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Top 10 Best North America Sailing Trips

Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 16
 

Shared Day Sail along Historic St Augustine Bayfront

(5 of 4 reviews)

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed... More

Free Cancellation
Start From $129.00
 
Shared Day Sail along Historic St Augustine Bayfront Likely to Sell Out

Shared Day Sail along Historic St Augustine Bayfront

  • North America
  • Superb4 reviews5

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories o....

    Free Cancellation
    Start From $129.00
 
 

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu.

(4.4 of 7 reviews)

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity to ... More

Free Cancellation
Start From $95.00
 
Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu. Likely to Sell Out

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster....

  • North America
  • Exellent7 reviews4.4

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out o....

    Free Cancellation
    Start From $95.00
 
 

Private 2-Hour Morning Sail

(5 of 6 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 Likely to Sell Out

Private 2-Hour Morning Sail

  • North America
  • Superb6 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
 
 

Sailing Adventure on Okanagan Lake from Penticton & Naramata BC

(5 of 43 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 $184.98
 
Sailing Adventure on Okanagan Lake from Penticton & Naramata BC Likely to Sell Out

Sailing Adventure on Okanagan Lake from Penticton & Naramata BC

  • North America
  • Superb43 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 $184.98
 
 

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

(3.8 of 17 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
  • Very Good17 reviews3.8

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
 
 

Condor Sailing Public Dolphin and Sightseeing Cruise

(4.3 of 6 reviews)

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More

Free Cancellation
Private Tour
Start From $104.00
 
Condor Sailing Public Dolphin and Sightseeing Cruise Likely to Sell Out

Condor Sailing Public Dolphin and Sightseeing Cruise

  • North America
  • Exellent6 reviews4.3

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....

    Free Cancellation
    Private Tour
    Start From $104.00
 
 

Guided Reef Snorkel + Sunset Sail - Small Groups with Honest Eco

(5 of 11 reviews)

Guided Reef Snorkel + Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you t... More

Free Cancellation
Private Tour
Start From $117.17
 
Guided Reef Snorkel + Sunset Sail - Small Groups with Honest Eco Likely to Sell Out

Guided Reef Snorkel + Sunset Sail - Small Groups with Honest Eco

  • North America
  • Superb11 reviews5

Guided Reef Snorkel + Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What ....

    Free Cancellation
    Private Tour
    Start From $117.17
 
 

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 $149.00
 
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 $149.00
 
 

Deluxe Day Sail in San Diego

(5 of 48 reviews)

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More

Free Cancellation
Private Tour
Start From $119.00
 
Deluxe Day Sail in San Diego Likely to Sell Out

Deluxe Day Sail in San Diego

  • North America
  • Superb48 reviews5

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise

(5 of 14 reviews)

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More

Free Cancellation
Private Tour
Start From $89.00
 
Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise Likely to Sell Out

Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise

  • North America
  • Superb14 reviews5

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

2-Hour Oahu Sunset Catamaran Sail

(4.9 of 102 reviews)

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for... More

Free Cancellation
Private Tour
Start From $125.00
 
2-Hour Oahu Sunset Catamaran Sail Likely to Sell Out

2-Hour Oahu Sunset Catamaran Sail

  • North America
  • Superb102 reviews4.9

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran f....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

San Diego Bay Sailing Tour

(5 of 16 reviews)

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This group sail is li... More

Free Cancellation
Private Tour
Start From $95.00
 
San Diego Bay Sailing Tour Likely to Sell Out

San Diego Bay Sailing Tour

  • North America
  • Superb16 reviews5

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Amazing Snorkeling Experience + Real Mexican Tacos

(4.3 of 11 reviews)

This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you feel a connection with nature, it is like taking a little bit of Cancun with you back home. Se... More

Free Cancellation
Private Tour
Start From $39.00
 
Amazing Snorkeling Experience + Real Mexican Tacos Likely to Sell Out

Amazing Snorkeling Experience + Real Mexican Tacos

  • North America
  • Exellent11 reviews4.3

This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinera....

    Free Cancellation
    Private Tour
    Start From $39.00
 
 

Private Sail on the Cape Fear River Aboard a Classic Yacht

(4.3 of 11 reviews)

Our private charters offer insider access to the Cape Fear River under the guidance of a local captain who has sailed these waters - and the wide Atlantic beyond - professionally for more than a decade. Our steward's comparable ex... More

Free Cancellation
Private Tour
Start From $515.00
 
Private Sail on the Cape Fear River Aboard a Classic Yacht Likely to Sell Out

Private Sail on the Cape Fear River Aboard a Classic Yacht

  • North America
  • Exellent11 reviews4.3

Our private charters offer insider access to the Cape Fear River under the guidance of a local capta....

    Free Cancellation
    Private Tour
    Start From $515.00
 
 

Pau Hana Sunset Cruise with the Whales

(4.8 of 46 reviews)

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala... More

Free Cancellation
Private Tour
Start From $165.00
 
Pau Hana Sunset Cruise with the Whales Likely to Sell Out

Pau Hana Sunset Cruise with the Whales

  • North America
  • Superb46 reviews4.8

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the b....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Afternoon Sail

(5 of 28 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $110.00
 
Afternoon Sail Likely to Sell Out

Afternoon Sail

  • North America
  • Superb28 reviews5

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $110.00
 
 

Champagne Dolphin Sail and Reef Snorkel

(5 of 4 reviews)

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the ... More

Free Cancellation
Private Tour
Start From $108.91
 
Champagne Dolphin Sail and Reef Snorkel Likely to Sell Out

Champagne Dolphin Sail and Reef Snorkel

  • North America
  • Superb4 reviews5

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now l....

    Free Cancellation
    Private Tour
    Start From $108.91
 
 

Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.

(4 of 88 reviews)

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the world. You will discover the 2nd biggest reef wall in the world, you will see a huge variety of fish of... More

Free Cancellation
Private Tour
Start From $45.00
 
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip. Likely to Sell Out

Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....

  • North America
  • Very Good88 reviews4

You must live this experience once in your life, This activity is only for travelers that love to be....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Puerto Vallarta Sunset Gourmet Experience

(4.7 of 7 reviews)

This experience blends fine dining, stunning scenery, and exceptional service in a way that few can match. The journey begins with a luxury catamaran cruise, offering panoramic views of Puerto Vallarta’s coastline at sunset. Unl... More

Free Cancellation
Private Tour
Start From $199.00
 
Puerto Vallarta Sunset Gourmet Experience Likely to Sell Out

Puerto Vallarta Sunset Gourmet Experience

  • North America
  • Superb7 reviews4.7

This experience blends fine dining, stunning scenery, and exceptional service in a way that few can ....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Boat ride to the Arch and Snorkel

(5 of 41 reviews)

Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of ​​Cortez Our guide and captain who are biologists will share interesting and professional infor... More

Free Cancellation
Private Tour
Start From $72.25
 
Boat ride to the Arch and Snorkel Likely to Sell Out

Boat ride to the Arch and Snorkel

  • North America
  • Superb41 reviews5

Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a s....

    Free Cancellation
    Private Tour
    Start From $72.25
 
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