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Top 10 Best USA Sailing Trips

Found 415 Sailing Trips activities in USA. Sort by Popularity. - Page 11
 

New Historic Palm Beach Sightseeing on Motunui Catamaran Cruise

(3 of 2 reviews)

Relax on a comfortable, shaded 2-hour Intracoastal Waterway Sightseeing Cruise aboard Motunui, a 50-ft open breeze catamaran with cushioned seating, tables, and deck-level restrooms. Enjoy a fully narrated tour showcasing Palm Bea... More

Free Cancellation
Start From $56.71
 
New Historic Palm Beach Sightseeing on Motunui Catamaran Cruise Likely to Sell Out

New Historic Palm Beach Sightseeing on Motunui Catamaran Cruise

  • USA

Relax on a comfortable, shaded 2-hour Intracoastal Waterway Sightseeing Cruise aboard Motunui, a 50-....

    Free Cancellation
    Start From $56.71
 
 

Unforgettable Private Yacht Tour, Music, Drinks & Celebration Fun

(4.6 of 65 reviews)

Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect for those who crave excitement and a deep connection with nature. Explore Miami's marine wonders aboard with all the comforts you... More

Free Cancellation
Private Tour
Start From $599.99
 
Unforgettable Private Yacht Tour, Music, Drinks & Celebration Fun Likely to Sell Out

Unforgettable Private Yacht Tour, Music, Drinks & Celebration Fun

  • USA
  • Superb65 reviews4.6

Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect....

    Free Cancellation
    Private Tour
    Start From $599.99
 
 

Sunset Sail Aboard the 47 ft Daydreams Sailboat

(4.9 of 17 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
  • Superb17 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
 
 

2-Hour Sunset Sailing on San Diego Bay

(5 of 1 review)

Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and milit... More

Free Cancellation
Private Tour
Start From $120.00
 
2-Hour Sunset Sailing on San Diego Bay Likely to Sell Out

2-Hour Sunset Sailing on San Diego Bay

  • USA
  • Superb1 review5

Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

'Alihilani Sunset Sail from Ma'alaea Harbor

(5 of 74 reviews)

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for a luxurious experience, allowing for incredible views of Maui and the inter islands while wa... More

Free Cancellation
Private Tour
Start From $112.90
 
'Alihilani Sunset Sail from Ma'alaea Harbor Likely to Sell Out

'Alihilani Sunset Sail from Ma'alaea Harbor

  • USA
  • Superb74 reviews5

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sa....

    Free Cancellation
    Private Tour
    Start From $112.90
 
 

Sunset sail Aboard Manakai Catamaran

(5 of 74 reviews)

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More

Free Cancellation
Private Tour
Start From $49.82
 
Sunset sail Aboard Manakai Catamaran Likely to Sell Out

Sunset sail Aboard Manakai Catamaran

  • USA
  • Superb74 reviews5

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....

    Free Cancellation
    Private Tour
    Start From $49.82
 
 

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

(4.9 of 71 reviews)

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More

Free Cancellation
Private Tour
Start From $119.00
 
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak Likely to Sell Out

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

  • USA
  • Superb71 reviews4.9

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authent....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Classic Sailboat Tour in New York City

(5 of 1 review)

This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a unique and immersive experience on the Hudson River. You'll enjoy stunning views of iconic landmarks like the Statue of Liberty, E... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Classic Sailboat Tour in New York City Likely to Sell Out

Private Classic Sailboat Tour in New York City

  • USA
  • Superb1 review5

This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a ....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Fort Lauderdale Sailing Charter

(5 of 367 reviews)

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More

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

Fort Lauderdale Sailing Charter

  • USA
  • Superb367 reviews5

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

2-Hour Oahu Sunset Catamaran Sail

(4.9 of 105 reviews)

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for... More

Free Cancellation
Private Tour
Start From $125.00
 
2-Hour Oahu Sunset Catamaran Sail Likely to Sell Out

2-Hour Oahu Sunset Catamaran Sail

  • USA
  • Superb105 reviews4.9

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran f....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

(5 of 39 reviews)

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering Likely to Sell Out

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

  • USA
  • Superb39 reviews5

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Statue of Liberty Sailing Tour

(5 of 14 reviews)

Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with table seating for six, Bluetooth sound system, luxury wraps, lavatory, and curated amenities. Fully staffed by USCG licensed captain a... More

Free Cancellation
Private Tour
Start From $860.00
 
Private Statue of Liberty Sailing Tour Likely to Sell Out

Private Statue of Liberty Sailing Tour

  • USA
  • Superb14 reviews5

Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with tabl....

    Free Cancellation
    Private Tour
    Start From $860.00
 
 

4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

(3.7 of 3 reviews)

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More

Free Cancellation
Private Tour
Start From $599.00
 
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline Likely to Sell Out

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....

  • USA
  • Very Good3 reviews3.7

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

1 Hour Private Charter in New York Harbor for up to 6 people

(4.9 of 50 reviews)

This is a private tour which means it is just you and your party on board. You will be sailing on our beautiful classic sailboat named Tara. Tara is a classic sailboat and one of a kind in NYC. You will sail past Elis Island and t... More

Free Cancellation
Private Tour
Start From $375.00
 
1 Hour Private Charter in New York Harbor for up to 6 people Likely to Sell Out

1 Hour Private Charter in New York Harbor for up to 6 people

  • USA
  • Superb50 reviews4.9

This is a private tour which means it is just you and your party on board. You will be sailing on ou....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

Private Luxury Yacht in Miami

(4.9 of 50 reviews)

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s top destinations—Haulover Sandbar, Oleta River State Park, Biscayne Bay & Sands Key, and Raccoon Island—in style! This sleek 3... More

Free Cancellation
Private Tour
Start From $830.00
 
Private Luxury Yacht in Miami Likely to Sell Out

Private Luxury Yacht in Miami

  • USA
  • Superb50 reviews4.9

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s ....

    Free Cancellation
    Private Tour
    Start From $830.00
 
 

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

(5 of 4 reviews)

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More

Free Cancellation
Private Tour
Start From $299.00
 
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

  • USA
  • Superb4 reviews5

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

Rosé Golden Hour Sunset Sail

(5 of 5 reviews)

Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset cruise offers panoramic views of the Hilton Head coastline with complimentary light bites and drinks on board. Whether you're going wi... More

Free Cancellation
Private Tour
Start From $105.93
 
Rosé Golden Hour Sunset Sail Likely to Sell Out

Rosé Golden Hour Sunset Sail

  • USA
  • Superb5 reviews5

Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset crui....

    Free Cancellation
    Private Tour
    Start From $105.93
 
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3 of 15 reviews)

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More

Free Cancellation
Private Tour
Start From $149.00
 
Key West Sail and Snorkel Day Trip from Fort Lauderdale Likely to Sell Out

Key West Sail and Snorkel Day Trip from Fort Lauderdale

  • USA

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included

(5 of 70 reviews)

Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Her best features include highly-finished woodwork, bronze fixtures, and gaff rigging that s... More

Free Cancellation
Private Tour
Start From $115.00
 
Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included Likely to Sell Out

Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included

  • USA
  • Superb70 reviews5

Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

2hr. SUNSET Sailing Experience on San Francisco Bay

(5 of 17 reviews)

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

Free Cancellation
Private Tour
Start From $149.00
 
2hr. SUNSET Sailing Experience on San Francisco Bay Likely to Sell Out

2hr. SUNSET Sailing Experience on San Francisco Bay

  • USA
  • Superb17 reviews5

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....

    Free Cancellation
    Private Tour
    Start From $149.00
 
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