Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 17Sunset Sail Experience by Catamaran in Waikiki
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More

Sunset Sail Experience by Catamaran in Waikiki
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North America
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Superb4 reviews5
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....
Newport Sightseeing Day Sailing Experience on Schooner Adirondack
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More

Newport Sightseeing Day Sailing Experience on Schooner Adirondack
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North America
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Superb23 reviews4.9
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....
Whale Watching Amazing Adventure
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More

Whale Watching Amazing Adventure
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North America
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Superb23 reviews4.9
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....
Waikiki Friday Firework Catamaran Tour
The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breathtaking fireworks just outside the Hilton Hawaiian Village. Every Friday at 6:45pm, you have the opportunity to watch a spectacular ... More

Waikiki Friday Firework Catamaran Tour
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North America
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Superb27 reviews4.7
The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breatht....
Speedboat tour and snorkel from Plaza La Isla (shared speedboat)
Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Plaza la Isla shopping center in Cancun's hotel zone! Best of all, no prior sailing experience is required! Our 13-foot speedboats a... More
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Speedboat tour and snorkel from Plaza La Isla (shared speedboat)
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North America
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Superb4 reviews5
Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Pl....
Free Cancellation
(Saving 5% )
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
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North America
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Good2 reviews3.5
Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Miami Beach experience. Connect with nature, discover new landscapes, & create lasting memories as you explore the stunning coastline... More
Private Tour

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
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North America
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Superb21 reviews4.9
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....
Private Tour
Romantic Sunset Sailing in Cabo
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can enjoy the gentle breeze of Los Cabos while savoring a glass of wine and a gourmet picnic basket. Unlike other tours, this experie... More
Private Tour

Romantic Sunset Sailing in Cabo
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North America
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Superb21 reviews4.9
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can....
Private Tour
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More
Private Tour

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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North America
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Superb67 reviews4.7
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....
Private Tour
Cabo San Lucas Sunset Party on the Water - Adult Only
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue waters of the Cabo San Lucas Bay, taking in the amazing scenery all while you enjoy the music and dancing. This Party Boat is perfe... More
Private Tour

Cabo San Lucas Sunset Party on the Water - Adult Only
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North America
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue w....
Private Tour
Private 90-Minute Harbor Sailing Charter in Key West
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More
Private Tour

Private 90-Minute Harbor Sailing Charter in Key West
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North America
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Superb17 reviews4.9
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-mi....
Private Tour
Private Catamaran Charter in Waikiki (7-12 Guests)
(IMPORTANT: Make sure you have over 6 guests selected to see availability for this activity. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot catamaran has a sleek low-profile des... More
Private Tour

Private Catamaran Charter in Waikiki (7-12 Guests)
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North America
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Superb17 reviews4.9
(IMPORTANT: Make sure you have over 6 guests selected to see availability for this activity. If you ....
Private Tour
Private Sailing Tour in Valle de Bravo
Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in Valle de Bravo, crossing the lake to observe its beautiful panoramic views of its different places such as the rock in the company ... More
Private Tour

Private Sailing Tour in Valle de Bravo
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North America
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Exellent17 reviews4.5
Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in V....
Private Tour
Private Eco-Tour on a Recreational Catamaran with Kayaks Included
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More
Private Tour

Private Eco-Tour on a Recreational Catamaran with Kayaks Included
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North America
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Superb66 reviews5
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....
Private Tour
Sailing Experience to Isla Mujeres with lunch and Premium Open Bar
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beautiful views. Cruise on a luxury catamaran while sipping a drink or two from the open bar on your way to and from this scenic island.... More
Private Tour

Sailing Experience to Isla Mujeres with lunch and Premium Open Ba....
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North America
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Superb66 reviews5
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beauti....
Private Tour
Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta
Our crew will support you on board the boat, in the water and during your visit. They will teach you all the basics for fishing and they will take you to unique places in the bay so you can enjoy a good dip in the salty sea water... More
Private Tour

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta
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North America
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Exellent17 reviews4.3
Our crew will support you on board the boat, in the water and during your visit. They will teach yo....
Private Tour
Golden Gate Bridge Sailing Tour
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More
Private Tour

Golden Gate Bridge Sailing Tour
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North America
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Superb50 reviews4.8
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....
Private Tour
Classic Key West Schooner Sunset Sail with Full Open Bar
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More
Private Tour

Classic Key West Schooner Sunset Sail with Full Open Bar
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North America
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Superb52 reviews5
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, compl....
Private Tour
Guided Snorkel + Morning Sail - Small Groups with Honest Eco
Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the be... More
Private Tour

Guided Snorkel + Morning Sail - Small Groups with Honest Eco
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North America
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Superb8 reviews5
Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes....
Private Tour
An Unforgettable Sunset Aboard A Classic Sailing Yacht
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More
Private Tour

An Unforgettable Sunset Aboard A Classic Sailing Yacht
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North America
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Superb279 reviews4.9
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....
Private Tour