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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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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 145-168 of 179 results
    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
    Wiscasset Kids' Zip Line Course

    Wiscasset Kids' Zip Line Course

    Low-to-the-ground obstacles and zip lines for young climbers

    4.6 • 310 reviews
    $19/ person
    Sunrise Cruise on Casco Bay

    Sunrise Cruise on Casco Bay

    A private early-morning escape among Casco Bay islands

    5.0 • 4 reviews
    $405
    Working Waterfront Dinner With Oyster Tasting and Lobster

    Working Waterfront Dinner With Oyster Tasting and Lobster

    Savor Maine oysters and a fresh lobster dinner in a cozy seaside lodge with expert hosts

    $206/ person
    Maine Lakes Region Brewery Tour Along Route 26

    Maine Lakes Region Brewery Tour Along Route 26

    Leave the driving to someone else and unwind at Lakes Region taprooms

    $53
    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
    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
    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
    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
    Sunset Sailing Charter in Kennebunkport

    Sunset Sailing Charter in Kennebunkport

    A private evening sail with ocean sunset views

    5.0 • 453 reviews
    $801/ boat
    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
    Rooftop Oyster & Wine Tasting in Phippsburg

    Rooftop Oyster & Wine Tasting in Phippsburg

    Taste Maine oysters with rooftop wine pairings and coast stories

    $128/ person
    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
    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
    Summer Half-Day Seafood Adventure With Oyster Tasting and Boat Tour

    Summer Half-Day Seafood Adventure With Oyster Tasting and Boat Tour

    Savor oysters, a lobster roll, and a golden hour cruise in an intimate 6-guest experience

    $316/ person
    Enjoy a Dockside Lobster Bake in Phippsburg

    Enjoy a Dockside Lobster Bake in Phippsburg

    Dine together on Maine oysters and steamed lobster on a tidal dock

    $111/ person
    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
    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
    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
    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
    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
    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
    1…45678
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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