Tours
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Featured Attractions
Featured Maine Sailing Tours
Bar Harbor
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.…
Portland
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.…
Lisbon
Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks
The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sunset Sailing Cruise over Lisbon, where you will see the Major Monuments & sights, with personalized guided explanations,…
Barcelona
Catamaran Sailing Cruise in Barcelona
Step aboard our Chill Out Catamaran and enjoy summer in Barcelona from the sea. Embark on an unforgettable experience on board our exclusive catamaran and discover the beauty of Barcelona from a completely new perspectiv…
Maine
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…
Camden
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 are…
Naples
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans
Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather permitting) while taking in the sun and spectacular views. Our beautifully, well …
Maine
Schooner Eastwind Sunset Sail to see the Maine Coastline
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…
Seattle
Seattle Sailing Harbor Tour
Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing tour is family-friendly and is an excellent way to see the Seattle skyline, the beauty of the Puget Sound, even mountain …
Cape Town
Sailing in The Bay by Catamaran (One Hour)
The One Hour 'Sailing in The Bay' experience is the perfect way to see Table Mountain and Cape Town’s Atlantic shoreline aboard a luxury Sailing Catamaran Leaving from the V&A Waterfront, Cape Town, the routing is weath…
Camden
Windjammer Classic Sunset Sail from Camden, Maine
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship is limited to 49 passengers for an intimate sailing experience. She is a modern windjammer with luxurious accommodations …
St Petersburg
Suncoast Sailing's Sunset Sailing Experience!
Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of qu…
Camden
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 …
Portland
Discover Portland City and Lighthouse Tour
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards the end of the tour, we make a 20-30 minut…
Newport
Newport Afternoon Sightseeing Sail on Classic Sailboat
Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narragansett Bay. Pass by many iconic sights during the sail, including Newport's historic lighthouses and landmarks, bridges, …
Oahu
Waikiki 2-Hour Sunset Sailing Catamaran – Swim & Sail Adventure
There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the ocean, with the iconic Waikiki coastline as your backdrop. As the sun begins…
Camden
2-Hour Sailing Trip Along Maine's Coast
A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail close to the iconic Rockland Breakwater Lighthouse, while keeping an eye out for seals, porpoises, and majestic bald eagle…
Maine
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 whe…
Miami
Miami Cruise & Sailing 50 ft | + 2 Jet Ski | Pink Yacht Rentals
Luxury Yacht Tour to Fisher Island Enjoy a private cruise on a 60 - foot yacht for up to 13 guests—perfect for families or groups seeking an exclusive experience. We depart from Biscayne Bay, skirting the Downtown and …
Portland
Sunset Lighthouse Cruise Tour from Casco Bay
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the bay at dusk. Enjoy evening breezes and city lights on this fully narrated tour of Casco…
Malta
Blue Lagoon, Beaches and Bays Catamaran Sailing Tour
Enjoy a fantastic day out on the Mediterranean’s newest and largest sailing catamaran. On this one-of-a-kind trip, you will discover the best beaches, bays, swimming, and snorkelling locations that Malta has to offer. …
Boston
Classic Tall Ship Cruise in Boston Harbor
Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water wi…
Boston
Sightseeing Day Sail around Boston Harbor
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport distri…
Oahu
Waikiki Signature Sunset Catamaran Sail
Experience a Hawaiian sunset like no other on a cocktail cruise along Oahu's coast. Departing from Waikiki and heading toward Diamond Head, this catamaran journey offers breathtaking views as the sun sets over the horizo…