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Top 10 Best North America Sailing Trips

Found 642 Sailing Trips activities in North America. Sort by Popularity. - Page 10
 

Laguna Grill - Private Boat with on-board BBQ and Drinks Included

(5 of 108 reviews)

One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy nature away from crowds while enjoying an on board BBQ. ... More

Free Cancellation
Private Tour
Start From $180.00
 
Laguna Grill - Private Boat with on-board BBQ and Drinks Included

Laguna Grill - Private Boat with on-board BBQ and Drinks Included

  • North America
  • Superb108 reviews5

One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy natu....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

Sail Splash and Sailing Excursion in Ft. Lauderdale

(4.8 of 260 reviews)

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion aboard our state of the art catamaran, the Spirit of Lauderdale. Enjoy one of the best cruise Ft Lauderdale has to offer . Sit back... More

Free Cancellation
Private Tour
Start From $89.00
 
Sail Splash and Sailing Excursion in Ft. Lauderdale

Sail Splash and Sailing Excursion in Ft. Lauderdale

  • North America
  • Superb260 reviews4.8

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion a....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

(5 of 5 reviews)

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the be... More

Free Cancellation
Private Tour
Start From $93.41
 
Guided Snorkel + Morning Sail - Small Groups with Honest Eco

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

  • North America
  • Superb5 reviews5

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes....

    Free Cancellation
    Private Tour
    Start From $93.41
 
 

Premium Miami Yacht Tour Experience: Captain, Champagne & Party!

(5 of 4 reviews)

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never before! Perfect for any special occasion, this VIP experience promises unforgettable memories Adventure Highlights Biscayne Bay ... More

Free Cancellation
Private Tour
Start From $425.00
 
Premium Miami Yacht Tour Experience: Captain, Champagne & Party!

Premium Miami Yacht Tour Experience: Captain, Champagne & Party!

  • North America
  • Superb4 reviews5

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....

    Free Cancellation
    Private Tour
    Start From $425.00
 
 

Private Sailing on the Miami Bay - Biscayne Bay

(4.9 of 68 reviews)

Let's go Sailing!  Experience Miami's Biscayne Bay aboard one of Destino Charters Beneteau stylish vessels in the company of experienced, but mostly fun, well traveled, passionate captains. A Private Sailing tour aboard Destino ... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sailing on the Miami Bay - Biscayne Bay

Private Sailing on the Miami Bay - Biscayne Bay

  • North America
  • Superb68 reviews4.9

Let's go Sailing!  Experience Miami's Biscayne Bay aboard one of Destino Charters Beneteau stylish....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

The Boat People Cruise Private Harbor Cruises

(5 of 22 reviews)

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We strive to create an unforgettable evening with contagious laughter and panoramic views of the Newport Bay. Bring your plus one or ... More

Free Cancellation
Private Tour
Start From $100.00
 
The Boat People Cruise Private Harbor Cruises

The Boat People Cruise Private Harbor Cruises

  • North America
  • Superb22 reviews5

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We ....

    Free Cancellation
    Private Tour
    Start From $100.00
 
 

2 Hour Private Dolphin Sunset Sail at Shelter Cove

(5 of 4 reviews)

Finish the day the most relaxing way possible. From the comfort of our stable, peaceful sailboat, you'll enjoy dolphins, birds, and nature as you take in the ecosystem of the low country. You finish your sail as the sun fades away... More

Free Cancellation
Private Tour
Start From $433.52
 
2 Hour Private Dolphin Sunset Sail at Shelter Cove

2 Hour Private Dolphin Sunset Sail at Shelter Cove

  • North America
  • Superb4 reviews5

Finish the day the most relaxing way possible. From the comfort of our stable, peaceful sailboat, yo....

    Free Cancellation
    Private Tour
    Start From $433.52
 
 

Polynesian Canoe Sunset Sail

(4.9 of 117 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Free Cancellation
Private Tour
Start From $220.00
 
Polynesian Canoe Sunset Sail

Polynesian Canoe Sunset Sail

  • North America
  • Superb117 reviews4.9

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Free Cancellation
    Private Tour
    Start From $220.00
 
 

Tour Isla Mujeres excursion in Collective Transparent Boat

(4.8 of 25 reviews)

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat.... More

Free Cancellation
Private Tour
Start From $34.22
 
Tour Isla Mujeres excursion in Collective Transparent Boat

Tour Isla Mujeres excursion in Collective Transparent Boat

  • North America
  • Superb25 reviews4.8

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our ....

    Free Cancellation
    Private Tour
    Start From $34.22
 
 

Isla Mujeres Platinum by Albatros Catamarans

(4.3 of 260 reviews)

Grupo Albatros offers not a tour to Isla Mujeres, we have an unforgettable experience, luxury catamarans, beach club, the best views in Isla Mujeres and friendly and attentive staff that will be aware of your needs at all times. ... More

Free Cancellation
Private Tour
Start From $105.00
 
Isla Mujeres Platinum by Albatros Catamarans

Isla Mujeres Platinum by Albatros Catamarans

  • North America
  • Exellent260 reviews4.3

Grupo Albatros offers not a tour to Isla Mujeres, we have an unforgettable experience, luxury catama....

    Free Cancellation
    Private Tour
    Start From $105.00
 
 

Friday Night Firework Cruise in Waikiki

(4.8 of 19 reviews)

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More

Free Cancellation
Private Tour
Start From $69.99
 
Friday Night Firework Cruise in Waikiki

Friday Night Firework Cruise in Waikiki

  • North America
  • Superb19 reviews4.8

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....

    Free Cancellation
    Private Tour
    Start From $69.99
 
 

Day Sail Aboard a Classic Yacht: San Diego's Best-Kept Secret

(5 of 66 reviews)

Sail Liberty offers topnotch sailing for up to six passengers. Enjoy an unforgettable harbor tour on our 1904-replica sloop. Her wooden mast and teak accents make it one of the most photographed sailboats in the harbor. Our highly... More

Free Cancellation
Private Tour
Start From $115.00
 
 Day Sail Aboard a Classic Yacht: San Diego's Best-Kept Secret

Day Sail Aboard a Classic Yacht: San Diego's Best-Kept Secret

  • North America
  • Superb66 reviews5

Sail Liberty offers topnotch sailing for up to six passengers. Enjoy an unforgettable harbor tour on....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Monterey Bay Whale Watching

(4.7 of 268 reviews)

Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watching tours depart from Moss Landing, right at the mouth of the Monterey Bay Canyon, one of the largest underwater canyons in the wor... More

Free Cancellation
Private Tour
Start From $69.95
 
Monterey Bay Whale Watching

Monterey Bay Whale Watching

  • North America
  • Superb268 reviews4.7

Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watchi....

    Free Cancellation
    Private Tour
    Start From $69.95
 
 

Golden Gate Bridge Sailing Tour

(4.8 of 50 reviews)

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More

Free Cancellation
Private Tour
Start From $129.00
 
Golden Gate Bridge Sailing Tour

Golden Gate Bridge Sailing Tour

  • North America
  • Superb50 reviews4.8

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Day's End Cocktail Sunset Sail

(4.5 of 10 reviews)

Bring the whole family along for this upscale evening of outstanding food and beverages. We set the sails and chase the sun as it sets into the distant horizon of the azure water of the South Pacific. This casual dining experience... More

Free Cancellation
Private Tour
Start From $169.00
 
Day's End Cocktail Sunset Sail Likely to Sell Out

Day's End Cocktail Sunset Sail

  • North America
  • Exellent10 reviews4.5

Bring the whole family along for this upscale evening of outstanding food and beverages. We set the ....

    Free Cancellation
    Private Tour
    Start From $169.00
 
 

2-Hour Private Sailboat Charter in the San Francisco Bay

(4.9 of 19 reviews)

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More

Free Cancellation
Private Tour
Start From $695.00
 
2-Hour Private Sailboat Charter in the San Francisco Bay Likely to Sell Out

2-Hour Private Sailboat Charter in the San Francisco Bay

  • North America
  • Superb19 reviews4.9

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

2 Hours Private Guided Sailing Adventure in Pensacola Beach

(5 of 2 reviews)

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of ... More

Free Cancellation
Private Tour
Start From $375.00
 
2 Hours Private Guided Sailing Adventure in Pensacola Beach Likely to Sell Out

2 Hours Private Guided Sailing Adventure in Pensacola Beach

  • North America
  • Superb2 reviews5

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, De....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

Private Therapy Sailing Adventure

(4.8 of 32 reviews)

WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet 5 star cuisine. Founded by Captain Matthew Mancini, we live by the currents, plan by the tides, and follow the sun. WHAT DO WE D... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Therapy Sailing Adventure Likely to Sell Out

Private Therapy Sailing Adventure

  • North America
  • Superb32 reviews4.8

WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Tour to The Arch and Lover's Beach (optional) from Cabo

(5 of 2 reviews)

This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, and through the Marina. See it all in one tour! During this awesome experience, you will be able to see a great variety of tropical... More

Free Cancellation
Private Tour
Start From $33.00
 
Tour to The Arch and Lover's Beach (optional) from Cabo Likely to Sell Out

Tour to The Arch and Lover's Beach (optional) from Cabo

  • North America
  • Superb2 reviews5

This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, a....

    Free Cancellation
    Private Tour
    Start From $33.00
 
 

Sunset Cruise & Whale Watching from Oahu

(3.4 of 10 reviews)

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden hues of the evening sky, where you'll have the chance to witness majestic whal... More

Free Cancellation
Private Tour
Start From $57.00
 
Sunset Cruise & Whale Watching from Oahu Likely to Sell Out

Sunset Cruise & Whale Watching from Oahu

  • North America
  • Good10 reviews3.4

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an u....

    Free Cancellation
    Private Tour
    Start From $57.00
 
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