Day Cruises in Portland
Top 10 Best Portland Day Cruises
Found 8 Day Cruises activities in Portland. Sort by Popularity.Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More

Portland Tall Ship Cruise on Casco Bay
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Portland
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Superb226 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic lighthouses, hi... More
Private Tour

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
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Portland
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Superb53 reviews4.9
100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing....
Private Tour
Casco Bay Morning Windjammer Sail
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. See Fort Gorges, Bug Li... More
Private Tour

Casco Bay Morning Windjammer Sail
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Portland
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Superb5 reviews5
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the per....
Private Tour
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lig... More
Private Tour

Sunset Lighthouse Harbor Cruise from Portland's Old Port
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Portland
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Exellent73 reviews4.5
Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-....
Private Tour
Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks
Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than this! This private char... More
Private Tour

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks
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Portland
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Superb10 reviews4.6
Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall f....
Private Tour
Casco Bay: Private Afternoon Charter on Heart's Desire
This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride aboard Heart's Desire: designed by famed yacht designer - John... More
Private Tour

Casco Bay: Private Afternoon Charter on Heart's Desire
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Portland
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Very Good1 review4
This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special ....
Private Tour
Private Sunset Charter on a Vintage Lobster Boat with Drinks
Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco Bay, pas... More
Private Tour

Private Sunset Charter on a Vintage Lobster Boat with Drinks
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Portland
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Superb37 reviews4.9
Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseein....
Private Tour
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 5... More
Private Tour

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
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Portland
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Superb37 reviews4.9
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....
Private Tour