Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 674 Sailing Trips activities in North America. Sort by Popularity. - Page 25
Private Adellita Yacht rental in Mexico
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North America
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Superb1 review5
Private yacht for your party to sailing around Puerto Vallarta Bay with drinks and meals included to....
Private Tour
3 Hour 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

3 Hour 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

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure
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North America
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Exellent4 reviews4.5
Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....
Private Tour
BYOB Friday Night Fireworks Cruise
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More
Private Tour

BYOB Friday Night Fireworks Cruise
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North America
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Exellent5 reviews4.2
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....
Private Tour
2 hours - Private Sunset Sail along Historic Bay Front
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
Private Tour

2 hours - Private Sunset Sail along Historic Bay Front
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North America
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Superb26 reviews4.9
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour
The Best Catamaran Tour to Isla Mujeres from Cancún
Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran equipped with all the comforts! Enjoy with your family and your friends a quiet ride catamaran sailing on the crystal clear waters... More
Private Tour

The Best Catamaran Tour to Isla Mujeres from Cancún
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North America
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Superb5 reviews4.8
Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran ....
Private Tour
Private Charter 6 Passenger Sandbar, Snorkel, Dolphins
Cowfish offers a smooth and comfortable ride, versatility, and ample space for 6 or fewer in a small package. Whether you want to lounge on the sandbar, snorkel at your own pace, or enjoy dolphin watching, Cowfish provides a great... More
Private Tour

Private Charter 6 Passenger Sandbar, Snorkel, Dolphins
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North America
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Superb4 reviews5
Cowfish offers a smooth and comfortable ride, versatility, and ample space for 6 or fewer in a small....
Private Tour
Cozumel Catamaran Experience with Snorkeling & Beach Club
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cruise in a luxurious catamaran along the Cozumel coastline, and snorkel above the fascinating El Palancar Reef. The adventure conti... More
Private Tour

Cozumel Catamaran Experience with Snorkeling & Beach Club
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North America
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Exellent6 reviews4.2
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cru....
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

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
Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the trip in the town of Puerto Morelos. There you will be able to visit the 2nd biggest barrier reef in the world. Swim and explore the... More
Private Tour

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
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North America
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Very Good3 reviews3.7
Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....
Private Tour
Private Sailing Charter in Brooklyn
Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More
Private Tour

Private Sailing Charter in Brooklyn
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North America
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Superb4 reviews5
Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....
Private Tour
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks
Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and enjoy this adventure aboard our luxurious French-made sailboats and cat... More
Private Tour

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....
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North America
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Superb11 reviews5
Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....
Private Tour
Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas
A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fine exquisite snacks. Discover Marine Life or bath in the Sea of Cortes. A fantastic Private Adventure.... More
Private Tour

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas
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North America
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Superb11 reviews5
A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fi....
Private Tour
Private Cabo San Lucas Sunset Cruise
You will enjoy watching the sun set on the horizon from your very own private boat with our accommodating and knowledgeable crew. Every tour includes sightseeing along the spectacular Finisterra Rocky point where you will see the ... More
Private Tour

Private Cabo San Lucas Sunset Cruise
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North America
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Superb52 reviews4.9
You will enjoy watching the sun set on the horizon from your very own private boat with our accommod....
Private Tour
Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor
Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a c... More
Private Tour

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor
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North America
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Exellent20 reviews4.3
Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....
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

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. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More
Private Tour

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
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North America
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Superb1 review5
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....
Private Tour
Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii
Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to j... More
Private Tour

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii
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North America
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Superb10 reviews4.9
Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expe....
Private Tour
JFarwell Sip & Sail aboard the Reverie
This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding in luxury with friends, family or colleagues. Step aboard our 50’ Catamaran and be greeted with a perfect locally crafted bevera... More
Private Tour

JFarwell Sip & Sail aboard the Reverie
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North America
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Superb18 reviews5
This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding ....
Private Tour
Private Whale Watching Sailing Adventure
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More
Private Tour

Private Whale Watching Sailing Adventure
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North America
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Good2 reviews3.5
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....
Private Tour