Menu

Top 10 Best North America Sailing Trips

Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 26
 
-10% Excursion to Reefs in a transparent boat from Cancun

Excursion to Reefs in a transparent boat from Cancun

(3.9 of 9 reviews)

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine life, in addition, the colors of the blanquizal of Cancun are something spectacular and there is a great diversity of marine life... More

Special Offer
Free Cancellation
Start From $50.42
(Saving 10% ) $56.03
 
-10% Excursion to Reefs in a transparent boat from Cancun

Excursion to Reefs in a transparent boat from Cancun

  • North America
  • Very Good9 reviews3.9

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine l....

    Special Offer
    Free Cancellation
    Start From $50.42
    (Saving 10% ) $56.03
 
 
-inf% Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

(5 of 13 reviews)

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More

Special Offer
Free Cancellation
Start From $53.36
(Saving inf% ) $0.00
 
-inf% Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

  • North America
  • Superb13 reviews5

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....

    Special Offer
    Free Cancellation
    Start From $53.36
    (Saving inf% ) $0.00
 
 
-inf% Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

(5 of 4 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

Special Offer
Free Cancellation
Private Tour
Start From $385.00
(Saving inf% ) $0.00
 
-inf% Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

  • North America
  • Superb4 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $385.00
    (Saving inf% ) $0.00
 
 
-inf% Los Cabos Sunset Cruise with Landmark Views and Guide

Los Cabos Sunset Cruise with Landmark Views and Guide

(3 of 2 reviews)

This Cabo sunset cruise offers the perfect mix of iconic sightseeing, relaxing ocean views, and golden-hour magic. Sail past El Arco, where the Pacific Ocean meets the Sea of Cortez, and enjoy one of the most beautiful sunset back... More

Special Offer
Free Cancellation
Private Tour
Start From $115.00
(Saving inf% ) $0.00
 
-inf% Los Cabos Sunset Cruise with Landmark Views and Guide

Los Cabos Sunset Cruise with Landmark Views and Guide

  • North America

This Cabo sunset cruise offers the perfect mix of iconic sightseeing, relaxing ocean views, and gold....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $115.00
    (Saving inf% ) $0.00
 
 
-inf% Portland Tall Ship Private Charter on Casco Bay

Portland Tall Ship Private Charter on Casco Bay

(3 of 2 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $1,063.97
(Saving inf% ) $0.00
 
-inf% Portland Tall Ship Private Charter on Casco Bay

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 ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,063.97
    (Saving inf% ) $0.00
 
 
-inf% Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

(4 of 4 reviews)

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give you a real caribbean experience. Discover Isla Mujeres and it's beautiful beach with us, our team is certified and you will spend... More

Special Offer
Free Cancellation
Private Tour
Start From $20.00
(Saving inf% ) $0.00
 
-inf% Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

  • North America
  • Very Good4 reviews4

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $20.00
    (Saving inf% ) $0.00
 
 

Snorkeling Adventure in Isla Mujeres

(3.8 of 13 reviews)

Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum is a unique activity in the world since there is no such thing anywhere. This activity is cataloged as mandatory for all traveler... More

Special Offer
Free Cancellation
Private Tour
Start From $59.00
(Saving inf% ) $0.00
 
-inf% Snorkeling Adventure in Isla Mujeres Likely to Sell Out

Snorkeling Adventure in Isla Mujeres

  • North America
  • Very Good13 reviews3.8

Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $59.00
    (Saving inf% ) $0.00
 
 

Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami

(5 of 19 reviews)

Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our +1250 reviews on Google with a 4.9 score guarantee our quality. Immerse yourself in a unique adventure as you glide through the ... More

Special Offer
Free Cancellation
Private Tour
Start From $899.00
(Saving inf% ) $0.00
 
-inf% Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami Likely to Sell Out

Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami

  • North America
  • Superb19 reviews5

Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $899.00
    (Saving inf% ) $0.00
 
 

Private Luxury 42ft Sailing with Snorkeling in Los Cabos

(5 of 128 reviews)

Sail Cabo San Lucas aboard a luxurious 42 feet private sailing boat. Enjoy an unforgettable time Snorkeling with tropical fishes and cruise along the beautiful white beaches. Your yacht and crew will provide you with all the ameni... More

Special Offer
Free Cancellation
Private Tour
Start From $1,090.00
(Saving inf% ) $0.00
 
-inf% Private Luxury 42ft Sailing with Snorkeling in Los Cabos Likely to Sell Out

Private Luxury 42ft Sailing with Snorkeling in Los Cabos

  • North America
  • Superb128 reviews5

Sail Cabo San Lucas aboard a luxurious 42 feet private sailing boat. Enjoy an unforgettable time Sno....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,090.00
    (Saving inf% ) $0.00
 
 

Baltimore History Sail on the Summer Wind

(4.8 of 73 reviews)

Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. Enjoy being on the water and listening to the history of Baltimore's role in the American experience. Sail back in time for an in... More

Special Offer
Free Cancellation
Private Tour
Start From $65.00
(Saving inf% ) $0.00
 
-inf% Baltimore History Sail on the Summer Wind Likely to Sell Out

Baltimore History Sail on the Summer Wind

  • North America
  • Superb73 reviews4.8

Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $65.00
    (Saving inf% ) $0.00
 
 

Sailboat tour across the seven colors lagoon in Bacalar

(5 of 173 reviews)

Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes and bird sanctuary) . You will sail and swim in cristaline turquoise waters and listen stories and anecdotes uniques from Bacalar.... More

Special Offer
Free Cancellation
Private Tour
Start From $44.19
(Saving inf% ) $0.00
 
-inf% Sailboat tour across the seven colors lagoon in Bacalar Likely to Sell Out

Sailboat tour across the seven colors lagoon in Bacalar

  • North America
  • Superb173 reviews5

Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $44.19
    (Saving inf% ) $0.00
 
 

Baltimore Evening Sail on the Summer Wind

(5 of 28 reviews)

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat ... More

Special Offer
Free Cancellation
Private Tour
Start From $75.00
(Saving inf% ) $0.00
 
-inf% Baltimore Evening Sail on the Summer Wind Likely to Sell Out

Baltimore Evening Sail on the Summer Wind

  • North America
  • Superb28 reviews5

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-ho....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $75.00
    (Saving inf% ) $0.00
 
 

Romantic Dinner Touring the Nichupté Lagoon in Galeón

(5 of 1 review)

Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard the Columbus Romantic Dinner Cruise. This is a unique romance tour in Cancun, as it offers a very special evening, surrounded by ... More

Special Offer
Free Cancellation
Private Tour
Start From $125.00
(Saving inf% ) $0.00
 
-inf% Romantic Dinner Touring the Nichupté Lagoon in Galeón Likely to Sell Out

Romantic Dinner Touring the Nichupté Lagoon in Galeón

  • North America
  • Superb1 review5

Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard....

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

Waikiki Heritage and Diamond Head Wildlife Sail

(4.7 of 32 reviews)

Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This experience emphasizes relaxation, scenic views of Oʻahu’s south shore, and casual wildlife watching—keep an eye out for dolphin... More

Special Offer
Free Cancellation
Private Tour
Start From $119.00
(Saving inf% ) $0.00
 
-inf% Waikiki Heritage and Diamond Head Wildlife Sail Likely to Sell Out

Waikiki Heritage and Diamond Head Wildlife Sail

  • North America
  • Superb32 reviews4.7

Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This ex....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $119.00
    (Saving inf% ) $0.00
 
 

Midday Whale Watch: Mā’alaea Harbor

(4.9 of 104 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

Special Offer
Free Cancellation
Private Tour
Start From $100.22
(Saving inf% ) $0.00
 
-inf% Midday Whale Watch: Mā’alaea Harbor Likely to Sell Out

Midday Whale Watch: Mā’alaea Harbor

  • North America
  • Superb104 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $100.22
    (Saving inf% ) $0.00
 
 

2.5 hr Sailboat Tour aboard Orion's Child

(5 of 91 reviews)

TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a ... More

Special Offer
Free Cancellation
Private Tour
Start From $130.00
(Saving inf% ) $0.00
 
-inf% 2.5 hr Sailboat Tour aboard Orion's Child Likely to Sell Out

2.5 hr Sailboat Tour aboard Orion's Child

  • North America
  • Superb91 reviews5

TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer t....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $130.00
    (Saving inf% ) $0.00
 
 

Isla Mujeres Sailing Adventure from Riviera Maya

(3.6 of 13 reviews)

Enjoy an amazing sailing journey to Isla Mujeres on a 40ft Fountaine Pajot luxury vessel.
Surrounded by all the scale of blue colors, you'll relax and chill, laying in the shade of the big cockpit  or in a comfortable living r... More

Special Offer
Free Cancellation
Private Tour
Start From $149.00
(Saving inf% ) $0.00
 
-inf% Isla Mujeres Sailing Adventure from Riviera Maya Likely to Sell Out

Isla Mujeres Sailing Adventure from Riviera Maya

  • North America
  • Very Good13 reviews3.6

Enjoy an amazing sailing journey to Isla Mujeres on a 40ft Fountaine Pajot luxury vessel.
Surroun....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $149.00
    (Saving inf% ) $0.00
 
 

Cabo Catamaran Tour with Snorkeling and Unlimited Drinks

(3.6 of 13 reviews)

Discover Cabo San Lucas on an exciting catamaran cruise across the Pacific Ocean and Sea of Cortez. Snorkel in crystal-clear waters, enjoy stunning views of the Arch, Lover’s Beach, and Neptune’s Finger, and watch for dolphins... More

Special Offer
Free Cancellation
Private Tour
Start From $115.00
(Saving inf% ) $0.00
 
-inf% Cabo Catamaran Tour with Snorkeling and Unlimited Drinks Likely to Sell Out

Cabo Catamaran Tour with Snorkeling and Unlimited Drinks

  • North America
  • Very Good13 reviews3.6

Discover Cabo San Lucas on an exciting catamaran cruise across the Pacific Ocean and Sea of Cortez. ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $115.00
    (Saving inf% ) $0.00
 
 

2 hour Catamaran Sailing Cruise on Lake Tahoe

(3.6 of 13 reviews)

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "Blue Zephyr". Perfect for couples, families, or groups, this adventure promises a memorable experience on the water. Relax and take... More

Special Offer
Free Cancellation
Private Tour
Start From $130.00
(Saving inf% ) $0.00
 
-inf% 2 hour Catamaran Sailing Cruise on Lake Tahoe Likely to Sell Out

2 hour Catamaran Sailing Cruise on Lake Tahoe

  • North America
  • Very Good13 reviews3.6

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "B....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $130.00
    (Saving inf% ) $0.00
 
 

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

(3.7 of 75 reviews)

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive Adventure We'll take you from your Cancun hotel to two incredible sno... More

Special Offer
Free Cancellation
Private Tour
Start From $93.50
(Saving inf% ) $0.00
 
-inf% Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos Likely to Sell Out

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

  • North America
  • Very Good75 reviews3.7

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-see....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $93.50
    (Saving inf% ) $0.00
 
Booking.com
Booking.com
Booking.com