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Top 10 Best USA Sailing Trips

Found 371 Sailing Trips activities in USA. Sort by Popularity. - Page 12
 

New York City Live Jazz Sail

(4.9 of 12 reviews)

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around New York Harbor. Sit back and relax while enjoying live Jazz music played throughout this s... More

Start From $114.48
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • USA
  • Superb12 reviews4.9

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's....

    Start From $114.48
 
 

Guided Seattle Sailing Adventure from Bainbridge Island

(5 of 76 reviews)

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More

Free Cancellation
Private Tour
Start From $295.00
 
Guided Seattle Sailing Adventure from Bainbridge Island Likely to Sell Out

Guided Seattle Sailing Adventure from Bainbridge Island

  • USA
  • Superb76 reviews5

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....

    Free Cancellation
    Private Tour
    Start From $295.00
 
 

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

(4.8 of 6 reviews)

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the flagship 420 Outrage a boat like no other. From the expansive bow with innovative seating galore, to the beautifully designed convert... More

Free Cancellation
Private Tour
Start From $284.09
 
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests Likely to Sell Out

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

  • USA
  • Superb6 reviews4.8

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the fla....

    Free Cancellation
    Private Tour
    Start From $284.09
 
 

Newport Sunset Sail on Classic Sailboat

(4.8 of 17 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
Private Tour
Start From $55.00
 
Newport Sunset Sail on Classic Sailboat Likely to Sell Out

Newport Sunset Sail on Classic Sailboat

  • USA
  • Superb17 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Sunset Sail Tour

(4.9 of 82 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $125.00
 
Sunset Sail Tour Likely to Sell Out

Sunset Sail Tour

  • USA
  • Superb82 reviews4.9

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private 2-Hour Morning Sail

(5 of 5 reviews)

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and li... More

Free Cancellation
Private Tour
Start From $695.00
 
Private 2-Hour Morning Sail Likely to Sell Out

Private 2-Hour Morning Sail

  • USA
  • Superb5 reviews5

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Private Catamaran Charter in Waikiki

(5 of 12 reviews)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More

Free Cancellation
Private Tour
Start From $900.00
 
Private Catamaran Charter in Waikiki Likely to Sell Out

Private Catamaran Charter in Waikiki

  • USA
  • Superb12 reviews5

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....

    Free Cancellation
    Private Tour
    Start From $900.00
 
 

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

(5 of 36 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 Fate, BYOB or Catering Likely to Sell Out

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

  • USA
  • Superb36 reviews5

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

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

(4.7 of 32 reviews)

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Beach and out towards Diamond Head crater. The cruise departs from Kewalo Basin by Ala Moana Beach Park, and includes snacks, non-alc... More

Free Cancellation
Private Tour
Start From $82.96
 
Waikiki Panorama Sail: Search for Hawaiian Sea Turtles Likely to Sell Out

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

  • USA
  • Superb32 reviews4.7

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Bea....

    Free Cancellation
    Private Tour
    Start From $82.96
 
 

New York City Skyline Night Sailboat Tour

(5 of 9 reviews)

Step aboard a beautiful sailboat, Schooner America 2.0, for a relaxing city lights tour around New York. See the New York City skyline, the Statue of Liberty and Ellis Island lit up at night. Sit back and relax while enjoying a pe... More

Free Cancellation
Private Tour
Start From $76.32
 
New York City Skyline Night Sailboat Tour Likely to Sell Out

New York City Skyline Night Sailboat Tour

  • USA
  • Superb9 reviews5

Step aboard a beautiful sailboat, Schooner America 2.0, for a relaxing city lights tour around New Y....

    Free Cancellation
    Private Tour
    Start From $76.32
 
 

Private 2-Hour Sunset Sailing Tour on Lake Fairview

(5 of 27 reviews)

The perfect Orlando date night! Set sail on an unforgettable 2-hour private sailing tour! On this romantic evening sailing tour, take in the colorful skies of Central Florida at sunset. You can relax aboard a 25-foot sailboat with... More

Free Cancellation
Private Tour
Start From $89.00
 
Private 2-Hour Sunset Sailing Tour on Lake Fairview Likely to Sell Out

Private 2-Hour Sunset Sailing Tour on Lake Fairview

  • USA
  • Superb27 reviews5

The perfect Orlando date night! Set sail on an unforgettable 2-hour private sailing tour! On this ro....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Sunset Sail on Historic Schooner in Key West

(4.8 of 87 reviews)

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak... More

Free Cancellation
Private Tour
Start From $109.00
 
Sunset Sail on Historic Schooner in Key West Likely to Sell Out

Sunset Sail on Historic Schooner in Key West

  • USA
  • Superb87 reviews4.8

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then ....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Waikiki Sunset Cruise: Music and BYOB

(4.9 of 13 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 $83.40
 
Waikiki Sunset Cruise: Music and BYOB Likely to Sell Out

Waikiki Sunset Cruise: Music and BYOB

  • USA
  • Superb13 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $83.40
 
 

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

(4.9 of 10 reviews)

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More

Free Cancellation
Private Tour
Start From $500.00
 
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay Likely to Sell Out

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

  • USA
  • Superb10 reviews4.9

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Private 2-Hour Day Sailing Experience

(5 of 39 reviews)

As the first and only sailing tour in Central Florida, Sailing Orlando is committed to sharing the joy of sailing with our community and its visitors. From day sailing to sunset cruises or learning the ropes, our private tours off... More

Free Cancellation
Private Tour
Start From $80.00
 
Private 2-Hour Day Sailing Experience Likely to Sell Out

Private 2-Hour Day Sailing Experience

  • USA
  • Superb39 reviews5

As the first and only sailing tour in Central Florida, Sailing Orlando is committed to sharing the j....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

Diamond Head Sunset Sail

(4.7 of 14 reviews)

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the... More

Free Cancellation
Private Tour
Start From $695.00
 
Diamond Head Sunset Sail Likely to Sell Out

Diamond Head Sunset Sail

  • USA
  • Superb14 reviews4.7

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Private Luxury Afternoon Harbor Tour On Sailing Yacht Fate BYOB

(5 of 26 reviews)

Sail the Charleston Harbor, see dolphins, historic forts, 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 Luxury Afternoon Harbor Tour On Sailing Yacht Fate BYOB Likely to Sell Out

Private Luxury Afternoon Harbor Tour On Sailing Yacht Fate BYOB

  • USA
  • Superb26 reviews5

Sail the Charleston Harbor, see dolphins, historic forts, or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

4-Hour Koa Kai Molokini Adventure Snorkel

(5 of 10 reviews)

Join us on this 3-hour snorkel adventure at Maui's most iconic snorkeling location, Molokini Crater. You will be treated to exceptional service and premium equipment. Koa Kai is a multi-purpose raft that creates a unique close-u... More

Free Cancellation
Private Tour
Start From $169.00
 
4-Hour Koa Kai Molokini Adventure Snorkel Likely to Sell Out

4-Hour Koa Kai Molokini Adventure Snorkel

  • USA
  • Superb10 reviews5

Join us on this 3-hour snorkel adventure at Maui's most iconic snorkeling location, Molokini Crater.....

    Free Cancellation
    Private Tour
    Start From $169.00
 
 

San Diego Half-Day Marine Wildlife Tour with Lunch

(4.8 of 27 reviews)

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More

Free Cancellation
Private Tour
Start From $196.00
 
San Diego Half-Day Marine Wildlife Tour with Lunch Likely to Sell Out

San Diego Half-Day Marine Wildlife Tour with Lunch

  • USA
  • Superb27 reviews4.8

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....

    Free Cancellation
    Private Tour
    Start From $196.00
 
 

Schooner Eastwind Sunset Sail to see the Maine Coastline

(4.5 of 33 reviews)

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More

Free Cancellation
Private Tour
Start From $54.95
 
Schooner Eastwind Sunset Sail to see the Maine Coastline Likely to Sell Out

Schooner Eastwind Sunset Sail to see the Maine Coastline

  • USA
  • Exellent33 reviews4.5

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....

    Free Cancellation
    Private Tour
    Start From $54.95
 
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