Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 727 Sailing Trips activities in North America. Sort by Popularity. - Page 12Bacalar: 4hr Private Sailing Tour with Guacamole & Drinks
Explore the Bacalar Lagoon aboard a classic sailboat and enjoy a trip in privacy and comfort. Feel safe sailing with highly trained and bilingual staff in this beautiful freshwater paradise. Our years of experience back us up. Qua... More
Private Tour
Bacalar: 4hr Private Sailing Tour with Guacamole & Drinks
-
North America
-
Superb103 reviews4.9
Explore the Bacalar Lagoon aboard a classic sailboat and enjoy a trip in privacy and comfort. Feel s....
Private Tour
Private Sunset Catamaran Sail in Cocoa Beach
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the bea... More
Private Tour
Likely to Sell Out Private Sunset Catamaran Sail in Cocoa Beach
-
North America
-
Superb103 reviews4.9
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....
Private Tour
Luxury Catamaran tour to isla mujeres with transportation from Tulum
Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a lifetime experience Delicious buffet lunch and drinks Beach club (beac... More
Private Tour
Likely to Sell Out Luxury Catamaran tour to isla mujeres with transportation from Tu....
-
North America
-
Good63 reviews3.5
Excellent service on board Professional crew members Safety measures in all our activities Sanitary ....
Private Tour
Private sailing excursions, nice spacious sailboats.
We are a new sailboat tour agency in bacalar ~ are sailboats stand out with ease access, very comfortable, 2 canopy’s to keep you protected from the elements and a 5 star crew. We provide an atmosphere for you to take over and T... More
Private Tour
Likely to Sell Out Private sailing excursions, nice spacious sailboats.
-
North America
-
Superb27 reviews4.9
We are a new sailboat tour agency in bacalar ~ are sailboats stand out with ease access, very comfor....
Private Tour
All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore Isla Mujeres impressive sites are waiting for you. You will visit one of ... More
Skip The Line
Private Tour
Likely to Sell Out All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
-
North America
-
Very Good33 reviews3.7
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sail....
Skip The Line
Private Tour
Sunset Cocktail Cruise on our Sailing Catamaran
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohala Coast aboard our legendary sailing catamaran Seasmoke. This cruise includes unlimited soft drinks, tropical juices, beers, wines... More
Skip The Line
Private Tour
Likely to Sell Out Sunset Cocktail Cruise on our Sailing Catamaran
-
North America
-
Superb62 reviews4.8
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohal....
Skip The Line
Private Tour
Sunset Sail in the Gulf of Mexico for up to 6 Guests
Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the romantic beauty of the Gulf of Mexico as the sun dips below the horizon. For two and a half hours, enjoy the stunning views along Fort ... More
Skip The Line
Private Tour
Likely to Sell Out Sunset Sail in the Gulf of Mexico for up to 6 Guests
-
North America
-
Superb6 reviews5
Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the roman....
Skip The Line
Private Tour
Paddle at Dawn with visit to Cenotes and Islands
Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More
Skip The Line
Private Tour
Likely to Sell Out Paddle at Dawn with visit to Cenotes and Islands
-
North America
-
Superb65 reviews4.9
Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....
Skip The Line
Private Tour
Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air! Fun for all ... More
Skip The Line
Private Tour
Likely to Sell Out Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
-
North America
-
Superb20 reviews4.8
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This ....
Skip The Line
Private Tour
South Shore Open Sail from Kewalo Harbor Including Drinks
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have complimentary drinks (alcoholic beverages available for adults 21+ with valid ID o... More
Skip The Line
Private Tour
Likely to Sell Out South Shore Open Sail from Kewalo Harbor Including Drinks
-
North America
-
Superb21 reviews5
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
Skip The Line
Private Tour
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More
Skip The Line
Private Tour
Likely to Sell Out Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
-
North America
-
Superb17 reviews4.7
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....
Skip The Line
Private Tour
Tour to The Arch and Lover's Beach (optional) from Cabo
This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, and through the Marina. See it all in one tour! During this awesome experience, you will be able to see a great variety of tropical... More
Skip The Line
Private Tour
Likely to Sell Out Tour to The Arch and Lover's Beach (optional) from Cabo
-
North America
-
Superb11 reviews4.8
This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, a....
Skip The Line
Private Tour
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise lets you see whales (December through March), fish, even green s... More
Skip The Line
Private Tour
Likely to Sell Out Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
-
North America
-
Superb31 reviews4.7
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....
Skip The Line
Private Tour
Likely to Sell Out Honolulu Sailing and Snorkeling Activity
-
North America
-
Superb31 reviews4.7
You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....
Skip The Line
Private Tour
Catamaran Cruise from Costa Mujeres with Snorkeling and Lunch
Enjoy the cool ocean breeze and the sparkling turquoise sea as you cruise along the Mexican Caribbean on our spacious catamaran. With music, drinks, and a lively host to keep the good vibes going, this isn’t just a tour — itâ€... More
Skip The Line
Private Tour
Likely to Sell Out Catamaran Cruise from Costa Mujeres with Snorkeling and Lunch
-
North America
Enjoy the cool ocean breeze and the sparkling turquoise sea as you cruise along the Mexican Caribbea....
Skip The Line
Private Tour
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Skip The Line
Private Tour
Likely to Sell Out Polynesian Canoe Sunset Sail
-
North America
-
Superb126 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Skip The Line
Private Tour
Catamaran in Cozumel with snorkeling at El Cielo and open Bar
Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard with open arms—and an open bar. Margaritas, beer, soft drinks, and bottled water flow as music fills the air and the sea sets t... More
Skip The Line
Private Tour
Likely to Sell Out Catamaran in Cozumel with snorkeling at El Cielo and open Bar
-
North America
-
Very Good19 reviews3.9
Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard....
Skip The Line
Private Tour
Key West Signature Sunset Sail with Live Music, Open Bar & Food
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally... More
Skip The Line
Private Tour
Likely to Sell Out Key West Signature Sunset Sail with Live Music, Open Bar & Food
-
North America
-
Exellent311 reviews4.5
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. â€....
Skip The Line
Private Tour
Kauai’s Na Pali Coast Snorkel and Sail Tour
Set sail for a once-in-a-lifetime adventure along Kauai’s iconic Na Pali Coast. This five-hour catamaran journey combines spectacular sightseeing, exciting snorkeling, and all-inclusive comfort, making it the top choice for fami... More
Skip The Line
Private Tour
Likely to Sell Out Kauai’s Na Pali Coast Snorkel and Sail Tour
-
North America
-
Superb541 reviews4.8
Set sail for a once-in-a-lifetime adventure along Kauai’s iconic Na Pali Coast. This five-hour cat....
Skip The Line
Private Tour
Likely to Sell Out
Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon
-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel equipment -Fun, friendly, lifeguard certified crew -BYOB (Bring your own Beverage. No glass bottles)... More
Free Cancellation
Skip The Line
Private Tour
(Saving 10% )
Likely to Sell Out Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon
-
North America
-
Superb293 reviews4.8
-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel....
Free Cancellation
Skip The Line
Private Tour
(Saving 10% )