Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 222 Hour Chesapeake Day Sail on Catamaran Epiphany
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide... More
2 Hour Chesapeake Day Sail on Catamaran Epiphany
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North America
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Superb9 reviews5
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. ....
kayaking in Huatulco
The geographical position favors us to observe whales, dolphins, turtles and much more while sailing in the kayak in calm waters, we have contact with the most 95% of the time on the tour, so it is highly recommended for biologist... More
Private Tour
kayaking in Huatulco
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North America
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Superb6 reviews5
The geographical position favors us to observe whales, dolphins, turtles and much more while sailing....
Private Tour
Private Catamaran: Snorkel, Swim and Dolphin Watching
Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast.... More
Private Tour
Likely to Sell Out Private Catamaran: Snorkel, Swim and Dolphin Watching
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North America
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Superb1 review5
Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion....
Private Tour
2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for gre... More
Private Tour
Likely to Sell Out 2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
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North America
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Superb124 reviews5
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind....
Private Tour
Cozumel Private Snorkeling and Charter Experience
We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On this tour, you'll have your own completely private charter visiting the famous 'El Cielo' and other amazing destinations to give you... More
Private Tour
Likely to Sell Out Cozumel Private Snorkeling and Charter Experience
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North America
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Superb29 reviews4.9
We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On th....
Private Tour
St Augustine Nights of Lights Tour with Live Music and Sunset Opt
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the illuminated bayfront, the Bridge of Lions, and Castillo de... More
Private Tour
Likely to Sell Out St Augustine Nights of Lights Tour with Live Music and Sunset Opt
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North America
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Superb70 reviews4.6
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday ....
Private Tour
Baltimore Harbor Evening Sail on the Unforgettable
Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience. Â It's BYOB,... More
Private Tour
Likely to Sell Out Baltimore Harbor Evening Sail on the Unforgettable
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North America
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Superb5 reviews4.6
Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorg....
Private Tour
Romantic Dinner on a Spanish Galeon in Cancun
Live this unique experience in one of the most romantic cities in the world! Enjoy a magical dinner with the most wonderful scenary. This is the perfect opportunity to enjoy a delicious dinner while you fall in love with the liv... More
Private Tour
Likely to Sell Out Romantic Dinner on a Spanish Galeon in Cancun
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North America
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Exellent23 reviews4.3
Live this unique experience in one of the most romantic cities in the world! Enjoy a magical dinner ....
Private Tour
Amazing Snorkeling Experience + Real Mexican Tacos
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you feel a connection with nature, it is like taking a little bit of Cancun with you back home. Se... More
Private Tour
Likely to Sell Out Amazing Snorkeling Experience + Real Mexican Tacos
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North America
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Exellent15 reviews4.2
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinera....
Private Tour
Vancouver Sailing Tour - Learn the Ropes
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience takes you through the picturesque False Creek and English Bay, where you’ll be ... More
Private Tour
Likely to Sell Out Vancouver Sailing Tour - Learn the Ropes
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North America
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Superb2 reviews5
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s s....
Private Tour
Private Fishing & Snorkeling Boat Charter (Up to 12 pax)
Set sail on the ultimate private marine adventure departing from Nuevo Vallarta! Perfect for families or friend groups (1 to 12 passengers), your party will be assigned one of our 4 private vessels based on your group size. This c... More
Private Tour
Likely to Sell Out Private Fishing & Snorkeling Boat Charter (Up to 12 pax)
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North America
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Exellent18 reviews4.3
Set sail on the ultimate private marine adventure departing from Nuevo Vallarta! Perfect for familie....
Private Tour
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More
Private Tour
Likely to Sell Out Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
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North America
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Superb204 reviews4.9
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....
Private Tour
Likely to Sell Out
Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling
Enjoy a private tour on an exclusive sailboat with a fully customizable experience through Puerto Vallarta´s Bay. You will be able to Sail, Snorkel, Swim and even Paddelboard in Los Arcos National Park, capturing beautiful views ... More
Free Cancellation
Private Tour
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Likely to Sell Out Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling
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North America
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Superb113 reviews4.9
Enjoy a private tour on an exclusive sailboat with a fully customizable experience through Puerto Va....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
Shallow Water Snorkeling and Dolphin Watching in Key West
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s weather refunds of course. Premium drinks & snacks included! Enjoy a premium sha... More
Free Cancellation
Private Tour
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Likely to Sell Out Shallow Water Snorkeling and Dolphin Watching in Key West
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North America
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Superb472 reviews4.6
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 wee....
Free Cancellation
Private Tour
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Likely to Sell Out
Luxury Whale Watch Cruise to The Arch Los Cabos
Whale season is from mid-December thru mid-April, you can book this tour all year round but to travel only during the Whale Season (Dec 15 thru April 15th). Enjoy 2 hours spectacular adventure looking for whales, who travel thousa... More
Free Cancellation
Private Tour
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Likely to Sell Out Luxury Whale Watch Cruise to The Arch Los Cabos
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North America
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Superb151 reviews4.6
Whale season is from mid-December thru mid-April, you can book this tour all year round but to trave....
Free Cancellation
Private Tour
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Likely to Sell Out
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen
We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and Tulum. Our services are provided with high quality standards to ensure maximum satis... More
Free Cancellation
Private Tour
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Likely to Sell Out 4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del....
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North America
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Superb487 reviews5
We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Sailing Tour through the Ten Thousands Islands
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Sailing Tour through the Ten Thousands Islands
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North America
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Superb156 reviews4.9
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....
Free Cancellation
Private Tour
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Likely to Sell Out
Whale-Watching Pirate Ship Cruise in Los Cabos
Go whale-watching in Cabo San Lucas aboard a real pirate ship called the Bucaneer Queen. Sail the Pacific Ocean and the Sea of Cortez in search of these amazing creatures. You will be accompanied by an experienced bilingual guide ... More
Free Cancellation
Private Tour
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Likely to Sell Out Whale-Watching Pirate Ship Cruise in Los Cabos
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North America
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Superb119 reviews4.7
Go whale-watching in Cabo San Lucas aboard a real pirate ship called the Bucaneer Queen. Sail the Pa....
Free Cancellation
Private Tour
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Likely to Sell Out
Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling
Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical waters alongside colorful sea life. The bilingual crew is happy to accommodate any special occasion or request. This unforgettable ex... More
Free Cancellation
Private Tour
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Likely to Sell Out Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling
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North America
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Superb189 reviews5
Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical water....
Free Cancellation
Private Tour
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Likely to Sell Out
Sunset Catamaran Sail in Cocoa Beach
Experience a Magical Sunset in Cocoa Beach! 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 beauty of Floridaâ... More
Free Cancellation
Private Tour
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Likely to Sell Out Sunset Catamaran Sail in Cocoa Beach
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North America
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Superb185 reviews4.9
Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....
Free Cancellation
Private Tour
(Saving inf% )