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Top 10 Best North America Sailing Trips

Found 723 Sailing Trips activities in North America. Sort by Popularity. - Page 31
 

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

(5 of 4 reviews)

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience is waiting for you. This amazing activity is a unique way to admire the underwater world and it is possible because all the boat i... More

Free Cancellation
Start From $165.00
 
Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

  • North America
  • Superb4 reviews5

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience i....

    Free Cancellation
    Start From $165.00
 
 

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience.

(5 of 4 reviews)

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take a break and relax in this amazing activity. Enjoy and have fun driving your own speedboat across the Nichupte lagoon that is one ... More

Free Cancellation
Start From $59.00
 
Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience.

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experie....

  • North America
  • Superb4 reviews5

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take....

    Free Cancellation
    Start From $59.00
 
 

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

(4.8 of 30 reviews)

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More

Free Cancellation
Start From $249.99
 
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

  • North America
  • Superb30 reviews4.8

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Free Cancellation
    Start From $249.99
 
 

Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club

(4.8 of 30 reviews)

Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this experience begins with round-trip hotel transportation from Cancun or the Riviera Maya, making your day effortless from the start. Boar... More

Free Cancellation
Start From $89.00
 
Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club

Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club

  • North America
  • Superb30 reviews4.8

Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this exper....

    Free Cancellation
    Start From $89.00
 
 

Rosé Brunch Under Sail

(4 of 1 review)

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning waters of Hilton Head while enjoying complimentary mimosas and light brunch bites. This relaxing 2-hour sail is the perfect blend ... More

Free Cancellation
Private Tour
Start From $95.23
 
Rosé Brunch Under Sail Likely to Sell Out

Rosé Brunch Under Sail

  • North America
  • Very Good1 review4

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning ....

    Free Cancellation
    Private Tour
    Start From $95.23
 
 

Key West all Day Beach Pass from Miami

(4 of 1 review)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Free Cancellation
Private Tour
Start From $169.99
 
Key West all Day Beach Pass from Miami Likely to Sell Out

Key West all Day Beach Pass from Miami

  • North America
  • Very Good1 review4

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Free Cancellation
    Private Tour
    Start From $169.99
 
 

Isla Mujeres Snorkeling Catamaran Adventure with Lunch

(1 of 1 review)

Join a 7-hour adventure to Isla Mujeres aboard a luxurious catamaran, where the Caribbean Sea's vibrant hues set the backdrop for your day. Dive into the azure waters for snorkeling at a stunning reef, and enjoy the thrill of flyi... More

Free Cancellation
Private Tour
Start From $20.00
 
Isla Mujeres Snorkeling Catamaran Adventure with Lunch Likely to Sell Out

Isla Mujeres Snorkeling Catamaran Adventure with Lunch

  • North America

Join a 7-hour adventure to Isla Mujeres aboard a luxurious catamaran, where the Caribbean Sea's vibr....

    Free Cancellation
    Private Tour
    Start From $20.00
 
 

Paddle at Dawn with visit to Cenotes and Islands

(4.9 of 64 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Free Cancellation
Private Tour
Start From $23.91
 
Paddle at Dawn with visit to Cenotes and Islands Likely to Sell Out

Paddle at Dawn with visit to Cenotes and Islands

  • North America
  • Superb64 reviews4.9

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Free Cancellation
    Private Tour
    Start From $23.91
 
 

Public Schooner Sail in Greenport

(5 of 8 reviews)

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More

Free Cancellation
Private Tour
Start From $165.00
 
Public Schooner Sail in Greenport Likely to Sell Out

Public Schooner Sail in Greenport

  • North America
  • Superb8 reviews5

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Afternoon Sail With the Whales from Lahaina Harbor

(5 of 8 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 $100.22
 
Afternoon Sail With the Whales from Lahaina Harbor Likely to Sell Out

Afternoon Sail With the Whales from Lahaina Harbor

  • North America
  • Superb8 reviews5

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

    Free Cancellation
    Private Tour
    Start From $100.22
 
 

Introduction to Sailing in Saint John, NB

(5 of 5 reviews)

Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5 to 3-hour introduction to boating experience. Led by a certified Sail Canada instructor, this cruise offers first-time boaters a ... More

Free Cancellation
Private Tour
Start From $48.26
 
Introduction to Sailing in Saint John, NB Likely to Sell Out

Introduction to Sailing in Saint John, NB

  • North America
  • Superb5 reviews5

Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5....

    Free Cancellation
    Private Tour
    Start From $48.26
 
 

Private Romantic Sailing Sunset Experience

(3 of 1 review)

Enjoy a romantic mix of sensations, views and tastes as you gaze at a caribbean sunset while colors or the sunset on the coats of the caribbean. ... More

Free Cancellation
Private Tour
Start From $2,180.00
 
Private Romantic Sailing Sunset Experience Likely to Sell Out

Private Romantic Sailing Sunset Experience

  • North America

Enjoy a romantic mix of sensations, views and tastes as you gaze at a caribbean sunset while colors ....

    Free Cancellation
    Private Tour
    Start From $2,180.00
 
 

Sailboat on the Mayan Riviera at sunset

(5 of 1 review)

Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incredible coastal region is home to some of the calmest waters in the world and the most picturesque landscapes. Board one of our full... More

Free Cancellation
Private Tour
Start From $145.00
 
Sailboat on the Mayan Riviera at sunset Likely to Sell Out

Sailboat on the Mayan Riviera at sunset

  • North America
  • Superb1 review5

Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incre....

    Free Cancellation
    Private Tour
    Start From $145.00
 
 

Speedboat and Snorkeling Adventure in Cancun

(5 of 1 review)

Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and serenity. Hop into a 2-passenger speedboat and zip around the stunning Nichupte Lagoon, feeling the thrill of the wind and water. Then,... More

Free Cancellation
Private Tour
Start From $16.00
 
Speedboat and Snorkeling Adventure in Cancun Likely to Sell Out

Speedboat and Snorkeling Adventure in Cancun

  • North America
  • Superb1 review5

Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and seren....

    Free Cancellation
    Private Tour
    Start From $16.00
 
 

Private Luxury Sailboat for 12 people 4 hrs

(5 of 1 review)

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to have fun with your friends in private. It is a beautiful sailboat, comfortable, spacious, and excellently equipped. Interior: Sp... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Luxury Sailboat for 12 people 4 hrs Likely to Sell Out

Private Luxury Sailboat for 12 people 4 hrs

  • North America
  • Superb1 review5

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Private Luxury Catamaran Moonlight Party in Halifax

(5 of 1 review)

The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is the perfect balance of luxury and space to enjoy the atmosphere of the Halifax Harbour under the Moonlight The deck layout has b... More

Free Cancellation
Private Tour
Start From $993.58
 
Private Luxury Catamaran Moonlight Party in Halifax Likely to Sell Out

Private Luxury Catamaran Moonlight Party in Halifax

  • North America
  • Superb1 review5

The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is....

    Free Cancellation
    Private Tour
    Start From $993.58
 
 

Private Sunset Sail Waikiki

(5 of 4 reviews)

Cruise by the iconic Waikiki coastline and up past our famous Diamond Head State Monument as our crew shares their local knowledge of both the land and sea. Experience the freedom of open ocean blue water sailing as we effortlessl... More

Free Cancellation
Private Tour
Start From $749.00
 
Private Sunset Sail Waikiki Likely to Sell Out

Private Sunset Sail Waikiki

  • North America
  • Superb4 reviews5

Cruise by the iconic Waikiki coastline and up past our famous Diamond Head State Monument as our cre....

    Free Cancellation
    Private Tour
    Start From $749.00
 
 

Luxury Sunset Cruise with Open bar in Vallarta

(3 of 4 reviews)

As the golden hour sets in, step aboard a luxurious 50-foot Beneteau sailboat and cruise along Banderas Bay’s stunning coastline. This sunset sailing experience offers an unforgettable evening of elegance, romance, and breathtak... More

Free Cancellation
Private Tour
Start From $99.00
 
Luxury Sunset Cruise with Open bar in Vallarta Likely to Sell Out

Luxury Sunset Cruise with Open bar in Vallarta

  • North America

As the golden hour sets in, step aboard a luxurious 50-foot Beneteau sailboat and cruise along Bande....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Private Luxury Yacht in Miami

(3 of 4 reviews)

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s top destinations—Haulover Sandbar, Oleta River State Park, Biscayne Bay & Sands Key, and Raccoon Island—in style! This sleek 3... More

Free Cancellation
Private Tour
Start From $830.00
 
Private Luxury Yacht in Miami Likely to Sell Out

Private Luxury Yacht in Miami

  • North America

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s ....

    Free Cancellation
    Private Tour
    Start From $830.00
 
 

San Diego Bay Private Sailing Experience Aboard Classic Yacht

(5 of 4 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
 
 San Diego Bay Private Sailing Experience Aboard Classic Yacht Likely to Sell Out

San Diego Bay Private Sailing Experience Aboard Classic Yacht

  • North America
  • Superb4 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
 
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