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Top 10 Best USA Sailing Trips

Found 391 Sailing Trips activities in USA. Sort by Popularity. - Page 18
 

Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

(5 of 3 reviews)

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture.... More

Free Cancellation
Private Tour
Start From $625.00
 
Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

Enjoy An Unforgettable afternoon Aboard A Classic Sailing Yacht

  • USA
  • Superb3 reviews5

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Imm....

    Free Cancellation
    Private Tour
    Start From $625.00
 
 

Aloha Wednesday Sunset Sail - All Drinks Included - Lux Catamaran

(5 of 3 reviews)

Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More

Free Cancellation
Private Tour
Start From $76.00
 
Aloha Wednesday Sunset Sail - All Drinks Included - Lux Catamaran

Aloha Wednesday Sunset Sail - All Drinks Included - Lux Catamaran

  • USA
  • Superb3 reviews5

Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....

    Free Cancellation
    Private Tour
    Start From $76.00
 
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 9 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Free Cancellation
Private Tour
Start From $300.00
 
Waikiki private Day Tour and Sunset sail for couples Likely to Sell Out

Waikiki private Day Tour and Sunset sail for couples

  • USA
  • Superb9 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats

(5 of 9 reviews)

Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water toys. Relax and listen to music in the shade. Barbecue lunch or dinner and watch the sunset. Swim off the Slide Boat or relax on o... More

Free Cancellation
Private Tour
Start From $350.00
 
Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats Likely to Sell Out

Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats

  • USA
  • Superb9 reviews5

Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water ....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 9 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • USA
  • Superb9 reviews5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

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
Private Tour
Start From $165.00
 
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
    Private Tour
    Start From $165.00
 
 

Shared Day Sail along Historic St Augustine Bayfront

(5 of 3 reviews)

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed... More

Free Cancellation
Private Tour
Start From $129.00
 
Shared Day Sail along Historic St Augustine Bayfront Likely to Sell Out

Shared Day Sail along Historic St Augustine Bayfront

  • USA
  • Superb3 reviews5

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories o....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

4th of July Sunset Sail on the Black Pearl

(5 of 3 reviews)

Join us for the 4th of July for Fireworks over Cedar Point from a beautiful 47' Sailing yacht - The Black Pearl! Sail magestically across the water as we find our most perfect spot for viewing the fireworks while watching the suns... More

Free Cancellation
Private Tour
Start From $1,195.00
 
4th of July Sunset Sail on the Black Pearl Likely to Sell Out

4th of July Sunset Sail on the Black Pearl

  • USA
  • Superb3 reviews5

Join us for the 4th of July for Fireworks over Cedar Point from a beautiful 47' Sailing yacht - The ....

    Free Cancellation
    Private Tour
    Start From $1,195.00
 
 

Ali'i Catamaran Snorkel and Sail Adventure

(5 of 2 reviews)

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More

Free Cancellation
Private Tour
Start From $276.00
 
 Ali'i Catamaran Snorkel and Sail Adventure Likely to Sell Out

Ali'i Catamaran Snorkel and Sail Adventure

  • USA
  • Superb2 reviews5

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....

    Free Cancellation
    Private Tour
    Start From $276.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • USA
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
 

Private Long Island Sound Sailing Experience

(5 of 5 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
  • Superb5 reviews5

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
 
 

Key West Wreckers Race Aboard Schooner America 2.0

(4.8 of 5 reviews)

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More

Free Cancellation
Private Tour
Start From $111.80
 
Key West Wreckers Race Aboard Schooner America 2.0 Likely to Sell Out

Key West Wreckers Race Aboard Schooner America 2.0

  • USA
  • Superb5 reviews4.8

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....

    Free Cancellation
    Private Tour
    Start From $111.80
 
 

Monday Ladies Night Sail- Charleston's Luxury Catamaran w/Bar

(4.8 of 5 reviews)

Mermaid Monday Ladies’ Night Sail: Fun, Friends & Fabulous Harbor Views Calling all ladies! Mermaid Monday is Charleston’s hottest ladies' night, and you’re invited to join the fun. With $10 off regular tickets and irresisti... More

Free Cancellation
Private Tour
Start From $50.00
 
Monday Ladies Night Sail- Charleston's Luxury Catamaran w/Bar Likely to Sell Out

Monday Ladies Night Sail- Charleston's Luxury Catamaran w/Bar

  • USA
  • Superb5 reviews4.8

Mermaid Monday Ladies’ Night Sail: Fun, Friends & Fabulous Harbor Views Calling all ladies! Mermai....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Nighttime Sailing Trip from San Diego

(4.8 of 5 reviews)

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More

Free Cancellation
Private Tour
Start From $699.00
 
Nighttime Sailing Trip from San Diego Likely to Sell Out

Nighttime Sailing Trip from San Diego

  • USA
  • Superb5 reviews4.8

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

6-Night Private Charter in Lake Clark National Park

(4.8 of 5 reviews)

An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More

Free Cancellation
Private Tour
Start From $25,500.00
 
6-Night Private Charter in Lake Clark National Park Likely to Sell Out

6-Night Private Charter in Lake Clark National Park

  • USA
  • Superb5 reviews4.8

An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the ....

    Free Cancellation
    Private Tour
    Start From $25,500.00
 
 

2hr Luxury Private Sailing Catamaran for 7-12 People

(4.8 of 5 reviews)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Free Cancellation
Private Tour
Start From $1,520.00
 
2hr Luxury Private Sailing Catamaran for 7-12 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran for 7-12 People

  • USA
  • Superb5 reviews4.8

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,520.00
 
 

Early Sail with the Whales from Ma'alaea Harbor

(3.3 of 3 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Early Sail with the Whales from Ma'alaea Harbor Likely to Sell Out

Early Sail with the Whales from Ma'alaea Harbor

  • USA
  • Good3 reviews3.3

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Private Day Sailing Experience in San Diego

(5 of 11 reviews)

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More

Special Offer
Free Cancellation
Private Tour
Start From $170.00
(Saving 20% ) $212.50
 
-20% Private Day Sailing Experience in San Diego Likely to Sell Out

Private Day Sailing Experience in San Diego

  • USA
  • Superb11 reviews5

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $170.00
    (Saving 20% ) $212.50
 
 

Spend the Day on Buzzards Bay - Powerboat Cruises

(5 of 1 review)

Embark on an unforgettable journey aboard our private powerboat "Petrel" Pricing is just $375 per hour for a two-hour trip. Up to 6 passengers are welcome aboard. Whether you crave adventure, relaxation, or both, our charters prom... More

Free Cancellation
Private Tour
Start From $395.00
 
Spend the Day on Buzzards Bay - Powerboat Cruises Likely to Sell Out

Spend the Day on Buzzards Bay - Powerboat Cruises

  • USA
  • Superb1 review5

Embark on an unforgettable journey aboard our private powerboat "Petrel" Pricing is just $375 per ho....

    Free Cancellation
    Private Tour
    Start From $395.00
 
 

Private Sunset Sail for 3-6 People

(4.7 of 12 reviews)

Experience a private group charter with up to six passengers while sailing along the San Diego Bay. If you’re looking for a night of family fun, or to celebrate with your friends look no further. Leave your worries behind as yo... More

Free Cancellation
Private Tour
Start From $669.00
 
Private Sunset Sail for 3-6 People Likely to Sell Out

Private Sunset Sail for 3-6 People

  • USA
  • Superb12 reviews4.7

Experience a private group charter with up to six passengers while sailing along the San Diego Bay.....

    Free Cancellation
    Private Tour
    Start From $669.00
 
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