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Top 10 Best North America Sailing Trips

Found 734 Sailing Trips activities in North America. Sort by Popularity. - Page 20
 

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

(3.1 of 16 reviews)

This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious double-decker boat transformed into a moving nightclub with a live DJ, dazzling lights, and a vibrant atmosphere. As the sun sets,... More

Start From $189.00
 
Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

  • North America
  • Good16 reviews3.1

This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious ....

    Start From $189.00
 
 

Deluxe Private Boats - 40 ft Catamaran

(5 of 113 reviews)

We are a company that understands privacy, attention to detail, and quality in everything we get our hands-on. We want you to feel relaxed and at home. We understand you are here to be pampered and have the nicest drinks and lunc... More

Free Cancellation
Private Tour
Start From $1,835.00
 
Deluxe Private Boats - 40 ft Catamaran

Deluxe Private Boats - 40 ft Catamaran

  • North America
  • Superb113 reviews5

We are a company that understands privacy, attention to detail, and quality in everything we get our....

    Free Cancellation
    Private Tour
    Start From $1,835.00
 
 

Boat ride to the Arch and Snorkel

(4.9 of 130 reviews)

Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of ​​Cortez Our guide and captain who are biologists will share interesting and professional infor... More

Free Cancellation
Private Tour
Start From $80.24
 
Boat ride to the Arch and Snorkel

Boat ride to the Arch and Snorkel

  • North America
  • Superb130 reviews4.9

Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a s....

    Free Cancellation
    Private Tour
    Start From $80.24
 
 

Puerto Vallarta Private Yacht Adventure 5 hours + 1 hour Free

(5 of 14 reviews)

Sail on a private trip on board our private yacht 50 feet, ideal for up to 18 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer to make t... More

Free Cancellation
Private Tour
Start From $1,534.99
 
Puerto Vallarta Private Yacht Adventure 5 hours + 1 hour Free

Puerto Vallarta Private Yacht Adventure 5 hours + 1 hour Free

  • North America
  • Superb14 reviews5

Sail on a private trip on board our private yacht 50 feet, ideal for up to 18 passengers. We are sur....

    Free Cancellation
    Private Tour
    Start From $1,534.99
 
 

4th of July Fireworks on Clipper City Tall Ship

(3.7 of 6 reviews)

Celebrate Independence Day in unforgettable style aboard America's largest Tall Ship. This exclusive 4.5-hour experience combines gourmet hors d’oeuvres, open bar, themed cocktails, and live music. Sail through New York Harbor a... More

Free Cancellation
Private Tour
Start From $702.08
 
4th of July Fireworks on Clipper City Tall Ship

4th of July Fireworks on Clipper City Tall Ship

  • North America
  • Very Good6 reviews3.7

Celebrate Independence Day in unforgettable style aboard America's largest Tall Ship. This exclusive....

    Free Cancellation
    Private Tour
    Start From $702.08
 
 

52' Yacht Rental in Miami Beach with Experienced Captain

(3.6 of 7 reviews)

Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +1200 reviews on Google with a 4.9 score guarantee our quality. Our Yacht & Captains are certified & licensed by the USCG, giving you ... More

Free Cancellation
Private Tour
Start From $550.00
 
52' Yacht Rental in Miami Beach with Experienced Captain

52' Yacht Rental in Miami Beach with Experienced Captain

  • North America
  • Very Good7 reviews3.6

Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +1200....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

New York Day Sail to the Statue of Liberty on Schooner America

(4.8 of 65 reviews)

Offering a premium sailing experience, the Schooner America is a tribute to the original America that won the America's Cup in 1851. This classic sailboat is comfortable, elegant and smooth at 105-feet in length with 3600 square... More

Free Cancellation
Private Tour
Start From $60.08
 
New York Day Sail to the Statue of Liberty on Schooner America Likely to Sell Out

New York Day Sail to the Statue of Liberty on Schooner America

  • North America
  • Superb65 reviews4.8

Offering a premium sailing experience, the Schooner America is a tribute to the original America t....

    Free Cancellation
    Private Tour
    Start From $60.08
 
 

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

(4.6 of 53 reviews)

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Dolphin, Island Swim & Sunset Cruises. Enjoy your Island Sandbar stop at One Tree Island, where you can enjoy the beautiful waters... More

Free Cancellation
Private Tour
Start From $34.95
 
Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach Likely to Sell Out

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

  • North America
  • Superb53 reviews4.6

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Do....

    Free Cancellation
    Private Tour
    Start From $34.95
 
 

Isla Mujeres Platinum by Albatros Catamarans

(4.2 of 294 reviews)

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and relaxation in the Mexican Caribbean. What sets it apart is the perfect blend of sophistication and fun, with attention to every det... More

Free Cancellation
Private Tour
Start From $129.00
 
Isla Mujeres Platinum by Albatros Catamarans Likely to Sell Out

Isla Mujeres Platinum by Albatros Catamarans

  • North America
  • Exellent294 reviews4.2

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and r....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Sunset Sail Tour

(4.9 of 90 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 $115.00
 
Sunset Sail Tour Likely to Sell Out

Sunset Sail Tour

  • North America
  • Superb90 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 $115.00
 
 

Polynesian Canoe Day Sail

(4.9 of 29 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

Special Offer
Free Cancellation
Private Tour
Start From $170.00
(Saving 15% ) $200.00
 
-15% Polynesian Canoe Day Sail Likely to Sell Out

Polynesian Canoe Day Sail

  • North America
  • Superb29 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $170.00
    (Saving 15% ) $200.00
 
 

Private 40' Bali Catamaran – Drinks & Food Included

(5 of 348 reviews)

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and a chef at your disposal, the captain will take you to sail in the most beautiful waters of ... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Private 40' Bali Catamaran – Drinks & Food Included Likely to Sell Out

Private 40' Bali Catamaran – Drinks & Food Included

  • North America
  • Superb348 reviews5

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredi....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Private Sunset Sailing Cruise in Puerto Vallarta

(5 of 25 reviews)

On this sunset sailing experience you will be able to apreciate a relaxing sunset while you take on stunning views of the Sierra Madre mountains and the prettiest areas of Down Town Puerto Vallarta. While on tour we provide 2 cour... More

Free Cancellation
Private Tour
Start From $901.26
 
Private Sunset Sailing Cruise in Puerto Vallarta Likely to Sell Out

Private Sunset Sailing Cruise in Puerto Vallarta

  • North America
  • Superb25 reviews5

On this sunset sailing experience you will be able to apreciate a relaxing sunset while you take on ....

    Free Cancellation
    Private Tour
    Start From $901.26
 
 

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

  • North America
  • 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
 
 

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

(5 of 42 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 BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate Likely to Sell Out

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

  • North America
  • Superb42 reviews5

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

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

(5 of 73 reviews)

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcrafted yel... More

Free Cancellation
Private Tour
Start From $260.00
 
2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests Likely to Sell Out

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

  • North America
  • Superb73 reviews5

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to help....

    Free Cancellation
    Private Tour
    Start From $260.00
 
 

4-Hour Sailing Adventure on The Strait of Juan de Fuca

(4.7 of 27 reviews)

Sailing on Starlight or PrimeTime in the Strait of Juan de Fuca is different each time. From Humpbacks, Orcas, Sea lions, Seals, Eagles and water birds there is always something to see while you are learning the skills to sail one... More

Free Cancellation
Private Tour
Start From $134.67
 
4-Hour Sailing Adventure on The Strait of Juan de Fuca Likely to Sell Out

4-Hour Sailing Adventure on The Strait of Juan de Fuca

  • North America
  • Superb27 reviews4.7

Sailing on Starlight or PrimeTime in the Strait of Juan de Fuca is different each time. From Humpbac....

    Free Cancellation
    Private Tour
    Start From $134.67
 
 

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 17 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 $70.00
 
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu Likely to Sell Out

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • North America
  • Superb17 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

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

(5 of 40 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

  • North America
  • Superb40 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 Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

(4.9 of 55 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 $660.00
 
Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB Likely to Sell Out

Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

  • North America
  • Superb55 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $660.00
 
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