Sailing Trips in Maine
Top 10 Best Maine Sailing Trips
Found 17 Sailing Trips activities in Maine. Sort by Popularity.1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.... More
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain
-
Maine
-
Exellent600 reviews4.1
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical po....
Sunset Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, bu... More
Sunset Windjammer Cruise Along the Coast of Portland Maine
-
Maine
-
Superb139 reviews4.8
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to exper....
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrated tour,... More
Afternoon Windjammer Cruise Along the Coast of Portland Maine
-
Maine
-
Superb185 reviews4.6
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to e....
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at most and have cushioned seating on board for all. Experienced crew will point out wild life, tell you history of our area and show... More
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
-
Maine
-
Superb77 reviews4.9
Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at ....
Sunset Lighthouse Cruise Along Casco Bay
Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and take in the historic forts that dot the landscape. Bring your fav... More
Sunset Lighthouse Cruise Along Casco Bay
-
Maine
-
Superb36 reviews4.8
Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four ....
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
-
Maine
-
Superb126 reviews4.6
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion
Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Sa... More
Likely to Sell Out Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion
-
Maine
-
Superb42 reviews4.9
Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sa....
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
Likely to Sell Out Portland Tall Ship Cruise on Casco Bay
-
Maine
-
Superb234 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Windjammer Classic Day Sail from Camden, Maine
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations on a modern windjammer. With wide ... More
Likely to Sell Out Windjammer Classic Day Sail from Camden, Maine
-
Maine
-
Superb407 reviews4.8
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we... More
Likely to Sell Out Schooner Applejack Sunset Sail Tour in Boothbay Harbor
-
Maine
-
Superb41 reviews4.9
Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....
Likely to Sell Out Luxury Camden Sailing Experience
-
Maine
-
Superb9 reviews5
Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Faste....
Private Two Hour Sail on the Saco River
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive two-hour journey allows you to soak in the stunning scenery while learning about the rich history of th... More
Private Tour
Likely to Sell Out Private Two Hour Sail on the Saco River
-
Maine
-
Superb1 review5
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....
Private Tour
Portland Tall Ship Private Charter on Casco Bay
What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More
Private Tour
Likely to Sell Out Portland Tall Ship Private Charter on Casco Bay
-
Maine
-
Superb1 review5
What better way to see the delights than in the style of a private charter for you and five friends ....
Private Tour
Discover Maine's Coastal Charms: Half-Day Scenic Sail
Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden sec... More
Private Tour
Likely to Sell Out Discover Maine's Coastal Charms: Half-Day Scenic Sail
-
Maine
-
Superb3 reviews5
Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day ex....
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
Likely to Sell Out 2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
-
Maine
-
Superb2 reviews5
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....
Private Tour
Golden Hour Escape: Private Sunset Sail in Coastal Maine
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More
Private Tour
Likely to Sell Out Golden Hour Escape: Private Sunset Sail in Coastal Maine
-
Maine
-
Superb20 reviews5
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....
Private Tour
2 Hour Private Morning Charter on Heart's Desire in Casco Bay
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 y... More
Private Tour
Likely to Sell Out 2 Hour Private Morning Charter on Heart's Desire in Casco Bay
-
Maine
-
Superb20 reviews5
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet....
Private Tour