Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 711 Sailing Trips activities in North America. Sort by Popularity. - Page 16Hilton 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
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
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North America
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Superb26 reviews4.6
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More
Private Tour
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
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North America
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Superb3 reviews5
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....
Private Tour
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical fish and coral reefs. Your adventure continues with a second snorkel... More
Private Tour
Half-Day Deluxe Molokini Snorkel Excursion in Maui
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North America
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Superb95 reviews4.9
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-re....
Private Tour
Full-Day Gray Whale Watching tour from Cabo to Mag Bay
Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled waters of Magdalena Bay- one of the best places on earth to meet gray whales up close. With expert guidance, you´ll gain fascina... More
Private Tour
Full-Day Gray Whale Watching tour from Cabo to Mag Bay
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North America
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Superb1 review5
Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled w....
Private Tour
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Private Tour
Likely to Sell Out Waikiki small group turtle snorkeling & sailing
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North America
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Superb82 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Private Tour
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
Private Tour
Likely to Sell Out Hawaiian Canoe Sailing Experience in Maui
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North America
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Superb58 reviews4.8
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Private Tour
Private Luxury Adventure Tours in Cabo San Lucas
Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. Or you prefer more for a special day in the water that i... More
Private Tour
Likely to Sell Out Private Luxury Adventure Tours in Cabo San Lucas
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North America
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Superb13 reviews4.9
Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy....
Private Tour
Private Charleston Harbor Catamaran Sail
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More
Private Tour
Likely to Sell Out Private Charleston Harbor Catamaran Sail
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North America
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Superb28 reviews5
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....
Private Tour
2 Island Adventure: Contoy & Mujeres with Snorkeling & open bar
What makes this tour unique? Unlike most tours that visit only one island, our experience takes you to two stunning Caribbean islands in a single day—Isla Contoy, a protected ecological reserve with limited daily visitors, and t... More
Private Tour
Likely to Sell Out 2 Island Adventure: Contoy & Mujeres with Snorkeling & open bar
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North America
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Exellent6 reviews4.3
What makes this tour unique? Unlike most tours that visit only one island, our experience takes you ....
Private Tour
Shared Day Sail along Historic St Augustine Bayfront
Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed... More
Private Tour
Likely to Sell Out Shared Day Sail along Historic St Augustine Bayfront
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North America
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Superb6 reviews5
Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories o....
Private Tour
Moana’s Luxury semi-private Sunset Cruise on Nalu
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More
Private Tour
Likely to Sell Out Moana’s Luxury semi-private Sunset Cruise on Nalu
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North America
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Superb9 reviews4.6
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....
Private Tour
Let's Go Sail the York River in Gloucester Point, Virginia
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More
Private Tour
Likely to Sell Out Let's Go Sail the York River in Gloucester Point, Virginia
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North America
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Superb141 reviews5
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....
Private Tour
Los Cabos Seasonal Whale Watch and Snorkel Tour
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More
Private Tour
Likely to Sell Out Los Cabos Seasonal Whale Watch and Snorkel Tour
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North America
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Superb18 reviews4.7
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....
Private Tour
2-Hour Whale Watching Waikiki Oahu Guaranteed sightings!
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never forget to see this amazing creature. If you are lucky enough, you might see dolphins, sea ... More
Private Tour
Likely to Sell Out 2-Hour Whale Watching Waikiki Oahu Guaranteed sightings!
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North America
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Superb918 reviews4.6
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a ....
Private Tour
Private Cabo 35ft cat experience Food and open bar included!
Barta is an extremely fun and comfort 36ft catamaran specifically designed to accommodate large groups of up to 20 passengers. Immerse yourself in the scenic wonders of the bay of Cabo San Lucas as Barta gracefully navigates, ensu... More
Private Tour
Likely to Sell Out Private Cabo 35ft cat experience Food and open bar included!
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North America
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Superb314 reviews4.9
Barta is an extremely fun and comfort 36ft catamaran specifically designed to accommodate large grou....
Private Tour
Sunset Sail from Traverse City with Food, Wine & Cocktails
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More
Private Tour
Likely to Sell Out Sunset Sail from Traverse City with Food, Wine & Cocktails
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North America
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Superb226 reviews4.8
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....
Private Tour
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 and plent... More
Private Tour
Likely to Sell Out Windjammer Classic Sunset Sail from Camden, Maine
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North America
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Superb424 reviews4.9
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship ....
Private Tour
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
Private Tour
Likely to Sell Out Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling
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North America
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Superb111 reviews4.9
Enjoy a private tour on an exclusive sailboat with a fully customizable experience through Puerto Va....
Private Tour
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
Private Tour
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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Superb399 reviews5
We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....
Private Tour
Likely to Sell Out Day Sail from Traverse City with Food, Wine, & Cocktails
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North America
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Superb168 reviews4.9
For a full description please visit our website at https://www.winddancertc.com/ where you can learn....
Private Tour