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Top 10 Best North America Sailing Trips

Found 671 Sailing Trips activities in North America. Sort by Popularity. - Page 24
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 9 reviews)

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More

Free Cancellation
Start From $99.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing

Nights of Lights Sailboat Tour at St Augustine Sailing

  • North America
  • Superb9 reviews5

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....

    Free Cancellation
    Start From $99.00
 
 

Luxury Private Yacht Charter in Cabo San Lucas Mexico

(5 of 4 reviews)

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to 6 people maximum, remember that the trip is totally private, only your group and the crew (captain and first mat... More

Free Cancellation
Private Tour
Start From $400.00
 
Luxury Private Yacht Charter in Cabo San Lucas Mexico

Luxury Private Yacht Charter in Cabo San Lucas Mexico

  • North America
  • Superb4 reviews5

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a ....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Deluxe private Sunset & Day Sail

(5 of 1 review)

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More

Free Cancellation
Private Tour
Start From $714.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • North America
  • Superb1 review5

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....

    Free Cancellation
    Private Tour
    Start From $714.00
 
 

Private Luxury Catamaran to Isla Mujeres

(5 of 6 reviews)

You are renting this Lagoon Lagoon GMB421VIP catamaran for private use. You can select with the Captain on board which destination you want to go to within Cancun and Isla Mujeres where you can navigate, stop, snorkel, or swim. Yo... More

Free Cancellation
Private Tour
Start From $3,000.00
 
Private Luxury Catamaran to Isla Mujeres Likely to Sell Out

Private Luxury Catamaran to Isla Mujeres

  • North America
  • Superb6 reviews5

You are renting this Lagoon Lagoon GMB421VIP catamaran for private use. You can select with the Capt....

    Free Cancellation
    Private Tour
    Start From $3,000.00
 
 

All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts

(3.3 of 3 reviews)

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our luxury vessels. Cozy up with that special someone in one of the most romantic settings in the Mexican Caribbean. With time to relax ... More

Free Cancellation
Private Tour
Start From $900.00
 
All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts Likely to Sell Out

All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts

  • North America
  • Good3 reviews3.3

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our lu....

    Free Cancellation
    Private Tour
    Start From $900.00
 
 

South Beach Miami BACHELORETTE Boat Day!

(5 of 1 review)

Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and best marina in SOUTH BEACH... We've found the boats, brought on the food and drinks, and made sure that everything that a good y... More

Free Cancellation
Private Tour
Start From $1,795.00
 
South Beach Miami BACHELORETTE Boat Day! Likely to Sell Out

South Beach Miami BACHELORETTE Boat Day!

  • North America
  • Superb1 review5

Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and....

    Free Cancellation
    Private Tour
    Start From $1,795.00
 
 

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

(4.8 of 13 reviews)

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the amount of people and your experience. Also inclusive in the beautiful waters of Cozumel snorkel over the reef a visit to the starf... More

Free Cancellation
Private Tour
Start From $2,500.00
 
5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl Likely to Sell Out

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

  • North America
  • Superb13 reviews4.8

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the ....

    Free Cancellation
    Private Tour
    Start From $2,500.00
 
 

Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and Lunch

(3 of 1 review)

You will discover an underwater world. Admire the colorful variety of fish and the different forms that the coral reef has. El Cielo reef is amazing for itself, the starfish is the main attraction of this place. Observe how the ... More

Free Cancellation
Private Tour
Start From $165.00
 
Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and Lunch Likely to Sell Out

Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and....

  • North America

You will discover an underwater world. Admire the colorful variety of fish and the different forms t....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Sea Daddy Private Yacht - 50 ft

(5 of 1 review)

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experience the beautiful Cancun weather! Charter this amazing luxury Sea Ray Flybridge combining comfort & style for up to 16 people. Cab... More

Free Cancellation
Private Tour
Start From $899.00
 
Sea Daddy Private Yacht - 50 ft Likely to Sell Out

Sea Daddy Private Yacht - 50 ft

  • North America
  • Superb1 review5

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experienc....

    Free Cancellation
    Private Tour
    Start From $899.00
 
 

Laska Sailing Tours on the Lagoon Bacalar

(4.8 of 18 reviews)

The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful place you dream of. We will start from the marina, where the captain will give you safety instructions and give each member a lif... More

Free Cancellation
Private Tour
Start From $44.41
 
Laska Sailing Tours on the Lagoon Bacalar Likely to Sell Out

Laska Sailing Tours on the Lagoon Bacalar

  • North America
  • Superb18 reviews4.8

The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful ....

    Free Cancellation
    Private Tour
    Start From $44.41
 
 

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

(5 of 4 reviews)

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More

Free Cancellation
Private Tour
Start From $299.00
 
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

  • North America
  • Superb4 reviews5

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

Private Sunset Luxury Sail on Tampa Bay

(5 of 3 reviews)

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-hou... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sunset Luxury Sail on Tampa Bay Likely to Sell Out

Private Sunset Luxury Sail on Tampa Bay

  • North America
  • Superb3 reviews5

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. C....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

2 Hour Sailing Lesson in Wrightsville Beach

(5 of 7 reviews)

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take you around the waterways of Wrightsville Beach and out into the Atlantic Ocean. You have the freedom to make this a learning experie... More

Free Cancellation
Private Tour
Start From $360.00
 
2 Hour Sailing Lesson in Wrightsville Beach Likely to Sell Out

2 Hour Sailing Lesson in Wrightsville Beach

  • North America
  • Superb7 reviews5

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....

    Free Cancellation
    Private Tour
    Start From $360.00
 
 

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

(5 of 7 reviews)

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan that can accommodate up to 25 passengers. It's decked out with a kitchen, bedroom, bathroom, and even water sports gear like kayak... More

Free Cancellation
Private Tour
Start From $1,250.00
 
Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience Likely to Sell Out

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

  • North America
  • Superb7 reviews5

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....

    Free Cancellation
    Private Tour
    Start From $1,250.00
 
 

Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure

(5 of 2 reviews)

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you choose the elegance of a sailboat or the comfort of a pontoon boat, I’ll guide you through this mesmerizing natural wonder in a... More

Free Cancellation
Private Tour
Start From $385.00
 
Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure Likely to Sell Out

Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure

  • North America
  • Superb2 reviews5

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you....

    Free Cancellation
    Private Tour
    Start From $385.00
 
 

Private Sailing between Mangroves

(5 of 132 reviews)

Within the activities of this tour, it will be bird watching, sailing in an ecological way without motor. We will swim in the places with the most crystalline water. we will eat exotic local seasonal fruit. With only your group,... More

Free Cancellation
Private Tour
Start From $172.41
 
Private Sailing between Mangroves Likely to Sell Out

Private Sailing between Mangroves

  • North America
  • Superb132 reviews5

Within the activities of this tour, it will be bird watching, sailing in an ecological way without m....

    Free Cancellation
    Private Tour
    Start From $172.41
 
 

Tall Ship Adventure aboard the Schooner Californian with General Admission

(4.3 of 4 reviews)

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launched with great fanfare for the 1984 Summer Olympic Games in Los Angeles. In July 2003, the Governor signed a bill into law designat... More

Free Cancellation
Private Tour
Start From $119.00
 
Tall Ship Adventure aboard the Schooner Californian with General Admission Likely to Sell Out

Tall Ship Adventure aboard the Schooner Californian with General ....

  • North America
  • Exellent4 reviews4.3

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Sunrise Tour with Breakfast on Board

(5 of 43 reviews)

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More

Free Cancellation
Private Tour
Start From $179.00
 
Private Sunrise Tour with Breakfast on Board Likely to Sell Out

Private Sunrise Tour with Breakfast on Board

  • North America
  • Superb43 reviews5

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

(1 of 1 review)

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More

Free Cancellation
Private Tour
Start From $151.00
 
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village Likely to Sell Out

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

  • North America

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....

    Free Cancellation
    Private Tour
    Start From $151.00
 
 

Portland Tall Ship Private Charter on Casco Bay

(1 of 1 review)

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More

Free Cancellation
Private Tour
Start From $1,055.43
 
Portland Tall Ship Private Charter on Casco Bay Likely to Sell Out

Portland Tall Ship Private Charter on Casco Bay

  • North America

What better way to see the delights than in the style of a private charter for you and five friends ....

    Free Cancellation
    Private Tour
    Start From $1,055.43
 
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