Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 404 Sailing Trips activities in USA. Sort by Popularity. - Page 182 Hours Cocktail Sail Aboard Bella
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the water. Spot dolphins, seabirds, and other wildlife as you pass by islands and marshlands. The boat is fully equipped with air con... More

2 Hours Cocktail Sail Aboard Bella
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USA
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Good3 reviews3.3
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the ....
2-Hour Private Morning Charter on Heart's Desire in Casco Bay
Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in ... More
Private Tour

2-Hour Private Morning Charter on Heart's Desire in Casco Bay
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USA
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Good3 reviews3.3
Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and fea....
Private Tour
Morning Pali Coast Snorkel and Performance Sail
The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Gardens which boasts a unique blend of coral and sea life tucked into the cliffs near the West Maui Mountains. Enjoy the best conditions... More
Private Tour

Morning Pali Coast Snorkel and Performance Sail
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USA
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Superb4 reviews4.8
The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Garden....
Private Tour
Condor Sailing Public Dolphin and Sightseeing Cruise
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More
Private Tour

Condor Sailing Public Dolphin and Sightseeing Cruise
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USA
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Superb4 reviews5
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....
Private Tour
Moana’s Luxury semi-private Sunset Cruise on Nalu
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More
Private Tour

Moana’s Luxury semi-private Sunset Cruise on Nalu
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USA
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Exellent6 reviews4.3
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....
Private Tour
Private South Shore Sail Charter
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More
Private Tour

Private South Shore Sail Charter
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USA
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Superb2 reviews5
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....
Private Tour
SUNSET CRUISE in Key Largo,FL.
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More
Private Tour

SUNSET CRUISE in Key Largo,FL.
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USA
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Superb3 reviews5
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....
Private Tour
2 Hr Shared Day 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 Hr Shared Day Sail Along Historic Bay Front
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USA
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Superb4 reviews5
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour
Key West all Day Beach Pass from Miami
Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More
Private Tour

Key West all Day Beach Pass from Miami
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USA
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Superb4 reviews5
Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....
Private Tour
Afternoon Sail With the Whales from Ma'alaea Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Private Tour

Afternoon Sail With the Whales from Ma'alaea Harbor
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USA
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Superb4 reviews5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Private Catamaran Charter in Waikiki (7-12 Guests)
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More
Private Tour

Private Catamaran Charter in Waikiki (7-12 Guests)
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USA
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Superb4 reviews5
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....
Private Tour
6-Hour Sailing Charter from Fort Lauderdale
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More
Private Tour

6-Hour Sailing Charter from Fort Lauderdale
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USA
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Superb3 reviews5
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....
Private Tour
San Diego's first ever Family Sailing Tours
We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More
Private Tour

San Diego's first ever Family Sailing Tours
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USA
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Superb5 reviews5
We are based in San Diego and we are designed for families. Our whole mission is to bring families c....
Private Tour
Private Swim and Sail Charter (Kewalo Harbor)
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More
Private Tour

Private Swim and Sail Charter (Kewalo Harbor)
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USA
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Superb5 reviews5
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....
Private Tour
2-hour Customizable Private Day Sail in Key West
This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon one of our historic schooners. This trip has a capacity of up to 26 people, and a selection of sodas, beer, and wine are included... More
Private Tour

2-hour Customizable Private Day Sail in Key West
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USA
This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon....
Private Tour
Ft Myers Beach Tiki Pub Tropical Beach Getaway Cruise
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More
Private Tour

Ft Myers Beach Tiki Pub Tropical Beach Getaway Cruise
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USA
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Superb13 reviews5
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....
Private Tour
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 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

3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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USA
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Superb13 reviews5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More
Private Tour

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
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USA
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....
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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USA
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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
Early Sail with the Whales from Ma'alaea Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Private Tour

Early Sail with the Whales from Ma'alaea Harbor
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USA
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Good3 reviews3.3
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour