Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 713 Sailing Trips activities in North America. Sort by Popularity. - Page 10Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
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North America
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Superb58 reviews4.8
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....
Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips be... More
Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
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North America
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Superb105 reviews4.8
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. Th....
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki ... More
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
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North America
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Superb261 reviews4.8
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....
Mexico City: Xochimilco at sunrise + Breakfast and transportation
Discover a totally different face of Xochimilco, away from the tourist bustle and focused on natural beauty, the tranquility of the sunrise and respect for the environment. This is not the traditional Xochimilco of the trajineras;... More
Likely to Sell Out Mexico City: Xochimilco at sunrise + Breakfast and transportation
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North America
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Superb125 reviews5
Discover a totally different face of Xochimilco, away from the tourist bustle and focused on natural....
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
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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Superb208 reviews4.9
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....
Scenic Day Sails in Newport Harbor and Narragansett Bay Aquidneck
Set sail aboard Aquidneck on a memorable journey through Newport Harbor and Narragansett Bay, where the winds are perfect for an afternoon adventure. Guests can relax and soak in the stunning views of iconic landmarks like the Pel... More
Likely to Sell Out Scenic Day Sails in Newport Harbor and Narragansett Bay Aquidneck
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North America
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Superb33 reviews5
Set sail aboard Aquidneck on a memorable journey through Newport Harbor and Narragansett Bay, where ....
Isla Mujeres, Cancún Private Sunset Trip
Our tours are suited to your needs, as we want you to enjoy yourself, to simply let go, to watch the sunset and experience the moment. We are here to bring you the the quality service you so rightly deserve. Our adored crew ensure... More
Private Tour
Likely to Sell Out Isla Mujeres, Cancún Private Sunset Trip
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North America
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Superb85 reviews5
Our tours are suited to your needs, as we want you to enjoy yourself, to simply let go, to watch the....
Private Tour
Luxury Sunset Sail on Serendipity Catamaran in Charleston
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seabreeze Marina in downtown Charleston. Enjoy stunning waterfront views and local wildlife as the sun dips below the horizon. This up... More
Private Tour
Likely to Sell Out Luxury Sunset Sail on Serendipity Catamaran in Charleston
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North America
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Superb26 reviews5
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seab....
Private Tour
Maui Turtle Snorkel & Sail with Lunch & Open Bar out of Maalaea
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More
Private Tour
Likely to Sell Out Maui Turtle Snorkel & Sail with Lunch & Open Bar out of Maalaea
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North America
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Superb42 reviews4.8
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....
Private Tour
Friday Night Firework Cruise in Waikiki
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More
Private Tour
Likely to Sell Out Friday Night Firework Cruise in Waikiki
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North America
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Superb35 reviews4.8
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....
Private Tour
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moët cruise, to sip Moët & Chandon champagne and indulge your palate while being washed in the colors of the Key West sunset! Incl... More
Private Tour
Likely to Sell Out Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
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North America
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Superb1,016 reviews4.9
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moë....
Private Tour
Exclusive Isla Mujeres and Cancun Private Yacht Tour
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set the stage for a day of exhilaration and relaxation. Cruise along the mesmerizing Cancun coastlines, dive into vibrant coral reefs du... More
Private Tour
Likely to Sell Out Exclusive Isla Mujeres and Cancun Private Yacht Tour
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North America
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Superb42 reviews5
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set th....
Private Tour
Daytime Sailing Along San Diego's Skyline
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More
Private Tour
Likely to Sell Out Daytime Sailing Along San Diego's Skyline
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North America
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Superb160 reviews5
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....
Private Tour
Likely to Sell Out
Sunset Sailing Tour in Bacalar with Outdoor Bar and Lunch
Discover the magic of the Laguna de los 7 Colores aboard our sailboat. Enjoy 5 hours of sailing, good music, unlimited drinks, delicious food, and moments to share. We created this experience for those who are looking for somethi... More
Free Cancellation
Private Tour
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Likely to Sell Out Sunset Sailing Tour in Bacalar with Outdoor Bar and Lunch
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North America
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Superb87 reviews4.9
Discover the magic of the Laguna de los 7 Colores aboard our sailboat. Enjoy 5 hours of sailing, goo....
Free Cancellation
Private Tour
(Saving 20% )
Likely to Sell Out
Starfish, Stingrays and the Cozumel Turtle Sanctuary Snorkel Tour
People’s Choice- Best snorkeling tour! immerse in a world of Adventure and admire Spectacular marine life on this Cozumel Snorkeling trip. Enjoy 3 of the most popular Cozumel's marine attractions in the Mexican Caribbean. El C... More
Free Cancellation
Private Tour
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Likely to Sell Out Starfish, Stingrays and the Cozumel Turtle Sanctuary Snorkel Tour
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North America
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Exellent299 reviews4.3
People’s Choice- Best snorkeling tour! immerse in a world of Adventure and admire Spectacular mar....
Free Cancellation
Private Tour
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Likely to Sell Out
Tiki Pub Glow Party Cruise (Adults only)
Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic of the moonlit waters, paired with tunes and laughter. Join us for the most memora... More
Free Cancellation
Private Tour
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Likely to Sell Out Tiki Pub Glow Party Cruise (Adults only)
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North America
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Superb18 reviews4.9
Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, si....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
City Tour & Beach Club All Inclusive W Horse Ride & Water Sports
Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transported in a luxurious, air-conditioned vehicle, complete with complimentary beverages. Our tour includes visits to the stunning cathe... More
Free Cancellation
Private Tour
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Likely to Sell Out City Tour & Beach Club All Inclusive W Horse Ride & Water Sports
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North America
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Good5 reviews3.4
Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transpor....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Polynesian Canoe Day Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Free Cancellation
Private Tour
(Saving 15% )
Likely to Sell Out Polynesian Canoe Day Sail
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North America
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Free Cancellation
Private Tour
(Saving 15% )
Likely to Sell Out
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
Free Cancellation
Private Tour
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Likely to Sell Out San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
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North America
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Superb85 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Kona Tradewind Catamaran Day Sail
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing catamaran. Feel the trade winds fill the sails as you glide across the water, taking in panoramic views of volcanic cliffs, sparklin... More
Free Cancellation
Private Tour
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Likely to Sell Out Kona Tradewind Catamaran Day Sail
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North America
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Superb51 reviews4.8
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing ca....
Free Cancellation
Private Tour
(Saving inf% )