerboat cruise for up to 6 in Casco Bay

    5.0 • 453 reviews
    $1,600& up
    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
    $694& up
    Portland Harbor 2-Hour Sailing Cruise

    Portland Harbor 2-Hour Sailing Cruise

    Sail Portland Harbor with your own snacks and drinks

    5.0 • 162 reviews
    $90/ person
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    Boat Tours46Sailing24Kayaking Tours14Bike Rentals8Ghost and Haunted6
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    • Yacht Charters6
    • Bike Tours5
    • Escape Games5
    • Historical Tours5
    • Brewery Tours4
    • Equipment Rental4
    • Fishing Charters4
    • Food Tastings4
    • Food Tours3
    • Speed Boating3
    • Trolley Tours3
    • Zip Lining3