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Top 10 Best North America Sailing Trips

Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 33
 

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

(4.8 of 31 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
  • Superb31 reviews4.8

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

    Free Cancellation
    Start From $249.99
 
 

Key West all Day Beach Pass from Miami

(4.8 of 31 reviews)

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
Start From $169.99
 
Key West all Day Beach Pass from Miami

Key West all Day Beach Pass from Miami

  • North America
  • Superb31 reviews4.8

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

    Free Cancellation
    Start From $169.99
 
 
-20% Isla Mujeres Snorkeling Catamaran Adventure with Lunch

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

Special Offer
Free Cancellation
Start From $16.00
(Saving 20% ) $20.00
 
-20% Isla Mujeres Snorkeling Catamaran Adventure with Lunch

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....

    Special Offer
    Free Cancellation
    Start From $16.00
    (Saving 20% ) $20.00
 
 

Sunday Brunch 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
Start From $175.00
 
Sunday Brunch Sail in Greenport

Sunday Brunch 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
    Start From $175.00
 
 

Afternoon Sail With the Whales from Lahaina Harbor

(5 of 1 review)

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
Start From $100.22
 
Afternoon Sail With the Whales from Lahaina Harbor

Afternoon Sail With the Whales from Lahaina Harbor

  • North America
  • Superb1 review5

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

    Free Cancellation
    Start From $100.22
 
 

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

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
 
 

Cabo San Lucas Snorkel Adventure with Photos Included

(5 of 3 reviews)

Cruise out of the Marina of Cabo San Lucas on an unforgettable snorkeling journey. Your adventure begins with a photo stop at the stunning Arch of Cabo San Lucas and a glimpse of the lively Sea Lion colony. Afterward, dive into th... More

Free Cancellation
Private Tour
Start From $70.00
 
Cabo San Lucas Snorkel Adventure with Photos Included Likely to Sell Out

Cabo San Lucas Snorkel Adventure with Photos Included

  • North America
  • Superb3 reviews5

Cruise out of the Marina of Cabo San Lucas on an unforgettable snorkeling journey. Your adventure be....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

(4.7 of 7 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $179.00
 
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Likely to Sell Out

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

  • North America
  • Superb7 reviews4.7

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Pirate Ship by Day

(3.4 of 5 reviews)

Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboard an incredible 700-ton Galleon, full of adventure and fun. Let yourself be pampered by nature on Majahuitas Island (Ecological R... More

Free Cancellation
Private Tour
Start From $280.00
 
Pirate Ship by Day Likely to Sell Out

Pirate Ship by Day

  • North America
  • Good5 reviews3.4

Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboar....

    Free Cancellation
    Private Tour
    Start From $280.00
 
 

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

(3.4 of 5 reviews)

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catamaran, with room for up to 60 guests, and enjoy a premium experience from start to finish. Our team is dedicated to providing except... More

Free Cancellation
Private Tour
Start From $2,400.00
 
4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres Likely to Sell Out

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

  • North America
  • Good5 reviews3.4

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catama....

    Free Cancellation
    Private Tour
    Start From $2,400.00
 
 

Private 43' Azimut Yacht 4h – Drinks & Food Included

(5 of 7 reviews)

What truly sets this tour apart is the level of privacy and customization we offer. Whether you're celebrating a special occasion or simply seeking a luxurious escape, our crew tailors every detail to your preferences — from the... More

Free Cancellation
Private Tour
Start From $1,705.00
 
Private 43' Azimut Yacht 4h – Drinks & Food Included Likely to Sell Out

Private 43' Azimut Yacht 4h – Drinks & Food Included

  • North America
  • Superb7 reviews5

What truly sets this tour apart is the level of privacy and customization we offer. Whether you're c....

    Free Cancellation
    Private Tour
    Start From $1,705.00
 
 

Sound of the Ocean Whale Watch Sail

(5 of 1 review)

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More

Free Cancellation
Private Tour
Start From $163.68
 
Sound of the Ocean Whale Watch Sail Likely to Sell Out

Sound of the Ocean Whale Watch Sail

  • North America
  • Superb1 review5

Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....

    Free Cancellation
    Private Tour
    Start From $163.68
 
 

Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs

(5 of 1 review)

Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting nautical activities! If you are looking to live a unique and unforgettable experience with family or friends, this is the perfect plac... More

Free Cancellation
Private Tour
Start From $3,708.00
 
Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs Likely to Sell Out

Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs

  • North America
  • Superb1 review5

Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting naut....

    Free Cancellation
    Private Tour
    Start From $3,708.00
 
 

Los Cabos Catamaran Private Sunset Sail with Snorkel Gear

(5 of 1 review)

Enjoy a fully private catamaran cruise where your group has the entire vessel to yourselves—no crowds, just personalized VIP service. Sail past Los Cabos’ most iconic landmarks, including El Arco, Lover’s Beach, and the Sea ... More

Free Cancellation
Private Tour
Start From $1,295.00
 
Los Cabos Catamaran Private Sunset Sail with Snorkel Gear Likely to Sell Out

Los Cabos Catamaran Private Sunset Sail with Snorkel Gear

  • North America
  • Superb1 review5

Enjoy a fully private catamaran cruise where your group has the entire vessel to yourselves—no cro....

    Free Cancellation
    Private Tour
    Start From $1,295.00
 
 

Full-Day Sailing Adventure to Isla Mujeres

(3.5 of 4 reviews)

This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun to Isla Mujeres aboard a wind-powered catamaran with an experienced and friendly captain and crew. Lounge, swim, eat, and drink at ... More

Free Cancellation
Private Tour
Start From $69.99
 
Full-Day Sailing Adventure to Isla Mujeres Likely to Sell Out

Full-Day Sailing Adventure to Isla Mujeres

  • North America
  • Good4 reviews3.5

This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun t....

    Free Cancellation
    Private Tour
    Start From $69.99
 
 

Private Isla Mujeres Adventure & Free Time

(4.9 of 11 reviews)

If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres, the women’s Island. Your day starts with a transfer to the dock, where your guide will take you out by boat to the island of ... More

Free Cancellation
Private Tour
Start From $520.00
 
Private Isla Mujeres Adventure & Free Time Likely to Sell Out

Private Isla Mujeres Adventure & Free Time

  • North America
  • Superb11 reviews4.9

If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres,....

    Free Cancellation
    Private Tour
    Start From $520.00
 
 

St Pete Private Half Day Bali Catamaran Charter

(4.9 of 11 reviews)

A private 42' Bali 4.2 catamaran charter for up to 6 people, featuring a custom route for cruising, swimming, and snorkeling. Enjoy a comfortable trip with cushioned seating, shaded areas, music, soft drinks, and water toys. Tailo... More

Free Cancellation
Private Tour
Start From $1,000.00
 
St Pete Private Half Day Bali Catamaran Charter Likely to Sell Out

St Pete Private Half Day Bali Catamaran Charter

  • North America
  • Superb11 reviews4.9

A private 42' Bali 4.2 catamaran charter for up to 6 people, featuring a custom route for cruising, ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Private Luxury Sailboat for 12 people 4 hrs

(4.9 of 11 reviews)

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
  • Superb11 reviews4.9

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
 
 

Daytime Charleston Harbor Sail - Lux Catamatan w/Bar

(4.6 of 8 reviews)

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 55-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the ... More

Free Cancellation
Private Tour
Start From $64.00
 
Daytime Charleston Harbor Sail - Lux Catamatan w/Bar Likely to Sell Out

Daytime Charleston Harbor Sail - Lux Catamatan w/Bar

  • North America
  • Superb8 reviews4.6

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s histor....

    Free Cancellation
    Private Tour
    Start From $64.00
 
 

Private Luxury Yacht for up to 12 people

(4.6 of 8 reviews)

A whole nautical experience awaits you on board the Sea Ray 440, nothing is missing, comfortable, luxurious and sophisticated, it is specially designed to satisfy the demands of the best tastes and turn moments into memories that ... More

Free Cancellation
Private Tour
Start From $3,250.00
 
Private Luxury Yacht for up to 12 people Likely to Sell Out

Private Luxury Yacht for up to 12 people

  • North America
  • Superb8 reviews4.6

A whole nautical experience awaits you on board the Sea Ray 440, nothing is missing, comfortable, lu....

    Free Cancellation
    Private Tour
    Start From $3,250.00
 
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