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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 21
 

Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

(3.2 of 22 reviews)

The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious catamaran cruise from Cancun to Isla Mujeres. Includes a guided snorkel tour of the reef and time in downtown Isla Mujeres, open ... More

Free Cancellation
Start From $130.00
 
Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

  • North America
  • Good22 reviews3.2

The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious....

    Free Cancellation
    Start From $130.00
 
 

Whale Shark Encounter Experience in Cancun (Snack Lunch included)

(4.3 of 4 reviews)

If you like awesome and unique activities, then this activity is for you. Welcome to the Whale Shark experience, this is a unique activity in the world and is the most enigmatic activity in Mexico. Imagine swimming next to an imme... More

Free Cancellation
Start From $189.00
 
Whale Shark Encounter Experience in Cancun (Snack Lunch included)

Whale Shark Encounter Experience in Cancun (Snack Lunch included)

  • North America
  • Exellent4 reviews4.3

If you like awesome and unique activities, then this activity is for you. Welcome to the Whale Shark....

    Free Cancellation
    Start From $189.00
 
 

Private 2-Hour Morning Sail

(5 of 5 reviews)

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and li... More

Free Cancellation
Private Tour
Start From $695.00
 
Private 2-Hour Morning Sail

Private 2-Hour Morning Sail

  • North America
  • Superb5 reviews5

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

(4 of 52 reviews)

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectacular day in the crystal-clear waters of the Mexican Caribbean, sailing from Cancun to Isla Mujeres on a boat full of fun, explorin... More

Free Cancellation
Private Tour
Start From $49.99
 
Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

  • North America
  • Very Good52 reviews4

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectac....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

(4.9 of 10 reviews)

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More

Free Cancellation
Private Tour
Start From $500.00
 
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

  • North America
  • Superb10 reviews4.9

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

(4.7 of 32 reviews)

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Beach and out towards Diamond Head crater. The cruise departs from Kewalo Basin by Ala Moana Beach Park, and includes snacks, non-alc... More

Free Cancellation
Private Tour
Start From $82.96
 
Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

  • North America
  • Superb32 reviews4.7

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Bea....

    Free Cancellation
    Private Tour
    Start From $82.96
 
 

New York City Skyline Night Sailboat Tour

(5 of 9 reviews)

Step aboard a beautiful sailboat, Schooner America 2.0, for a relaxing city lights tour around New York. See the New York City skyline, the Statue of Liberty and Ellis Island lit up at night. Sit back and relax while enjoying a pe... More

Free Cancellation
Private Tour
Start From $76.32
 
New York City Skyline Night Sailboat Tour Likely to Sell Out

New York City Skyline Night Sailboat Tour

  • North America
  • Superb9 reviews5

Step aboard a beautiful sailboat, Schooner America 2.0, for a relaxing city lights tour around New Y....

    Free Cancellation
    Private Tour
    Start From $76.32
 
 

4 hrs Private Catamaran with Drinks Included

(4.9 of 113 reviews)

Our starting point is the iconic Chinese House 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 ecosyste... More

Free Cancellation
Private Tour
Start From $990.00
 
4 hrs Private Catamaran with Drinks Included Likely to Sell Out

4 hrs Private Catamaran with Drinks Included

  • North America
  • Superb113 reviews4.9

Our starting point is the iconic Chinese House with incredible views of the lagoon from its 360° lo....

    Free Cancellation
    Private Tour
    Start From $990.00
 
 

Oahu, Waikiki Sunset Catamaran Boat Tour

(4.9 of 14 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Free Cancellation
Private Tour
Start From $83.40
 
Oahu, Waikiki Sunset Catamaran Boat Tour Likely to Sell Out

Oahu, Waikiki Sunset Catamaran Boat Tour

  • North America
  • Superb14 reviews4.9

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....

    Free Cancellation
    Private Tour
    Start From $83.40
 
 

Diamond Head Sunset Sail

(4.7 of 15 reviews)

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the... More

Free Cancellation
Private Tour
Start From $695.00
 
Diamond Head Sunset Sail Likely to Sell Out

Diamond Head Sunset Sail

  • North America
  • Superb15 reviews4.7

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Private Kelowna Sailing Cruise on Okanagan Lake

(5 of 32 reviews)

Sailing is a quiet, peaceful experience, as the boat is powered by nothing but the wind. You are welcome to sit back and relax, enjoy the sights, or take a turn at the helm, with instruction from your skipper! I will never forg... More

Free Cancellation
Private Tour
Start From $117.43
 
Private Kelowna Sailing Cruise on Okanagan Lake Likely to Sell Out

Private Kelowna Sailing Cruise on Okanagan Lake

  • North America
  • Superb32 reviews5

Sailing is a quiet, peaceful experience, as the boat is powered by nothing but the wind. You are w....

    Free Cancellation
    Private Tour
    Start From $117.43
 
 

Jolly Roger Pirate Show and Dinner Cruise with Open Bar

(4.6 of 8 reviews)

Spend you vacations' funniest evening along with Jolly Roger's flamboyant priate crew. Cruise along the Cancun coast while singing, drinking, dancing and participating in a variety of hilarious games and contests. The little pirat... More

Free Cancellation
Private Tour
Start From $139.00
 
Jolly Roger Pirate Show and Dinner Cruise with Open Bar Likely to Sell Out

Jolly Roger Pirate Show and Dinner Cruise with Open Bar

  • North America
  • Superb8 reviews4.6

Spend you vacations' funniest evening along with Jolly Roger's flamboyant priate crew. Cruise along ....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

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

(4.2 of 60 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 Likely to Sell Out

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

  • North America
  • Exellent60 reviews4.2

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
 
 

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos

(3.7 of 10 reviews)

Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoamerican Barrier Reef System, the second-largest coral reef in the world! Departing daily at 9 AM and 2 PM, our adventure begins wit... More

Free Cancellation
Private Tour
Start From $119.00
 
Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos Likely to Sell Out

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelo....

  • North America
  • Very Good10 reviews3.7

Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoam....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Isla Mujeres Plus by Albatros Catamarans

(4.3 of 305 reviews)

Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise of the Mexican Caribbean, enjoy the delicacies of Mexican food, dance to Latin rhythms and forget a... More

Special Offer
Free Cancellation
Private Tour
Start From $66.75
(Saving 7% ) $72.00
 
-7% Isla Mujeres Plus by Albatros Catamarans Likely to Sell Out

Isla Mujeres Plus by Albatros Catamarans

  • North America
  • Exellent305 reviews4.3

Delight all your senses aboard a boat that will take you to one of the best islands in the world, sw....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $66.75
    (Saving 7% ) $72.00
 
 

San Diego Half-Day Marine Wildlife Tour with Lunch

(4.8 of 27 reviews)

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More

Free Cancellation
Private Tour
Start From $196.00
 
San Diego Half-Day Marine Wildlife Tour with Lunch Likely to Sell Out

San Diego Half-Day Marine Wildlife Tour with Lunch

  • North America
  • Superb27 reviews4.8

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....

    Free Cancellation
    Private Tour
    Start From $196.00
 
 

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
Private Tour
Start From $205.00
 
Hidden Beach - Marietas Islands Likely to Sell Out

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
    Private Tour
    Start From $205.00
 
 

2 hours - Private Day Sail along Historic St Augustine Bayfront

(5 of 16 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 Day Sail along Historic St Augustine Bayfront Likely to Sell Out

2 hours - Private Day Sail along Historic St Augustine Bayfront

  • North America
  • Superb16 reviews5

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
 
 

Schooner Eastwind Sunset Sail to see the Maine Coastline

(4.5 of 33 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

Free Cancellation
Private Tour
Start From $54.95
 
Schooner Eastwind Sunset Sail to see the Maine Coastline Likely to Sell Out

Schooner Eastwind Sunset Sail to see the Maine Coastline

  • North America
  • Exellent33 reviews4.5

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

    Free Cancellation
    Private Tour
    Start From $54.95
 
 

Private Sailing Tour of Bodega Bay

(4.8 of 81 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
  • Superb81 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
 
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