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Top 10 Best North America Sailing Trips

Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 13
 

Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch

(4.1 of 7 reviews)

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More

Free Cancellation
Start From $44.25
 
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch Likely to Sell Out

Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....

  • North America
  • Exellent7 reviews4.1

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....

    Free Cancellation
    Start From $44.25
 
 

Sailing Tour through the Laguna de los Siete Colores

(5 of 1,583 reviews)

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, being your best option to know this magical place without damaging the ecosystem. Guided by a team of professionals, with whom you ... More

Free Cancellation
Start From $40.00
 
Sailing Tour through the Laguna de los Siete Colores Likely to Sell Out

Sailing Tour through the Laguna de los Siete Colores

  • North America
  • Superb1,583 reviews5

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, b....

    Free Cancellation
    Start From $40.00
 
 

Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard

(4.8 of 261 reviews)

• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel and marvel at the wide array of tropical fish and rich marine life that inhabit the colorful reefs of the island. • Paddleboard a... More

Free Cancellation
Start From $139.00
 
Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard Likely to Sell Out

Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboa....

  • North America
  • Superb261 reviews4.8

• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel a....

    Free Cancellation
    Start From $139.00
 
 

Private Sailing Charter in Savannah GA

(5 of 2 reviews)

Set sail on a private trimaran charter in Savannah, where every moment is tailored just for you. Whether it's a family outing, an intimate wedding, or a vibrant bachelorette party, enjoy the spacious and stable design of our boat,... More

Special Offer
Free Cancellation
Private Tour
Start From $552.50
(Saving 15% ) $650.00
 
-15% Private Sailing Charter in Savannah GA Likely to Sell Out

Private Sailing Charter in Savannah GA

  • North America
  • Superb2 reviews5

Set sail on a private trimaran charter in Savannah, where every moment is tailored just for you. Whe....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $552.50
    (Saving 15% ) $650.00
 
 

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(4.6 of 414 reviews)

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More

Special Offer
Free Cancellation
Private Tour
Start From $81.36
(Saving inf% ) $0.00
 
-inf% Sunset Sailing Cruise on a Tall Ship in Boston Harbor Likely to Sell Out

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

  • North America
  • Superb414 reviews4.6

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $81.36
    (Saving inf% ) $0.00
 
 

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

(4.5 of 72 reviews)

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This is the tour for you! Enjoy sailing in one of our Catamarans and we will ensure that you enjoy your afternoon to the maximum. The t... More

Special Offer
Free Cancellation
Private Tour
Start From $59.99
(Saving inf% ) $0.00
 
-inf% Afternoon Half-Day Catmaran Sailing and Snorkel Adventure Likely to Sell Out

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

  • North America
  • Exellent72 reviews4.5

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $59.99
    (Saving inf% ) $0.00
 
 

Akialoa Mā’alaea Sunset Sail

(4.7 of 13 reviews)

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque inter-island channel, showcasing the beauty of Maui, Lāna‘i, and Kah... More

Special Offer
Free Cancellation
Private Tour
Start From $108.11
(Saving inf% ) $0.00
 
-inf% Akialoa Mā’alaea Sunset Sail Likely to Sell Out

Akialoa Mā’alaea Sunset Sail

  • North America
  • Superb13 reviews4.7

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sun....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $108.11
    (Saving inf% ) $0.00
 
 

Newport Afternoon Sightseeing Sail on Classic Sailboat

(4.8 of 142 reviews)

Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narragansett Bay. Pass by many iconic sights during the sail, including Newport's historic lighthouses and landmarks, bridges, mansions a... More

Special Offer
Free Cancellation
Private Tour
Start From $57.24
(Saving inf% ) $0.00
 
-inf% Newport Afternoon Sightseeing Sail on Classic Sailboat Likely to Sell Out

Newport Afternoon Sightseeing Sail on Classic Sailboat

  • North America
  • Superb142 reviews4.8

Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narraga....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $57.24
    (Saving inf% ) $0.00
 
 

Catamaran Sailboat Bacalar Excursions

(5 of 2 reviews)

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike traditional catamarans, the Stiletto combines the thrill of speed with exceptional stability, ensuring a smooth and exciting ride,... More

Special Offer
Free Cancellation
Private Tour
Start From $325.68
(Saving inf% ) $0.00
 
-inf% Catamaran Sailboat Bacalar Excursions Likely to Sell Out

Catamaran Sailboat Bacalar Excursions

  • North America
  • Superb2 reviews5

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $325.68
    (Saving inf% ) $0.00
 
 

Sunset Sailing Tour of San Diego Bay up to 6 Guests

(5 of 1 review)

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailin... More

Special Offer
Free Cancellation
Private Tour
Start From $800.00
(Saving inf% ) $0.00
 
-inf% Sunset Sailing Tour of San Diego Bay up to 6 Guests Likely to Sell Out

Sunset Sailing Tour of San Diego Bay up to 6 Guests

  • North America
  • Superb1 review5

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $800.00
    (Saving inf% ) $0.00
 
 

Party On Sailing Cruise to Isla Mujeres from Cancun

(3.9 of 19 reviews)

Come join the party in our adults-only catamaran from Cancun to Isla Mujeres. Start the day with our national drinks onboard the catamaran. You will snorkel at one of the best reefs and see beautiful tropical fish, then eat lunch ... More

Special Offer
Free Cancellation
Private Tour
Start From $59.99
(Saving inf% ) $0.00
 
-inf% Party On Sailing Cruise to Isla Mujeres from Cancun Likely to Sell Out

Party On Sailing Cruise to Isla Mujeres from Cancun

  • North America
  • Very Good19 reviews3.9

Come join the party in our adults-only catamaran from Cancun to Isla Mujeres. Start the day with our....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $59.99
    (Saving inf% ) $0.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 39 reviews)

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unobs... More

Special Offer
Free Cancellation
Private Tour
Start From $117.17
(Saving inf% ) $0.00
 
-inf% Key West Dolphin Watch and Sunset Sail on Catamaran Likely to Sell Out

Key West Dolphin Watch and Sunset Sail on Catamaran

  • North America
  • Superb39 reviews4.7

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the ligh....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $117.17
    (Saving inf% ) $0.00
 
 

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

(4.6 of 126 reviews)

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More

Special Offer
Free Cancellation
Private Tour
Start From $54.95
(Saving inf% ) $0.00
 
-inf% Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor Likely to Sell Out

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

  • North America
  • Superb126 reviews4.6

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $54.95
    (Saving inf% ) $0.00
 
 

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

(5 of 1 review)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More

Special Offer
Free Cancellation
Private Tour
Start From $70.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Swim, Snorkel & Sail (Kewalo Harbor) Likely to Sell Out

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

  • North America
  • Superb1 review5

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $70.00
    (Saving inf% ) $0.00
 
 

Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling

(5 of 186 reviews)

Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical waters alongside colorful sea life. The bilingual crew is happy to accommodate any special occasion or request. This unforgettable ex... More

Special Offer
Free Cancellation
Private Tour
Start From $850.00
(Saving inf% ) $0.00
 
-inf% Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling Likely to Sell Out

Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling

  • North America
  • Superb186 reviews5

Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical water....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $850.00
    (Saving inf% ) $0.00
 
 

City Tour & Beach Club All Inclusive W Horse Ride & Water Sports

(3.4 of 5 reviews)

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transported in a luxurious, air-conditioned vehicle, complete with complimentary beverages. Our tour includes visits to the stunning cathe... More

Special Offer
Free Cancellation
Private Tour
Start From $79.00
(Saving inf% ) $0.00
 
-inf% City Tour & Beach Club All Inclusive W Horse Ride & Water Sports Likely to Sell Out

City Tour & Beach Club All Inclusive W Horse Ride & Water Sports

  • North America
  • Good5 reviews3.4

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transpor....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $79.00
    (Saving inf% ) $0.00
 
 

Key West Private Charter: Sandbar and Snorkeling

(5 of 10 reviews)

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you t... More

Special Offer
Free Cancellation
Private Tour
Start From $950.00
(Saving inf% ) $0.00
 
-inf% Key West Private Charter: Sandbar and Snorkeling Likely to Sell Out

Key West Private Charter: Sandbar and Snorkeling

  • North America
  • Superb10 reviews5

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who wa....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $950.00
    (Saving inf% ) $0.00
 
 

San Diego Sailing Tour Small Group with Beer & Wine

(5 of 4 reviews)

Skip the crowded boats and enjoy a quiet, small-group sail with just six guests onboard. Sail San Diego Bay with Captain Phil—a fun, easygoing captain with decades of experience—aboard his classic yacht "Liberty". Enjoy craft ... More

Special Offer
Free Cancellation
Private Tour
Start From $125.00
(Saving inf% ) $0.00
 
-inf% San Diego Sailing Tour Small Group with Beer & Wine Likely to Sell Out

San Diego Sailing Tour Small Group with Beer & Wine

  • North America
  • Superb4 reviews5

Skip the crowded boats and enjoy a quiet, small-group sail with just six guests onboard. Sail San Di....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $125.00
    (Saving inf% ) $0.00
 
 

JFarwell Moonlight Yacht Cruise from Halifax Waterfront

(4.8 of 48 reviews)

Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the Captain and passengers for a social sail - or laying on the bow relaxing under the stars, this moonlight sail is ultimate freedom! ... More

Special Offer
Free Cancellation
Private Tour
Start From $74.70
(Saving inf% ) $0.00
 
-inf% JFarwell Moonlight Yacht Cruise from Halifax Waterfront Likely to Sell Out

JFarwell Moonlight Yacht Cruise from Halifax Waterfront

  • North America
  • Superb48 reviews4.8

Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the C....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $74.70
    (Saving inf% ) $0.00
 
 

Sunset Dolphin Sail Aboard the Daydreams Sailboat

(4.9 of 34 reviews)

Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More

Special Offer
Free Cancellation
Private Tour
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Sunset Dolphin Sail Aboard the Daydreams Sailboat Likely to Sell Out

Sunset Dolphin Sail Aboard the Daydreams Sailboat

  • North America
  • Superb34 reviews4.9

Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $99.00
    (Saving inf% ) $0.00
 
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