Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 720 Sailing Trips activities in North America. Sort by Popularity. - Page 28Private Luxurious Sailing Cruise in San Diego Bay
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit.... More
Private Tour
Likely to Sell Out Private Luxurious Sailing Cruise in San Diego Bay
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North America
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Superb12 reviews5
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, an....
Private Tour
Private Afternoon Harbor Cruise on Kismet for parties up to 15
Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More
Private Tour
Likely to Sell Out Private Afternoon Harbor Cruise on Kismet for parties up to 15
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North America
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Superb26 reviews5
Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....
Private Tour
Snorkel in the beautiful reef of Puerto Morelos with transport
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise clear water of the Caribbean Sea and arrive to the Mesoamerican reef. Our captain... More
Private Tour
Likely to Sell Out Snorkel in the beautiful reef of Puerto Morelos with transport
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North America
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reef....
Private Tour
2 Hours Private Guided Sailing Adventure in Pensacola Beach
This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of ... More
Private Tour
Likely to Sell Out 2 Hours Private Guided Sailing Adventure in Pensacola Beach
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North America
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Superb4 reviews5
This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, De....
Private Tour
Dinner and show pirate night Hook in Cancun
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a cruise, it’s a dinner-show aboard an authentic 18th century pirate galleon, where travelers become part of an exciting adventur... More
Private Tour
Likely to Sell Out Dinner and show pirate night Hook in Cancun
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North America
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Superb4 reviews5
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a....
Private Tour
Private Yacht Charter in Cabo San Lucas – Cruise to The Arch
Enjoy a private yachting experience in Cabo San Lucas without committing to a full-day tour. Perfect for couples, families, or small groups, this 2-hour cruise offers front-row views of El Arco, Lover’s Beach, and local sea lion... More
Private Tour
Likely to Sell Out Private Yacht Charter in Cabo San Lucas – Cruise to The Arch
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North America
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Superb1 review5
Enjoy a private yachting experience in Cabo San Lucas without committing to a full-day tour. Perfect....
Private Tour
Private Paddle Tour at Sunrise
With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hours, we have all the necessary equipment for this activity to be complete. We are an ecologically responsible company that promotes... More
Private Tour
Likely to Sell Out Private Paddle Tour at Sunrise
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North America
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Superb215 reviews5
With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hou....
Private Tour
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
Private Tour
Likely to Sell Out Whale Watching Amazing Adventure
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North America
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Superb215 reviews5
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....
Private Tour
Likely to Sell Out
Private Transparent Boat Tour in the Sea of Cozumel
Incredible experience in a 100% transparent boat, we are also the only tour currently that offers snorkeling, sunken ships, there is more probability of finding marine life on this tour since we are on the second largest reef in t... More
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Likely to Sell Out Private Transparent Boat Tour in the Sea of Cozumel
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North America
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Superb215 reviews5
Incredible experience in a 100% transparent boat, we are also the only tour currently that offers sn....
Free Cancellation
Private Tour
(Saving 20% )
Private Sailing and Swim Tour in Waikiki
Join our friendly crew for a beautiful coastal sail on a 40ft Beneteau sailboat up the south shore of Oahu! Cruise by the iconic Waikiki coastline and up past our famous Diamond Head State Monument as our crew shares their local k... More
Private Tour
Likely to Sell Out Private Sailing and Swim Tour in Waikiki
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North America
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Superb215 reviews5
Join our friendly crew for a beautiful coastal sail on a 40ft Beneteau sailboat up the south shore o....
Private Tour
6-Hour Sailing Charter from Fort Lauderdale
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More
Private Tour
Likely to Sell Out 6-Hour Sailing Charter from Fort Lauderdale
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North America
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Superb3 reviews5
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....
Private Tour
San Francisco City Lights Sail
The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us for a city-front cruise to enjoy the majestic sites of San Francisco in the night sky. See the Bay Bridge lit in all its glory, alo... More
Private Tour
Likely to Sell Out San Francisco City Lights Sail
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North America
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Superb6 reviews5
The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us f....
Private Tour
Marina Del Rey Luxury Yacht Experience
Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly and knowledgeable captains. Whether you’re seeking a laid-back day cruising... More
Private Tour
Likely to Sell Out Marina Del Rey Luxury Yacht Experience
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North America
Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Mar....
Private Tour
Private Sunset Sailing
A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premium Open Bar and a Cheese and Cold Cuts table as snacks. Go in style and go Private. Since Covid-19 additional measures and precauti... More
Private Tour
Likely to Sell Out Private Sunset Sailing
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North America
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Superb1 review5
A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premiu....
Private Tour
2hr Luxury Private Sailing Catamaran for 7-12 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
Private Tour
Likely to Sell Out 2hr Luxury Private Sailing Catamaran for 7-12 People
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North America
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Superb1 review5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whale shark adventure is the most enigmatic activity in Mexico. It is a very docile animal that is just as impressive as any other a... More
Private Tour
Likely to Sell Out Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
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North America
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Superb1 review5
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whal....
Private Tour
Discover Hobie-Cat Sailing and Fish your own Lunch
Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freedom that only the ocean can give. You'll realize that you will be able to get to some of the most beautiful places on the planet wi... More
Private Tour
Likely to Sell Out Discover Hobie-Cat Sailing and Fish your own Lunch
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North America
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Superb6 reviews5
Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freed....
Private Tour
Aloha Wednesday Sunset Sail - Drinks Included - Lux Catamaran
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More
Private Tour
Likely to Sell Out Aloha Wednesday Sunset Sail - Drinks Included - Lux Catamaran
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North America
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Superb4 reviews5
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....
Private Tour
Friday Night Waikiki Fireworks Sail
Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a luxury private yacht.... More
Private Tour
Likely to Sell Out Friday Night Waikiki Fireworks Sail
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North America
Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a....
Private Tour
Whale Watching with Lunch and transportation included
Experience the "Whale-tastic Adventure" in Cabo San Lucas during the winter season, where you'll have front-row seats to witness the playful and majestic antics of whales in their natural habitat. Setting sail from the Marina, you... More
Private Tour
Likely to Sell Out Whale Watching with Lunch and transportation included
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North America
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Exellent19 reviews4.4
Experience the "Whale-tastic Adventure" in Cabo San Lucas during the winter season, where you'll hav....
Private Tour