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Top 10 Best USA Sailing Trips

Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 13
 

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

(4.9 of 196 reviews)

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather permitting) while taking in the sun and spectacular views. Our beautifully, well appointed ... More

Free Cancellation
Start From $75.00
 
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

  • USA
  • Superb196 reviews4.9

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island f....

    Free Cancellation
    Start From $75.00
 
 

Friday Night Firework Cruise in Waikiki

(4.8 of 34 reviews)

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

Free Cancellation
Start From $69.99
 
Friday Night Firework Cruise in Waikiki

Friday Night Firework Cruise in Waikiki

  • USA
  • Superb34 reviews4.8

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....

    Free Cancellation
    Start From $69.99
 
 

Key West Day Sail on Schooner America 2.0 with 2 Drinks

(4.9 of 212 reviews)

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

Free Cancellation
Start From $79.45
 
Key West Day Sail on Schooner America 2.0 with 2 Drinks

Key West Day Sail on Schooner America 2.0 with 2 Drinks

  • USA
  • Superb212 reviews4.9

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....

    Free Cancellation
    Start From $79.45
 
 

Small Group Waikiki Sunset Sailing Tour

(4.9 of 118 reviews)

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More

Free Cancellation
Start From $99.00
 
Small Group Waikiki Sunset Sailing Tour

Small Group Waikiki Sunset Sailing Tour

  • USA
  • Superb118 reviews4.9

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....

    Free Cancellation
    Start From $99.00
 
 

Key West Ultimate Beach Pass with Parasailing

(3.9 of 27 reviews)

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass.... More

Free Cancellation
Start From $107.45
 
Key West Ultimate Beach Pass with Parasailing

Key West Ultimate Beach Pass with Parasailing

  • USA
  • Very Good27 reviews3.9

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....

    Free Cancellation
    Start From $107.45
 
 

Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

(3.9 of 27 reviews)

Charleston's Best Adults-Only 2 Hour Harbor Party Sail Leave the crowded bars behind and step aboard Charleston's largest sailing catamaran for a fun, laid-back afternoon on the water. Departing from beautiful Shem Creek, this 2... More

Free Cancellation
Start From $63.00
 
Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

  • USA
  • Very Good27 reviews3.9

Charleston's Best Adults-Only 2 Hour Harbor Party Sail Leave the crowded bars behind and step aboar....

    Free Cancellation
    Start From $63.00
 
 

Tiki Pub Amazing Dolphin Eco Adventure

(4.5 of 10 reviews)

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and a myriad of sea creatures and incredible Birds! The best part is that then y... More

Free Cancellation
Start From $49.95
 
Tiki Pub Amazing Dolphin Eco Adventure Likely to Sell Out

Tiki Pub Amazing Dolphin Eco Adventure

  • USA
  • Exellent10 reviews4.5

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water i....

    Free Cancellation
    Start From $49.95
 
 

Waikiki small group turtle snorkeling & sailing

(5 of 105 reviews)

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More

Free Cancellation
Start From $99.00
 
Waikiki small group turtle snorkeling & sailing Likely to Sell Out

Waikiki small group turtle snorkeling & sailing

  • USA
  • Superb105 reviews5

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....

    Free Cancellation
    Start From $99.00
 
 

Key West's Locals' Top Sandbar and Sailing Experience

(4.3 of 16 reviews)

Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West as so many locals do, visiting little known, breathtakingly beautiful spots with small groups of friends while enjoying great food ... More

Free Cancellation
Start From $169.00
 
Key West's Locals' Top Sandbar and Sailing Experience Likely to Sell Out

Key West's Locals' Top Sandbar and Sailing Experience

  • USA
  • Exellent16 reviews4.3

Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West a....

    Free Cancellation
    Start From $169.00
 
 

Fort Lauderdale Sailing Charter

(5 of 404 reviews)

Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called the “Venice of America.” This scenic waterway offers a beautiful blend of natural mangroves, luxurious waterfront homes, and ... More

Free Cancellation
Start From $150.00
 
Fort Lauderdale Sailing Charter Likely to Sell Out

Fort Lauderdale Sailing Charter

  • USA
  • Superb404 reviews5

Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called....

    Free Cancellation
    Start From $150.00
 
 

Sailing Charter

(5 of 9 reviews)

Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make an adventure out of it, and sail a living legend out of scenic Sequim Bay! Ingrid Princess is an ocean going, full keel ketch avail... More

Free Cancellation
Start From $240.00
 
Sailing Charter Likely to Sell Out

Sailing Charter

  • USA
  • Superb9 reviews5

Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make a....

    Free Cancellation
    Start From $240.00
 
 

Private Intracoastal Waterway Sailing Cruise

(5 of 9 reviews)

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coastal scenery or unwind while spotting local wildlife during serene nature sails. Perfect for couples, families, or anyone looking t... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Intracoastal Waterway Sailing Cruise Likely to Sell Out

Private Intracoastal Waterway Sailing Cruise

  • USA
  • Superb9 reviews5

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coas....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Spectacular Afternoon Sail on San Diego Bay

(5 of 21 reviews)

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or sit back and enjoy breathtaking views of the city's skyline and wa... More

Free Cancellation
Private Tour
Start From $10.56
 
Spectacular Afternoon Sail on San Diego Bay Likely to Sell Out

Spectacular Afternoon Sail on San Diego Bay

  • USA
  • Superb21 reviews5

A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch....

    Free Cancellation
    Private Tour
    Start From $10.56
 
 

Sunset Dolphin Sail Aboard the Daydreams Sailboat

(5 of 40 reviews)

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

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Dolphin Sail Aboard the Daydreams Sailboat Likely to Sell Out

Sunset Dolphin Sail Aboard the Daydreams Sailboat

  • USA
  • Superb40 reviews5

Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

(4.3 of 272 reviews)

Step aboard the majestic Clipper City and feel the city fade into the background as the wind fills the sails. Glide through New York Harbor in style, with the Brooklyn Bridge, Statue of Liberty, Ellis Island, and the glittering Ma... More

Free Cancellation
Private Tour
Start From $72.60
 
NYC Statue of Liberty Tall Ship Sail aboard Clipper City Likely to Sell Out

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

  • USA
  • Exellent272 reviews4.3

Step aboard the majestic Clipper City and feel the city fade into the background as the wind fills t....

    Free Cancellation
    Private Tour
    Start From $72.60
 
 

Original Cruisin Tikis Snorkeling Safari

(5 of 1 review)

The Snorkeling Safari is a must-do when visiting Destin. Pop open your favorite drinks and let your professional, USCG-licensed captain cruise you through the heart of Destin Harbor while you soak in the scenery and the good vibes... More

Free Cancellation
Private Tour
Start From $69.00
 
Original Cruisin Tikis Snorkeling Safari Likely to Sell Out

Original Cruisin Tikis Snorkeling Safari

  • USA
  • Superb1 review5

The Snorkeling Safari is a must-do when visiting Destin. Pop open your favorite drinks and let your ....

    Free Cancellation
    Private Tour
    Start From $69.00
 
 

Polynesian Canoe Day Sail

(4.9 of 29 reviews)

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
Start From $200.00
 
Polynesian Canoe Day Sail Likely to Sell Out

Polynesian Canoe Day Sail

  • USA
  • Superb29 reviews4.9

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Free Cancellation
    Private Tour
    Start From $200.00
 
 

Daytime Charleston Harbor Sail - Lux Catamatan w/Bar

(4.7 of 10 reviews)

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 55-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the ... More

Free Cancellation
Private Tour
Start From $64.00
 
Daytime Charleston Harbor Sail - Lux Catamatan w/Bar Likely to Sell Out

Daytime Charleston Harbor Sail - Lux Catamatan w/Bar

  • USA
  • Superb10 reviews4.7

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s histor....

    Free Cancellation
    Private Tour
    Start From $64.00
 
 

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 19 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Free Cancellation
Private Tour
Start From $70.00
 
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu Likely to Sell Out

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • USA
  • Superb19 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Snorkel, Swim & Dolphin Sightseeing Sail Aboard the Daydreams

(5 of 3 reviews)

This is a luxury Sailboat Excursion for up to 6 guests. Our 47 ft Daydreams Sailboat has a great bow for sunbathing, aft seating area for enjoyment and a luxury salon, galley, cabins and marine head for your use. Get ready for fu... More

Free Cancellation
Private Tour
Start From $120.00
 
Snorkel, Swim & Dolphin Sightseeing Sail Aboard the Daydreams Likely to Sell Out

Snorkel, Swim & Dolphin Sightseeing Sail Aboard the Daydreams

  • USA
  • Superb3 reviews5

This is a luxury Sailboat Excursion for up to 6 guests. Our 47 ft Daydreams Sailboat has a great bow....

    Free Cancellation
    Private Tour
    Start From $120.00
 
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