Menu

Top 10 Best North America Sailing Trips

Found 735 Sailing Trips activities in North America. Sort by Popularity. - Page 30
 

Monday Night Concert Series: Blues and Views Aboard Tall Ship

(5 of 4 reviews)

Book early, as these tend to sellout! you are free to move about the ship, while the music plays, everywhere.... More

Start From $80.72
 
Monday Night Concert Series: Blues and Views Aboard Tall Ship Likely to Sell Out

Monday Night Concert Series: Blues and Views Aboard Tall Ship

  • North America
  • Superb4 reviews5

Book early, as these tend to sellout! you are free to move about the ship, while the music plays, ev....

    Start From $80.72
 
 

Sunsations Adults Only Catamaran Tour To Isla Mujeres

(2 of 1 review)

Set sail on a vibrant journey from Cancún to Isla Mujeres aboard an exclusive adult-only catamaran. Enjoy a lively atmosphere complete with a beach club experience at “Qué Bonito,” where you can indulge in a delicious lunch ... More

Free Cancellation
Start From $99.00
 
Sunsations Adults Only Catamaran Tour To Isla Mujeres Likely to Sell Out

Sunsations Adults Only Catamaran Tour To Isla Mujeres

  • North America

Set sail on a vibrant journey from Cancún to Isla Mujeres aboard an exclusive adult-only catamaran.....

    Free Cancellation
    Start From $99.00
 
 

Private Sailing Adventure in Bacalar

(5 of 22 reviews)

Join us on an exciting sailing adventure. Learn about the Lagoon and the art of moving with wind. We explore mangroves, shoreline and Cenotes. Our guides are knowledgeable about the area, each point we visit comes with a detail ex... More

Free Cancellation
Private Tour
Start From $279.10
 
Private Sailing Adventure in Bacalar Likely to Sell Out

Private Sailing Adventure in Bacalar

  • North America
  • Superb22 reviews5

Join us on an exciting sailing adventure. Learn about the Lagoon and the art of moving with wind. We....

    Free Cancellation
    Private Tour
    Start From $279.10
 
 

Private Dolphin Sightseeing Sail Aboard Daydreams Sailboat

(5 of 22 reviews)

When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you plan the perfect experience for you and your guests! Your 90 minute Dolphin Sightseeing Sail on our Daydreams sailboat will inclu... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Dolphin Sightseeing Sail Aboard Daydreams Sailboat Likely to Sell Out

Private Dolphin Sightseeing Sail Aboard Daydreams Sailboat

  • North America
  • Superb22 reviews5

When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Live this unique snorkeling experience. El Cielo in Cozumel a magical tour.

(3 of 1 review)

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could believe us? On this tour that is completely possible! Adventure with us through the coast of the Cozumel Island, visit three of th... More

Free Cancellation
Private Tour
Start From $175.00
 
Live this unique snorkeling experience. El Cielo in Cozumel a magical tour. Likely to Sell Out

Live this unique snorkeling experience. El Cielo in Cozumel a mag....

  • North America

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could b....

    Free Cancellation
    Private Tour
    Start From $175.00
 
 

South Beach Sail Splash aboard the Caribbean Spirit

(4.4 of 21 reviews)

Set sail on North America's largest day sailing Catamaran, The Caribbean Spirit, and Miami's premier sailing and swimming activity. We include water, soda and peanuts and pretzels to snack on while onboard, Our guests are welcome ... More

Free Cancellation
Private Tour
Start From $129.00
 
South Beach Sail Splash aboard the Caribbean Spirit Likely to Sell Out

South Beach Sail Splash aboard the Caribbean Spirit

  • North America
  • Exellent21 reviews4.4

Set sail on North America's largest day sailing Catamaran, The Caribbean Spirit, and Miami's premier....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Oahu: Kane‘ohe Sandbar Splash and Snorkeling Adventure

(3.7 of 3 reviews)

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Splash & Snorkeling Adventure takes you beyond Waikiki to the serene waters of Kāneʻohe Bay, framed by the dramatic Ko‘olau mount... More

Free Cancellation
Private Tour
Start From $155.93
 
Oahu: Kane‘ohe Sandbar Splash and Snorkeling Adventure Likely to Sell Out

Oahu: Kane‘ohe Sandbar Splash and Snorkeling Adventure

  • North America
  • Very Good3 reviews3.7

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Spl....

    Free Cancellation
    Private Tour
    Start From $155.93
 
 

Private Tour Isla Mujeres excursion in Transparent Boat

(3.3 of 3 reviews)

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat. It will be a unique activity for you, where you will be given a guided tour of different reefs to apprecia... More

Free Cancellation
Private Tour
Start From $394.97
 
Private Tour Isla Mujeres excursion in Transparent Boat Likely to Sell Out

Private Tour Isla Mujeres excursion in Transparent Boat

  • North America
  • Good3 reviews3.3

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our ....

    Free Cancellation
    Private Tour
    Start From $394.97
 
 

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

Free Cancellation
Private Tour
Start From $261.66
 
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 ....

    Free Cancellation
    Private Tour
    Start From $261.66
 
 

Private Intracoastal Waterway Sailing Cruise

(5 of 2 reviews)

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coastal scenery or unwind while spotting local wildlife during serene nature sails. Perfect for couples, families, or anyone looking t... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Intracoastal Waterway Sailing Cruise Likely to Sell Out

Private Intracoastal Waterway Sailing Cruise

  • North America
  • Superb2 reviews5

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coas....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Whale Watching, Kraken Chase and Cabo Arch

(5 of 2 reviews)

Embark on an exciting Kraken chase across the Pacific Ocean and the Sea of Cortez! We begin the adventure by exploring the iconic Cabo San Lucas Arch, where you will have the opportunity to capture images of the sea lion colony. ... More

Free Cancellation
Private Tour
Start From $139.55
 
Whale Watching, Kraken Chase and Cabo Arch Likely to Sell Out

Whale Watching, Kraken Chase and Cabo Arch

  • North America
  • Superb2 reviews5

Embark on an exciting Kraken chase across the Pacific Ocean and the Sea of Cortez! We begin the adv....

    Free Cancellation
    Private Tour
    Start From $139.55
 
 

Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres

(5 of 2 reviews)

Begin your adventure with hotel pickup and a light breakfast at our private marina in Punta Sam. From there, set sail to the charming Isla Mujeres, a Pueblo Mágico (Magical Town), where you’ll have an hour to explore its vibran... More

Free Cancellation
Private Tour
Start From $209.91
 
Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres Likely to Sell Out

Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres

  • North America
  • Superb2 reviews5

Begin your adventure with hotel pickup and a light breakfast at our private marina in Punta Sam. Fro....

    Free Cancellation
    Private Tour
    Start From $209.91
 
 

Full-Day Reef Snorkeling in Cozumel from Cancun with Lunch

(3 of 1 review)

Expore famous Cozumel's top snorkeling locations within the same day on this complete quest featuring the island's most spectacular reefs. Discover the stunning marine flora and fauna of the Dzul-Ha, Casa Blanca and Dalila Reefs,... More

Free Cancellation
Private Tour
Start From $99.00
 
Full-Day Reef Snorkeling in Cozumel from Cancun with Lunch Likely to Sell Out

Full-Day Reef Snorkeling in Cozumel from Cancun with Lunch

  • North America

Expore famous Cozumel's top snorkeling locations within the same day on this complete quest featurin....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Sailing Clases in Cancun

(5 of 1 review)

From Sailboatcancun we offer sailing courses aboard a 75 feet sailboat with an experience of more than 25 thousand miles sailed by different oceans. The classes have a duration of 4 hours. The schedule is in the morning, but we c... More

Free Cancellation
Private Tour
Start From $160.00
 
Sailing Clases in Cancun Likely to Sell Out

Sailing Clases in Cancun

  • North America
  • Superb1 review5

From Sailboatcancun we offer sailing courses aboard a 75 feet sailboat with an experience of more th....

    Free Cancellation
    Private Tour
    Start From $160.00
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • North America
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Catamaran Unlimited Party with Open Bar + Transportacion

(5 of 2 reviews)

Discover every corner of this breathtaking island in the best way possible: aboard a beautiful, two level catamaran as you sail through the turquoise waters of the Caribbean. Relax on deck, soak up the sun, and take in stunning oc... More

Free Cancellation
Private Tour
Start From $88.00
 
Catamaran Unlimited Party with Open Bar + Transportacion Likely to Sell Out

Catamaran Unlimited Party with Open Bar + Transportacion

  • North America
  • Superb2 reviews5

Discover every corner of this breathtaking island in the best way possible: aboard a beautiful, two ....

    Free Cancellation
    Private Tour
    Start From $88.00
 
 

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

(4.9 of 170 reviews)

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht is the hottest new addition to our fleet. The Canadian built Neptunus is truly ... More

Free Cancellation
Private Tour
Start From $1,349.00
 
3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya Likely to Sell Out

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

  • North America
  • Superb170 reviews4.9

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the ....

    Free Cancellation
    Private Tour
    Start From $1,349.00
 
 

Key West Nighttime Full Moon Sail

(5 of 7 reviews)

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moo... More

Free Cancellation
Private Tour
Start From $83.85
 
Key West Nighttime Full Moon Sail Likely to Sell Out

Key West Nighttime Full Moon Sail

  • North America
  • Superb7 reviews5

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1....

    Free Cancellation
    Private Tour
    Start From $83.85
 
 

Sunset Sailing for Couples and Small Groups

(5 of 4 reviews)

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group experiences. Perfect for couples or small groups looking to share the beauty of a sunset at sea with like-minded sunset and sailing e... More

Free Cancellation
Private Tour
Start From $165.13
 
Sunset Sailing for Couples and Small Groups Likely to Sell Out

Sunset Sailing for Couples and Small Groups

  • North America
  • Superb4 reviews5

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group exp....

    Free Cancellation
    Private Tour
    Start From $165.13
 
 

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
Private Tour
Start From $165.00
 
Explore the Caribbean in Amazing Clear Boat Tour in Cozumel Likely to Sell Out

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
    Private Tour
    Start From $165.00
 
Booking.com
Booking.com
Booking.com