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Top 10 Best North America Sailing Trips

Found 723 Sailing Trips activities in North America. Sort by Popularity. - Page 22
 

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

(3.7 of 35 reviews)

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience where music, drinks and incredible views will never be lacking. ... More

Free Cancellation
Start From $55.00
 
Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

  • North America
  • Very Good35 reviews3.7

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a sp....

    Free Cancellation
    Start From $55.00
 
 

Brunch Cruise with Buffet in Washington

(4 of 10 reviews)

Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer three public sailing tours daily from Seattle’s downtown waterfront. Our beautiful sailing ship, the Bay Lady, evokes the romanc... More

Free Cancellation
Start From $98.21
 
Brunch Cruise with Buffet in Washington

Brunch Cruise with Buffet in Washington

  • North America
  • Very Good10 reviews4

Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer ....

    Free Cancellation
    Start From $98.21
 
 

Hidden Beach - Marietas Islands

(4.4 of 42 reviews)

Spend the day exploring and enjoying the marine life of the Marietas Islands on this 5-hour excursion, departing from Puerto Vallarta. Even those without experience can feel comfortable participating in guided snorkeling excursion... More

Free Cancellation
Start From $205.00
 
Hidden Beach - Marietas Islands

Hidden Beach - Marietas Islands

  • North America
  • Exellent42 reviews4.4

Spend the day exploring and enjoying the marine life of the Marietas Islands on this 5-hour excursio....

    Free Cancellation
    Start From $205.00
 
 

Monterey Private 3 - 4 Hour Whale Watching Cruise

(5 of 2 reviews)

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More

Free Cancellation
Private Tour
Start From $950.00
 
Monterey Private 3 - 4 Hour Whale Watching Cruise

Monterey Private 3 - 4 Hour Whale Watching Cruise

  • North America
  • Superb2 reviews5

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

(4.3 of 67 reviews)

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go on a trip to Isla Mujeres or just sail on the bay. Snorkel and discover the natural beauty of the great reefs of Cancun. Private... More

Free Cancellation
Private Tour
Start From $2,599.00
 
Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

  • North America
  • Exellent67 reviews4.3

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go....

    Free Cancellation
    Private Tour
    Start From $2,599.00
 
 

Private sailing excursions, nice spacious sailboats.

(4.9 of 24 reviews)

We are a new sailboat tour agency in bacalar ~ are sailboats stand out with ease access, very comfortable, 2 canopy’s to keep you protected from the elements and a 5 star crew. We provide an atmosphere for you to take over and T... More

Free Cancellation
Private Tour
Start From $279.00
 
Private sailing excursions, nice spacious sailboats.

Private sailing excursions, nice spacious sailboats.

  • North America
  • Superb24 reviews4.9

We are a new sailboat tour agency in bacalar ~ are sailboats stand out with ease access, very comfor....

    Free Cancellation
    Private Tour
    Start From $279.00
 
 

Private Oahu Sunset Charter with Tasting and Drinks

(5 of 46 reviews)

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More

Free Cancellation
Private Tour
Start From $1,413.61
 
Private Oahu Sunset Charter with Tasting and Drinks Likely to Sell Out

Private Oahu Sunset Charter with Tasting and Drinks

  • North America
  • Superb46 reviews5

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....

    Free Cancellation
    Private Tour
    Start From $1,413.61
 
 

Private Sailing Tour of Bodega Bay

(4.8 of 86 reviews)

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be involved as much or as little as you want... More

Free Cancellation
Private Tour
Start From $122.50
 
Private Sailing Tour of Bodega Bay Likely to Sell Out

Private Sailing Tour of Bodega Bay

  • North America
  • Superb86 reviews4.8

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....

    Free Cancellation
    Private Tour
    Start From $122.50
 
 

Private Catamaran Tour

(5 of 155 reviews)

Our starting point is the iconic Casa China with incredible views of the lagoon from its 360° lookout tower. Our friendly bilingual staff enlivens the tour with stories of the place and important facts about the local ecosystem. ... More

Special Offer
Free Cancellation
Private Tour
Start From $841.50
(Saving 15% ) $990.00
 
-15% Private Catamaran Tour Likely to Sell Out

Private Catamaran Tour

  • North America
  • Superb155 reviews5

Our starting point is the iconic Casa China with incredible views of the lagoon from its 360° looko....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $841.50
    (Saving 15% ) $990.00
 
 

2-Hour Morning Sail in San Diego

(4.8 of 26 reviews)

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More

Free Cancellation
Private Tour
Start From $95.00
 
2-Hour Morning Sail in San Diego Likely to Sell Out

2-Hour Morning Sail in San Diego

  • North America
  • Superb26 reviews4.8

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Baltimore Inner Harbor Sunset Sail on Summer Wind

(4.9 of 58 reviews)

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Bring wine for a special experience on this Inner Harbor sunset sail. S... More

Free Cancellation
Private Tour
Start From $75.00
 
Baltimore Inner Harbor Sunset Sail on Summer Wind Likely to Sell Out

Baltimore Inner Harbor Sunset Sail on Summer Wind

  • North America
  • Superb58 reviews4.9

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun s....

    Free Cancellation
    Private Tour
    Start From $75.00
 
 

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

(5 of 3 reviews)

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles Likely to Sell Out

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

  • North America
  • Superb3 reviews5

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Okanagan Lake Sailing Tour from Penticton & Naramata BC

(5 of 48 reviews)

Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht into the sunny waters of Okanagan Lake. We provide hands on instruction and lots of opportunities to learn or just relax. And it is ... More

Free Cancellation
Private Tour
Start From $182.37
 
Okanagan Lake Sailing Tour from Penticton & Naramata BC Likely to Sell Out

Okanagan Lake Sailing Tour from Penticton & Naramata BC

  • North America
  • Superb48 reviews5

Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht int....

    Free Cancellation
    Private Tour
    Start From $182.37
 
 

Deluxe Catamaran to Isla Mujeres, with Drinks, Snorkel & Buffet

(3.4 of 22 reviews)

Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will board the catamaran and we will begin our tour together with our guides and entertainers so that you have a pleasant time. You can as... More

Free Cancellation
Private Tour
Start From $34.90
 
Deluxe Catamaran to Isla Mujeres, with Drinks, Snorkel & Buffet Likely to Sell Out

Deluxe Catamaran to Isla Mujeres, with Drinks, Snorkel & Buffet

  • North America
  • Good22 reviews3.4

Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will boa....

    Free Cancellation
    Private Tour
    Start From $34.90
 
 

Luxury Cruise with Dinner and Music in Los Cabos

(2.5 of 4 reviews)

Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of Cabo San Lucas and to enjoy a sunset cruise. There are many similar options that offers this tour, but a few are unique and offers ... More

Free Cancellation
Private Tour
Start From $119.00
 
Luxury Cruise with Dinner and Music in Los Cabos Likely to Sell Out

Luxury Cruise with Dinner and Music in Los Cabos

  • North America

Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of C....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

2 hours - Private Sunset Sail along Historic Bay Front

(4.9 of 29 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 $795.00
 
2 hours - Private Sunset Sail along Historic Bay Front Likely to Sell Out

2 hours - Private Sunset Sail along Historic Bay Front

  • North America
  • Superb29 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 25 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, unob... More

Free Cancellation
Private Tour
Start From $117.17
 
Key West Dolphin Watch and Sunset Sail on Catamaran Likely to Sell Out

Key West Dolphin Watch and Sunset Sail on Catamaran

  • North America
  • Superb25 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $117.17
 
 

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 Boat Charter to Johns Pass, Shell Key and Egmont Key

(5 of 3 reviews)

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see the most beautiful sunset this side of the state! Bring your drinks and your cameras and make some lifetime memories. ... More

Free Cancellation
Private Tour
Start From $595.00
 
Private Boat Charter to Johns Pass, Shell Key and Egmont Key Likely to Sell Out

Private Boat Charter to Johns Pass, Shell Key and Egmont Key

  • North America
  • Superb3 reviews5

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see ....

    Free Cancellation
    Private Tour
    Start From $595.00
 
 

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

(5 of 23 reviews)

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these waters back in 1792. From Seattle’s Shilshole Bay Marina we sail west across Puget Sound toward the magnificent Olympic Mountains. A... More

Free Cancellation
Private Tour
Start From $120.00
 
Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound Likely to Sell Out

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

  • North America
  • Superb23 reviews5

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....

    Free Cancellation
    Private Tour
    Start From $120.00
 
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