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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 17
 

Sunset Sail Experience by Catamaran in Waikiki

(5 of 4 reviews)

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More

Free Cancellation
Start From $92.31
 
Sunset Sail Experience by Catamaran in Waikiki

Sunset Sail Experience by Catamaran in Waikiki

  • North America
  • Superb4 reviews5

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....

    Free Cancellation
    Start From $92.31
 
 

Newport Sightseeing Day Sailing Experience on Schooner Adirondack

(4.9 of 23 reviews)

See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More

Free Cancellation
Start From $57.24
 
Newport Sightseeing Day Sailing Experience on Schooner Adirondack

Newport Sightseeing Day Sailing Experience on Schooner Adirondack

  • North America
  • Superb23 reviews4.9

See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....

    Free Cancellation
    Start From $57.24
 
 

Whale Watching Amazing Adventure

(4.9 of 23 reviews)

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More

Free Cancellation
Start From $97.00
 
Whale Watching Amazing Adventure Likely to Sell Out

Whale Watching Amazing Adventure

  • North America
  • Superb23 reviews4.9

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....

    Free Cancellation
    Start From $97.00
 
 

Waikiki Friday Firework Catamaran Tour

(4.7 of 27 reviews)

The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breathtaking fireworks just outside the Hilton Hawaiian Village. Every Friday at 6:45pm, you have the opportunity to watch a spectacular ... More

Free Cancellation
Start From $69.99
 
Waikiki Friday Firework Catamaran Tour Likely to Sell Out

Waikiki Friday Firework Catamaran Tour

  • North America
  • Superb27 reviews4.7

The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breatht....

    Free Cancellation
    Start From $69.99
 
 

Speedboat tour and snorkel from Plaza La Isla (shared speedboat)

(5 of 4 reviews)

Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Plaza la Isla shopping center in Cancun's hotel zone! Best of all, no prior sailing experience is required! Our 13-foot speedboats a... More

Special Offer
Free Cancellation
Start From $56.05
(Saving 5% ) $59.00
 
-5% Speedboat tour and snorkel from Plaza La Isla (shared speedboat) Likely to Sell Out

Speedboat tour and snorkel from Plaza La Isla (shared speedboat)

  • North America
  • Superb4 reviews5

Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Pl....

    Special Offer
    Free Cancellation
    Start From $56.05
    (Saving 5% ) $59.00
 
 

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

(3.5 of 2 reviews)

Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More

Free Cancellation
Start From $55.00
 
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience Likely to Sell Out

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

  • North America
  • Good2 reviews3.5

Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....

    Free Cancellation
    Start From $55.00
 
 

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

(4.9 of 21 reviews)

Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Miami Beach experience. Connect with nature, discover new landscapes, & create lasting memories as you explore the stunning coastline... More

Free Cancellation
Private Tour
Start From $600.00
 
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline Likely to Sell Out

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

  • North America
  • Superb21 reviews4.9

Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Romantic Sunset Sailing in Cabo

(4.9 of 21 reviews)

Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can enjoy the gentle breeze of Los Cabos while savoring a glass of wine and a gourmet picnic basket. Unlike other tours, this experie... More

Free Cancellation
Private Tour
Start From $120.00
 
Romantic Sunset Sailing in Cabo Likely to Sell Out

Romantic Sunset Sailing in Cabo

  • North America
  • Superb21 reviews4.9

Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 67 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
  • Superb67 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
 
 

Cabo San Lucas Sunset Party on the Water - Adult Only

(3 of 2 reviews)

Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue waters of the Cabo San Lucas Bay, taking in the amazing scenery all while you enjoy the music and dancing. This Party Boat is perfe... More

Free Cancellation
Private Tour
Start From $97.00
 
Cabo San Lucas Sunset Party on the Water - Adult Only Likely to Sell Out

Cabo San Lucas Sunset Party on the Water - Adult Only

  • North America

Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue w....

    Free Cancellation
    Private Tour
    Start From $97.00
 
 

Private 90-Minute Harbor Sailing Charter in Key West

(4.9 of 17 reviews)

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

Free Cancellation
Private Tour
Start From $395.00
 
Private 90-Minute Harbor Sailing Charter in Key West Likely to Sell Out

Private 90-Minute Harbor Sailing Charter in Key West

  • North America
  • Superb17 reviews4.9

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-mi....

    Free Cancellation
    Private Tour
    Start From $395.00
 
 

Private Catamaran Charter in Waikiki (7-12 Guests)

(4.9 of 17 reviews)

(IMPORTANT: Make sure you have over 6 guests selected to see availability for this activity. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot catamaran has a sleek low-profile des... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Catamaran Charter in Waikiki (7-12 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (7-12 Guests)

  • North America
  • Superb17 reviews4.9

(IMPORTANT: Make sure you have over 6 guests selected to see availability for this activity. If you ....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Private Sailing Tour in Valle de Bravo

(4.5 of 17 reviews)

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in Valle de Bravo, crossing the lake to observe its beautiful panoramic views of its different places such as the rock in the company ... More

Free Cancellation
Private Tour
Start From $86.92
 
Private Sailing Tour in Valle de Bravo Likely to Sell Out

Private Sailing Tour in Valle de Bravo

  • North America
  • Exellent17 reviews4.5

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in V....

    Free Cancellation
    Private Tour
    Start From $86.92
 
 

Private Eco-Tour on a Recreational Catamaran with Kayaks Included

(5 of 66 reviews)

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More

Free Cancellation
Private Tour
Start From $199.00
 
Private Eco-Tour on a Recreational Catamaran with Kayaks Included
Likely to Sell Out

Private Eco-Tour on a Recreational Catamaran with Kayaks Included

  • North America
  • Superb66 reviews5

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Sailing Experience to Isla Mujeres with lunch and Premium Open Bar

(5 of 66 reviews)

Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beautiful views. Cruise on a luxury catamaran while sipping a drink or two from the open bar on your way to and from this scenic island.... More

Free Cancellation
Private Tour
Start From $129.00
 
Sailing Experience to Isla Mujeres with lunch and Premium Open Bar Likely to Sell Out

Sailing Experience to Isla Mujeres with lunch and Premium Open Ba....

  • North America
  • Superb66 reviews5

Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beauti....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta

(4.3 of 17 reviews)

Our crew will support you on board the boat, in the water and during your visit. They will teach you all the basics for fishing and they will take you to unique places in the bay so you can enjoy a good dip in the salty sea water... More

Free Cancellation
Private Tour
Start From $1,075.00
 
Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta Likely to Sell Out

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta

  • North America
  • Exellent17 reviews4.3

Our crew will support you on board the boat, in the water and during your visit. They will teach yo....

    Free Cancellation
    Private Tour
    Start From $1,075.00
 
 

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 Likely to Sell Out

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
 
 

Classic Key West Schooner Sunset Sail with Full Open Bar

(5 of 52 reviews)

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More

Free Cancellation
Private Tour
Start From $109.00
 
Classic Key West Schooner Sunset Sail with Full Open Bar Likely to Sell Out

Classic Key West Schooner Sunset Sail with Full Open Bar

  • North America
  • Superb52 reviews5

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, compl....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

(5 of 8 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 $99.00
 
Guided Snorkel + Morning Sail - Small Groups with Honest Eco Likely to Sell Out

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

  • North America
  • Superb8 reviews5

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

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

An Unforgettable Sunset Aboard A Classic Sailing Yacht

(4.9 of 279 reviews)

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More

Free Cancellation
Private Tour
Start From $125.00
 
An Unforgettable Sunset Aboard A Classic Sailing Yacht Likely to Sell Out

An Unforgettable Sunset Aboard A Classic Sailing Yacht

  • North America
  • Superb279 reviews4.9

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....

    Free Cancellation
    Private Tour
    Start From $125.00
 
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