Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 33Key West Wreckers Race Aboard Schooner America 2.0
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More

Key West Wreckers Race Aboard Schooner America 2.0
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North America
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Superb9 reviews4.9
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....
Cancun to Isla Mujeres Full Day Tour with Snorkeling
Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Caribbean – Isla Mujeres, with its paradise beaches. We start the catamaran tour with national open bar included on board throughout ... More

Cancun to Isla Mujeres Full Day Tour with Snorkeling
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North America
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Superb9 reviews4.9
Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Carib....
Private Cruise Swim with Dolphin
Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild Dolphins at the West Coast of Oahu. Learning about the ecosystem of wil... More
Private Tour

Private Cruise Swim with Dolphin
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North America
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Superb9 reviews4.9
Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and ....
Private Tour
Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats
Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water toys. Relax and listen to music in the shade. Barbecue lunch or dinner and watch the sunset. Swim off the Slide Boat or relax on o... More
Private Tour

Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats
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North America
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Superb9 reviews4.9
Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water ....
Private Tour
Platinum Private Catamaran Sailing Tour
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. If... More
Private Tour

Platinum Private Catamaran Sailing Tour
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North America
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Superb3 reviews5
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the....
Private Tour
Deluxe Private Boats - Leopard 51
1. 45-foot Lagoon Catamaran, with premium drinks and food included. 2. Open Bar. The price is set from 1 to 20 passengers. 3. Maximum capacity of 35 passengers. 4. We are focused on providing everything you need so you can relax ... More
Private Tour

Deluxe Private Boats - Leopard 51
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North America
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Superb17 reviews5
1. 45-foot Lagoon Catamaran, with premium drinks and food included. 2. Open Bar. The price is set f....
Private Tour
Waikiki private Day Tour and Sunset sail for couples
Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More
Private Tour

Waikiki private Day Tour and Sunset sail for couples
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North America
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Superb11 reviews5
Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....
Private Tour
Scientific and Cultural Tour in Bacalar with an Expert
Embark on an exclusive journey to the enchanting Bacalar Lagoon with our private tour, guided by a local expert and dedicated naturalist committed to the preservation and study of this unique ecosystem. Our guide, fluent in Englis... More
Private Tour

Scientific and Cultural Tour in Bacalar with an Expert
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North America
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Superb1 review5
Embark on an exclusive journey to the enchanting Bacalar Lagoon with our private tour, guided by a l....
Private Tour
Pirates Sunset Cruise at the Cabo San Lucas Arch
You'll love visiting the Arch of Cabo San Lucas! - Experience breathtaking views of the stunning sunset where the Sea of Cortez meets the Pacific Ocean. - If you visit during the winter months, you might catch a glimpse of whales ... More
Private Tour

Pirates Sunset Cruise at the Cabo San Lucas Arch
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North America
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Superb1 review5
You'll love visiting the Arch of Cabo San Lucas! - Experience breathtaking views of the stunning sun....
Private Tour
Private Luxury Yacht Cruise on Tu Enamorado
Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San Lucas Bay aboard the beautifully crafted Tu Enamorado. Live the yachting lifestyle, walk barefoot on the deck, feel the sun and bre... More
Private Tour

Private Luxury Yacht Cruise on Tu Enamorado
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North America
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Good4 reviews3.5
Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San L....
Private Tour
San Francisco Private Yacht Tour Oracle Sail Grand Prix SailGP
High speed, high tech, high drama. SailGP is back in the Bay! View the racing from aboard your own private sailing yacht - your Captain spent four seasons setting the SailGP race course around the world, so I can provide with an... More
Private Tour

San Francisco Private Yacht Tour Oracle Sail Grand Prix SailGP
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North America
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Good4 reviews3.5
High speed, high tech, high drama. SailGP is back in the Bay! View the racing from aboard your own....
Private Tour
Private Classic Sailboat Tour in New York City
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a unique and immersive experience on the Hudson River. You'll enjoy stunning views of iconic landmarks like the Statue of Liberty, E... More
Private Tour

Private Classic Sailboat Tour in New York City
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North America
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Good4 reviews3.5
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a ....
Private Tour
Nights of Lights Sailboat Tour St Augustine Sailing
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More
Private Tour

Nights of Lights Sailboat Tour St Augustine Sailing
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North America
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Superb3 reviews5
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....
Private Tour
Private Sunset Tour in Marina La Cruz by Yacht
Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours don’t go. Also enjoy the explanation from our captain on the art of sailing. This is not a boat trip, this is an experience to enj... More
Private Tour

Private Sunset Tour in Marina La Cruz by Yacht
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North America
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Superb17 reviews5
Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....
Private Tour
Luxury Yacht 58 ft for up to 20 people 4 hrs
Azimut yachts are designed to pamper the most demanding tastes. Feel the pleasure of sailing aboard this luxury yacht along the coast of Bahía de Banderas. You will enjoy every moment and every place in this tropical paradise. L... More
Private Tour

Luxury Yacht 58 ft for up to 20 people 4 hrs
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North America
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Superb17 reviews5
Azimut yachts are designed to pamper the most demanding tastes. Feel the pleasure of sailing aboard ....
Private Tour
4 Day Alaskan Excursion
This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alaskan wilderness. Each day is unknown because the climate here is so unpredictable. But we always make the best with what we have got... More
Private Tour

4 Day Alaskan Excursion
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North America
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Superb17 reviews5
This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alask....
Private Tour
Private Sunset Sail for Two
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More
Private Tour

Private Sunset Sail for Two
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North America
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Superb5 reviews5
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....
Private Tour
Private 2-Hour Wind and Wine Sunset Sail in Key West
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There... More
Private Tour

Private 2-Hour Wind and Wine Sunset Sail in Key West
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North America
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Superb81 reviews4.9
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from ....
Private Tour
Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos
Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends, or family. Breathtaking Sunset Views: Watch the sky light up with vibrant colors over Cabo. Iconic Landmarks: Sail past The Arch,... More
Private Tour

Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos
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North America
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Superb81 reviews4.9
Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends,....
Private Tour
Private Afternoon Snorkel with Sunset Sail in Key West
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More
Private Tour

Private Afternoon Snorkel with Sunset Sail in Key West
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North America
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Superb4 reviews5
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....
Private Tour