Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 712 Sailing Trips activities in North America. Sort by Popularity. - Page 323 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya
We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht is the hottest new addition to our fleet. The Canadian built Neptunus is truly ... More
3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya
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North America
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Superb225 reviews4.9
We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the ....
Private Catamaran Ride in Los Cabos Food and Bar Outdoors
Enjoy a complete catamaran experience combining scenic sailing, snorkeling and onboard dining. Sail in front of the Cabo San Lucas Arch while enjoying open bar and fresh foods such as ceviches, guacamole and fruit. It includes a s... More
Private Tour
Private Catamaran Ride in Los Cabos Food and Bar Outdoors
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North America
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Superb18 reviews5
Enjoy a complete catamaran experience combining scenic sailing, snorkeling and onboard dining. Sail ....
Private Tour
Private Charter: Shell Island Snorkeling & Dolphin Adventure
What makes this experience truly special is that it is a private charter designed entirely around your group. Unlike crowded tours with fixed schedules, this trip offers a relaxed and flexible experience where the day can be tailo... More
Private Tour
Private Charter: Shell Island Snorkeling & Dolphin Adventure
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North America
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Superb32 reviews4.8
What makes this experience truly special is that it is a private charter designed entirely around yo....
Private Tour
3-Night Private Charter in Lake Clark National Park
Spend three nights and four days exploring Lake Clark National Park aboard Odyssey, our 50-foot sailing catamaran, with the yacht reserved for your private group of up to six guests. Settle into three queen guest cabins, each with... More
Private Tour
3-Night Private Charter in Lake Clark National Park
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North America
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Superb1 review5
Spend three nights and four days exploring Lake Clark National Park aboard Odyssey, our 50-foot sail....
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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Superb12 reviews4.9
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the....
Private Tour
Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs
Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting nautical activities! If you are looking to live a unique and unforgettable experience with family or friends, this is the perfect plac... More
Private Tour
Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs
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North America
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Superb12 reviews4.9
Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting naut....
Private Tour
Photo Tour in Playa del Secreto, Playa del Carmen
What makes this experience unique is the combination of professional photography with a completely personalized approach. Not only do you take pictures, you live a relaxed, guided session adapted to your style, in some of the most... More
Private Tour
Photo Tour in Playa del Secreto, Playa del Carmen
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North America
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Superb12 reviews4.9
What makes this experience unique is the combination of professional photography with a completely p....
Private Tour
Land’s End Sunset Cruise – Open Bar & Tacos Included
Embark on a serene journey aboard the CaboMar Catamaran, where each moment unfolds in tranquility, with approximately 40 minutes spent at each captivating point along the route. As you glide through the stunning landscapes of Cab... More
Private Tour
Land’s End Sunset Cruise – Open Bar & Tacos Included
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North America
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Superb12 reviews4.9
Embark on a serene journey aboard the CaboMar Catamaran, where each moment unfolds in tranquility, w....
Private Tour
Sunset in Private Sailboat 4 hrs up to 15 pax
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see the sunset very close during this 4-hour tour... More
Private Tour
Sunset in Private Sailboat 4 hrs up to 15 pax
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North America
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Very Good15 reviews4
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other importa....
Private Tour
Private Soothe Sailing Retreat in Charleston
Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charleston. Perfect for groups of up to 12, this serene experience invites you to engage in guided breathwork and meditation amidst the t... More
Private Tour
Private Soothe Sailing Retreat in Charleston
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North America
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Very Good15 reviews4
Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charles....
Private Tour
Private Luxury Yacht Charter aboard 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 Charter aboard Tu Enamorado
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North America
Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San L....
Private Tour
Group Tour in Lagoon of Bacalar with snacks and drinks
Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon. See the shorelines, cenotes, birds, and mangroves. On our group tour you will have plenty of time to walk around the sand banks ... More
Private Tour
Group Tour in Lagoon of Bacalar with snacks and drinks
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North America
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Superb7 reviews5
Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon.....
Private Tour
Romantic Luxury Sunset Sail with Premium Drinks & Appetizers
Set sail from the vibrant, world-class Marina of Cabo San Lucas for an evening of pure elegance and relaxation. Escape the crowds on this intimate, small-group excursion aboard a premium French-made sailing boat, designed for trav... More
Private Tour
Romantic Luxury Sunset Sail with Premium Drinks & Appetizers
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North America
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Superb7 reviews5
Set sail from the vibrant, world-class Marina of Cabo San Lucas for an evening of pure elegance and ....
Private Tour
Wing Suping Wing Foiling without the Foil
Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to experience wind sports. This beginner‑friendly session uses a stable stand‑up paddleboard and a lightweight inflatable wing, maki... More
Private Tour
Wing Suping Wing Foiling without the Foil
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North America
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Superb7 reviews5
Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to exp....
Private Tour
Themed and Special Event Cruise in Chesapeake Bay
This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More
Private Tour
Themed and Special Event Cruise in Chesapeake Bay
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North America
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Superb1 review5
This cruise is a unique way to celebrate that special event in your life while cruising on your very....
Private Tour
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch
The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently in peaceful currents, spot wildlife, and enjoy fresh snacks and authentic ceviche on a private 5-hour boat tour away from the crow... More
Private Tour
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch
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North America
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Superb10 reviews4.9
The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently ....
Private Tour
Sunset Wine & Cheese Sail in St. Margarets Bay
Set sail on a scenic journey through St. Margarets Bay, renowned for its rugged coastline and stunning islands. During this 2.5-hour Sunset Wine and Cheese sail, indulge in local wines and charcuterie as the sun sets over Nova Sco... More
Private Tour
Sunset Wine & Cheese Sail in St. Margarets Bay
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North America
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Superb10 reviews4.9
Set sail on a scenic journey through St. Margarets Bay, renowned for its rugged coastline and stunni....
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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Superb10 reviews4.9
Azimut yachts are designed to pamper the most demanding tastes. Feel the pleasure of sailing aboard ....
Private Tour
Private Yacht for up to 12 People
Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip that you will enjoy like no other, you cannot miss its comfortable spaces while the beautiful colors of the sea and the sky make thos... More
Private Tour
Private Yacht for up to 12 People
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North America
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Superb10 reviews4.9
Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip tha....
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