Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 430 Sailing Trips activities in USA. Sort by Popularity. - Page 6Boston Harbor Sunset Sail Tour
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adir... More
Likely to Sell Out Boston Harbor Sunset Sail Tour
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USA
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Superb132 reviews4.8
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront ....
Skagway Trail and Sail
This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike Electric Bicycles where you will join us for a self-guided ride to some of Skagway's best sites! You will visit a waterfall, scenic... More
Likely to Sell Out Skagway Trail and Sail
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USA
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Superb5 reviews4.8
This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike E....
Whale Watching Sail in Honolulu with Open Bar
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More
Likely to Sell Out Whale Watching Sail in Honolulu with Open Bar
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USA
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Superb12 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
2hr. SUNSET Sailing Experience on San Francisco Bay
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More
Likely to Sell Out 2hr. SUNSET Sailing Experience on San Francisco Bay
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USA
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Superb24 reviews5
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....
Waikoloa Catamaran Snorkel Sail Including Lunch
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More
Likely to Sell Out Waikoloa Catamaran Snorkel Sail Including Lunch
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USA
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Superb106 reviews4.7
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....
Private Boat - Snorkeling, Star Island & Dolphin Spotting
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k reviews. Connect your phone & be your own DJ—bring your own food, drinks & alcohol. Our boat is fully equipped with a Bluetooth sound... More
Private Tour
Likely to Sell Out Private Boat - Snorkeling, Star Island & Dolphin Spotting
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USA
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Exellent61 reviews4.5
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k revie....
Private Tour
Private Sailing Tour through the Ten Thousands Islands
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More
Private Tour
Likely to Sell Out Private Sailing Tour through the Ten Thousands Islands
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USA
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Superb152 reviews4.9
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....
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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USA
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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
Key West Private Charter: Sandbar and Snorkeling
This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you t... More
Private Tour
Likely to Sell Out Key West Private Charter: Sandbar and Snorkeling
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USA
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Superb9 reviews5
This private charter is designed for a relaxed, flexible day on the water, perfect for groups who wa....
Private Tour
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More
Private Tour
Likely to Sell Out Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
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USA
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Superb700 reviews5
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....
Private Tour
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
Private Tour
Likely to Sell Out Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
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USA
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Superb46 reviews4.9
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. Th....
Private Tour
Likely to Sell Out
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
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USA
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Superb194 reviews4.9
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
Free Cancellation
Private Tour
(Saving 10% )
Sunset Dolphin Sail Aboard the Daydreams Sailboat
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More
Private Tour
Likely to Sell Out Sunset Dolphin Sail Aboard the Daydreams Sailboat
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USA
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Superb32 reviews4.9
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....
Private Tour
Valentines Day Couples Dinner or Singles Cruises in Long Beach
Celebrate Valentine’s Day with Harbor Breeze Cruises, offering two distinct experiences for couples and singles. Couples can indulge in a romantic dinner cruise featuring free-flowing champagne, elegant hors d’oeuvres, a buffe... More
Private Tour
Likely to Sell Out Valentines Day Couples Dinner or Singles Cruises in Long Beach
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USA
Celebrate Valentine’s Day with Harbor Breeze Cruises, offering two distinct experiences for couple....
Private Tour
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay
We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More
Private Tour
Likely to Sell Out Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay
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USA
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Superb12 reviews4.9
We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....
Private Tour
San Francisco Bay Sailing Cruise
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from the vantage point of the water. You’ll coast past the city skyline, the Gold... More
Private Tour
Likely to Sell Out San Francisco Bay Sailing Cruise
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USA
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Superb630 reviews4.9
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....
Private Tour
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vess... More
Private Tour
Likely to Sell Out Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
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USA
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Exellent84 reviews4.5
Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico ....
Private Tour
Friday Night Catamaran Fireworks Sail with Open Bar
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More
Private Tour
Likely to Sell Out Friday Night Catamaran Fireworks Sail with Open Bar
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USA
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Superb55 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Private Tour
Experience Oceanside Sailing with Whales and dolphins!
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and most comfortable sailboats in the Oceanside harbor. We cater to guests from many of the five star hotels in the area. We serve an up... More
Private Tour
Likely to Sell Out Experience Oceanside Sailing with Whales and dolphins!
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USA
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Superb14 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
Private Tour
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More
Private Tour
Likely to Sell Out Key West Day Sail on Schooner America 2.0 with 2 Drinks
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USA
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Superb198 reviews4.9
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....
Private Tour