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Top 10 Best USA Sailing Trips

Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 14
 

2-Hour Morning Sail in San Diego

(4.9 of 32 reviews)

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More

Free Cancellation
Start From $95.00
 
2-Hour Morning Sail in San Diego

2-Hour Morning Sail in San Diego

  • USA
  • Superb32 reviews4.9

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....

    Free Cancellation
    Start From $95.00
 
 

Sunset Sailing Seattle

(4.9 of 32 reviews)

I've been doing sailing tours for 10 years, and compared to the bigger boats, with more passengers, I offer more intimate setting with great history on an antique modern sailing yacht.... More

Free Cancellation
Start From $125.00
 
Sunset Sailing Seattle

Sunset Sailing Seattle

  • USA
  • Superb32 reviews4.9

I've been doing sailing tours for 10 years, and compared to the bigger boats, with more passengers, ....

    Free Cancellation
    Start From $125.00
 
 

Maui Sunset Sail

(4.6 of 220 reviews)

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More

Free Cancellation
Start From $137.82
 
Maui Sunset Sail

Maui Sunset Sail

  • USA
  • Superb220 reviews4.6

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....

    Free Cancellation
    Start From $137.82
 
 

Fun Boat Rental with Captain in Miami Beach - up to 6 people

(4.9 of 54 reviews)

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More

Free Cancellation
Private Tour
Start From $260.00
 
Fun Boat Rental with Captain in Miami Beach - up to 6 people

Fun Boat Rental with Captain in Miami Beach - up to 6 people

  • USA
  • Superb54 reviews4.9

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....

    Free Cancellation
    Private Tour
    Start From $260.00
 
 

BYOB Friday Night Fireworks Cruise

(4.3 of 6 reviews)

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More

Free Cancellation
Private Tour
Start From $138.95
 
BYOB Friday Night Fireworks Cruise

BYOB Friday Night Fireworks Cruise

  • USA
  • Exellent6 reviews4.3

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....

    Free Cancellation
    Private Tour
    Start From $138.95
 
 

Harbor Sail Aboard the Tall Ship Denis Sullivan

(4.3 of 6 reviews)

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this pub... More

Free Cancellation
Private Tour
Start From $55.00
 
Harbor Sail Aboard the Tall Ship Denis Sullivan Likely to Sell Out

Harbor Sail Aboard the Tall Ship Denis Sullivan

  • USA
  • Exellent6 reviews4.3

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique oppor....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 68 reviews)

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More

Free Cancellation
Private Tour
Start From $196.63
 
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Likely to Sell Out

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • USA
  • Superb68 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Free Cancellation
    Private Tour
    Start From $196.63
 
 

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

(4.9 of 107 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
  • Superb107 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
 
 

Day Sailing Adventure in the Florida Marine Sanctuary

(5 of 44 reviews)

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature ... More

Free Cancellation
Private Tour
Start From $120.00
 
Day Sailing Adventure in the Florida Marine Sanctuary Likely to Sell Out

Day Sailing Adventure in the Florida Marine Sanctuary

  • USA
  • Superb44 reviews5

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 250 reviews)

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More

Free Cancellation
Private Tour
Start From $79.00
 
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed Likely to Sell Out

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

  • USA
  • Superb250 reviews4.6

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Let's Go Sail the York River in Gloucester Point, Virginia

(4.9 of 156 reviews)

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More

Free Cancellation
Private Tour
Start From $96.42
 
Let's Go Sail the York River in Gloucester Point, Virginia Likely to Sell Out

Let's Go Sail the York River in Gloucester Point, Virginia

  • USA
  • Superb156 reviews4.9

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....

    Free Cancellation
    Private Tour
    Start From $96.42
 
 

Private Sailing Charters: Island Adventures and Sunset Cruises

(4.9 of 156 reviews)

Set sail on a private charter with Water Music Charters, offering an unforgettable experience along Folly Beach and Charleston's vibrant waters. With over 25 years of service, enjoy the tranquility of sunset sails, spot dolphins a... More

Free Cancellation
Private Tour
Start From $350.00
 
Private Sailing Charters: Island Adventures and Sunset Cruises Likely to Sell Out

Private Sailing Charters: Island Adventures and Sunset Cruises

  • USA
  • Superb156 reviews4.9

Set sail on a private charter with Water Music Charters, offering an unforgettable experience along ....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Private Long Island Sound Sailing Experience

(4.9 of 156 reviews)

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Long Island Sound Sailing Experience Likely to Sell Out

Private Long Island Sound Sailing Experience

  • USA
  • Superb156 reviews4.9

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Private Oahu Sunset Charter with Tasting and Drinks

(5 of 50 reviews)

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More

Free Cancellation
Private Tour
Start From $1,413.61
 
Private Oahu Sunset Charter with Tasting and Drinks Likely to Sell Out

Private Oahu Sunset Charter with Tasting and Drinks

  • USA
  • Superb50 reviews5

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....

    Free Cancellation
    Private Tour
    Start From $1,413.61
 
 

Private Sail Around New York City and The Statue of Liberty

(5 of 9 reviews)

Discover NYC from a completely different perspective on a private sailboat charter. You and your group will view New York City in ways that are breath taking. See the Statue of Liberty up close like you can almost touch it. Sit ba... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Sail Around New York City and The Statue of Liberty Likely to Sell Out

Private Sail Around New York City and The Statue of Liberty

  • USA
  • Superb9 reviews5

Discover NYC from a completely different perspective on a private sailboat charter. You and your gro....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Sailing Charter on san diego bay for up to 6 guests

(5 of 2 reviews)

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Li... More

Free Cancellation
Private Tour
Start From $800.00
 
Sailing Charter on san diego bay for up to 6 guests Likely to Sell Out

Sailing Charter on san diego bay for up to 6 guests

  • USA
  • Superb2 reviews5

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, ....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Miami Private Yacht Celebration Cruise with Captain

(4.6 of 65 reviews)

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate like never before. This VIP experience is designed for fun, style, and unforgettable memories with your group. Adventure Highlig... More

Free Cancellation
Private Tour
Start From $799.00
 
Miami Private Yacht Celebration Cruise with Captain Likely to Sell Out

Miami Private Yacht Celebration Cruise with Captain

  • USA
  • Superb65 reviews4.6

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate....

    Free Cancellation
    Private Tour
    Start From $799.00
 
 

Marina Del Rey Luxury Yacht Experience

(3.7 of 3 reviews)

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly and knowledgeable captains. Whether you’re seeking a laid-back day cruising... More

Free Cancellation
Private Tour
Start From $99.00
 
Marina Del Rey Luxury Yacht Experience Likely to Sell Out

Marina Del Rey Luxury Yacht Experience

  • USA
  • Very Good3 reviews3.7

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Mar....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Maui Snorkel and Sunset Sail Lahaina

(3.7 of 3 reviews)

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or simply soaking in the views, there’s something for everyone to ... More

Free Cancellation
Private Tour
Start From $129.75
 
Maui Snorkel and Sunset Sail Lahaina Likely to Sell Out

Maui Snorkel and Sunset Sail Lahaina

  • USA
  • Very Good3 reviews3.7

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together ....

    Free Cancellation
    Private Tour
    Start From $129.75
 
 

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
 
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