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Top 10 Best USA Sailing Trips

Found 409 Sailing Trips activities in USA. Sort by Popularity. - Page 6
 

New York City Sailboat Day Cruise to the Statue of Liberty

(4.9 of 126 reviews)

Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit back and relax as the crew raises sail and the boat effortlessly glides a... More

Free Cancellation
Start From $71.63
 
New York City Sailboat Day Cruise to the Statue of Liberty Likely to Sell Out

New York City Sailboat Day Cruise to the Statue of Liberty

  • USA
  • Superb126 reviews4.9

Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted sc....

    Free Cancellation
    Start From $71.63
 
 

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

(4.9 of 138 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 $70.00
 
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans Likely to Sell Out

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

  • USA
  • Superb138 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 $70.00
 
 

Newport Sunset Sail on Schooner Adirondack

(4.9 of 40 reviews)

Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailbo... More

Free Cancellation
Start From $67.84
 
Newport Sunset Sail on Schooner Adirondack Likely to Sell Out

Newport Sunset Sail on Schooner Adirondack

  • USA
  • Superb40 reviews4.9

Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of th....

    Free Cancellation
    Start From $67.84
 
 

Seattle Sailing Experience BYOB

(5 of 92 reviews)

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to race around the world, and now are perfectly at home on Puget Sound. Sit back and relax as our trained crew hoist the sails and turn... More

Free Cancellation
Start From $60.00
 
Seattle Sailing Experience BYOB Likely to Sell Out

Seattle Sailing Experience BYOB

  • USA
  • Superb92 reviews5

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to ra....

    Free Cancellation
    Start From $60.00
 
 

4-Hour St. Pete Pier to Egmont Key Experience by Ferry

(4.7 of 291 reviews)

From the Pier to Paradise. You’ll sail by the beautiful shorelines of St. Pete, pass under the stunning Sunshine Skyway bridge and perhaps see a dolphin or two! This is the only charter offering service from downtown St. Petersb... More

Free Cancellation
Start From $66.67
 
4-Hour St. Pete Pier to Egmont Key Experience by Ferry Likely to Sell Out

4-Hour St. Pete Pier to Egmont Key Experience by Ferry

  • USA
  • Superb291 reviews4.7

From the Pier to Paradise. You’ll sail by the beautiful shorelines of St. Pete, pass under the stu....

    Free Cancellation
    Start From $66.67
 
 

FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry

(3.4 of 11 reviews)

Take advantage of the vicinity of the Bahamas Islands during your Florida visit to experience the world's best beaches. The ocean crossing is provided with our comfortable Express-Ferry featuring restrooms, comfortable seats, air ... More

Free Cancellation
Start From $299.00
 
FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry Likely to Sell Out

FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry

  • USA
  • Good11 reviews3.4

Take advantage of the vicinity of the Bahamas Islands during your Florida visit to experience the wo....

    Free Cancellation
    Start From $299.00
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 504 reviews)

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More

Free Cancellation
Start From $116.00
 
Small-Group San Diego Afternoon Sailing Excursion Likely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

  • USA
  • Superb504 reviews5

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....

    Free Cancellation
    Start From $116.00
 
 

9am Turtle Canyon Snorkel Adventure

(4.9 of 254 reviews)

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More

Free Cancellation
Start From $96.30
 
9am Turtle Canyon Snorkel Adventure Likely to Sell Out

9am Turtle Canyon Snorkel Adventure

  • USA
  • Superb254 reviews4.9

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....

    Free Cancellation
    Start From $96.30
 
 

Portland Tall Ship Cruise on Casco Bay

(4.6 of 226 reviews)

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More

Free Cancellation
Start From $102.27
 
Portland Tall Ship Cruise on Casco Bay Likely to Sell Out

Portland Tall Ship Cruise on Casco Bay

  • USA
  • Superb226 reviews4.6

What better way to see the delights of Portland than from the sea in one of the famous schooner tall....

    Free Cancellation
    Start From $102.27
 
 

Newport Sunset Sail on Classic Sailboat

(4.8 of 21 reviews)

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More

Free Cancellation
Start From $67.84
 
Newport Sunset Sail on Classic Sailboat Likely to Sell Out

Newport Sunset Sail on Classic Sailboat

  • USA
  • Superb21 reviews4.8

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....

    Free Cancellation
    Start From $67.84
 
 

Sunset Catamaran Sail in Cocoa Beach

(5 of 146 reviews)

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Floridaâ... More

Free Cancellation
Start From $55.37
 
Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb146 reviews5

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....

    Free Cancellation
    Start From $55.37
 
 

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

(4.7 of 15 reviews)

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

Free Cancellation
Start From $57.24
 
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport Likely to Sell Out

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

  • USA
  • Superb15 reviews4.7

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....

    Free Cancellation
    Start From $57.24
 
 

Small-Group Yacht Sailing Experience on San Diego Bay

(4.9 of 134 reviews)

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

Free Cancellation
Start From $90.00
 
Small-Group Yacht Sailing Experience on San Diego Bay Likely to Sell Out

Small-Group Yacht Sailing Experience on San Diego Bay

  • USA
  • Superb134 reviews4.9

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Free Cancellation
    Start From $90.00
 
 

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

(4.8 of 23 reviews)

Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Miami Beach experience. Connect with nature, discover new landscapes, & create lasting memories as you explore the stunning coastline... More

Free Cancellation
Private Tour
Start From $600.00
 
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline Likely to Sell Out

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

  • USA
  • Superb23 reviews4.8

Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

(4.3 of 258 reviews)

Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of this grand city by day. You will enjoy breathtaking views of New York City and see the Statue of Liberty, Ellis Island, the Manh... More

Free Cancellation
Private Tour
Start From $68.00
 
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
  • Exellent258 reviews4.3

Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views o....

    Free Cancellation
    Private Tour
    Start From $68.00
 
 

Sunset Sail Aboard the 47 ft Daydreams Sailboat

(4.9 of 15 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 Sail Aboard the 47 ft Daydreams Sailboat Likely to Sell Out

Sunset Sail Aboard the 47 ft Daydreams Sailboat

  • USA
  • Superb15 reviews4.9

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
 
 

Sailing on Historic Schooner Yacht in Salem, MA

(4.9 of 125 reviews)

Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X. Winner of the 1930 and 1932 Newport to Bermuda race and open... More

Free Cancellation
Private Tour
Start From $55.00
 
Sailing on Historic Schooner Yacht in Salem, MA Likely to Sell Out

Sailing on Historic Schooner Yacht in Salem, MA

  • USA
  • Superb125 reviews4.9

Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience ....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

(5 of 31 reviews)

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique Likely to Sell Out

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

  • USA
  • Superb31 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests

(5 of 37 reviews)

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a full restroom, as well as a... More

Free Cancellation
Private Tour
Start From $399.99
 
Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests Likely to Sell Out

Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests

  • USA
  • Superb37 reviews5

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....

    Free Cancellation
    Private Tour
    Start From $399.99
 
 

Sunset Party Cruise–DJ, Trampoline, BYOB & Cocktails (18+)

(5 of 37 reviews)

This is not your average sunset cruise — it’s a party made exclusively for adults 18 and older. Our Disco Sunset Party Cruise blends the thrill of ocean adventure with vibrant party energy. You’ll kick off the evening with ... More

Special Offer
Free Cancellation
Private Tour
Start From $71.20
(Saving 20% ) $89.00
 
-20% Sunset Party Cruise–DJ, Trampoline, BYOB & Cocktails (18+) Likely to Sell Out

Sunset Party Cruise–DJ, Trampoline, BYOB & Cocktails (18+)

  • USA
  • Superb37 reviews5

This is not your average sunset cruise — it’s a party made exclusively for adults 18 and older. ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $71.20
    (Saving 20% ) $89.00
 
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