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Top 10 Best North America Sailing Trips

Found 734 Sailing Trips activities in North America. Sort by Popularity. - Page 13
 

Private Sunset Catamaran Sail in Cocoa Beach

(5 of 2 reviews)

Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the bea... More

Free Cancellation
Private Tour
Start From $337.87
 
Private Sunset Catamaran Sail in Cocoa Beach

Private Sunset Catamaran Sail in Cocoa Beach

  • North America
  • Superb2 reviews5

Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....

    Free Cancellation
    Private Tour
    Start From $337.87
 
 

2-Hour Private Sailboat Charter in the San Francisco Bay

(4.9 of 21 reviews)

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More

Free Cancellation
Private Tour
Start From $695.00
 
2-Hour Private Sailboat Charter in the San Francisco Bay

2-Hour Private Sailboat Charter in the San Francisco Bay

  • North America
  • Superb21 reviews4.9

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

(3.7 of 33 reviews)

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore Isla Mujeres impressive sites are waiting for you. You will visit one of ... More

Free Cancellation
Skip The Line
Private Tour
Start From $65.00
 
All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks Likely to Sell Out

All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

  • North America
  • Very Good33 reviews3.7

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sail....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $65.00
 
 

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

(5 of 118 reviews)

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some goo... More

Free Cancellation
Skip The Line
Private Tour
Start From $525.00
 
Private Hilton Head Sunset Sailing Tour with Dolphin Watching Likely to Sell Out

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

  • North America
  • Superb118 reviews5

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound ....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $525.00
 
 

Cabo Catamaran Tour: Snorkeling & Unlimited Drinks Included

(5 of 118 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

Free Cancellation
Skip The Line
Private Tour
Start From $99.00
 
Cabo Catamaran Tour: Snorkeling & Unlimited Drinks Included Likely to Sell Out

Cabo Catamaran Tour: Snorkeling & Unlimited Drinks Included

  • North America
  • Superb118 reviews5

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

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $99.00
 
 

Amazing Snorkeling Experience + Real Mexican Tacos

(4.2 of 15 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
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Private Tour
Start From $39.00
 
Amazing Snorkeling Experience + Real Mexican Tacos Likely to Sell Out

Amazing Snorkeling Experience + Real Mexican Tacos

  • North America
  • Exellent15 reviews4.2

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

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $39.00
 
 

All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks

(3.9 of 11 reviews)

Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatable experience with unlimited drinks, mouth-watering lunch, and your choice of two exciting activities. Whether you want to ride ho... More

Free Cancellation
Skip The Line
Private Tour
Start From $59.00
 
All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks Likely to Sell Out

All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks

  • North America
  • Very Good11 reviews3.9

Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatab....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $59.00
 
 

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

(3.9 of 95 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
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Private Tour
Start From $44.25
 
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 Good95 reviews3.9

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

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $44.25
 
 

Private Catamaran Charter in Waikiki (1-6 Guests)

(5 of 21 reviews)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More

Free Cancellation
Skip The Line
Private Tour
Start From $900.00
 
Private Catamaran Charter in Waikiki (1-6 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (1-6 Guests)

  • North America
  • Superb21 reviews5

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $900.00
 
 

JFarwell Adventure Yacht Sailing in the Halifax Harbour

(5 of 147 reviews)

Halifax's only wind powered sailing experience! This 45' Oceanis Beneteau handles beautifully on the water, and offers a great introduction to sailing. Guests are encouraged to be as hands on with the sailing process as they would... More

Free Cancellation
Skip The Line
Private Tour
Start From $82.30
 
JFarwell Adventure Yacht Sailing in the Halifax Harbour Likely to Sell Out

JFarwell Adventure Yacht Sailing in the Halifax Harbour

  • North America
  • Superb147 reviews5

Halifax's only wind powered sailing experience! This 45' Oceanis Beneteau handles beautifully on the....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $82.30
 
 

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

(5 of 1 review)

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty of the beach. We are the ultimate vacation destination, providing the guests with an adrenaline-fueled experience like no other. Ge... More

Free Cancellation
Skip The Line
Private Tour
Start From $149.00
 
ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink Likely to Sell Out

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

  • North America
  • Superb1 review5

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty o....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $149.00
 
 

Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar

(5 of 1 review)

Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you will avoid crowds. Upon arrival at the marina, you will enjoy express check-in, the crew will receive you with a welcome drink and... More

Free Cancellation
Skip The Line
Private Tour
Start From $129.00
 
 Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar Likely to Sell Out

Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar

  • North America
  • Superb1 review5

Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you w....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $129.00
 
 

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
Skip The Line
Private Tour
Start From $89.00
 
Brunch Cruise with Buffet in Washington Likely to Sell Out

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
    Skip The Line
    Private Tour
    Start From $89.00
 
 

Private Guided Sunset and Eco Tour up to 6 Passengers

(5 of 74 reviews)

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More

Free Cancellation
Skip The Line
Private Tour
Start From $249.99
 
Private Guided Sunset and Eco Tour up to 6 Passengers Likely to Sell Out

Private Guided Sunset and Eco Tour up to 6 Passengers

  • North America
  • Superb74 reviews5

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $249.99
 
 

Boat Fishing Tour, Puerto Morelos CIPREA, 25'

(5 of 74 reviews)

We are a team with 20 years of experience in sport fishing tour only. Newbies and experts are welcome. Come and enjoy the beauties of the Caribbean Sea, the setting where we fish We have the best boats in Puerto Morelos. Come an... More

Free Cancellation
Skip The Line
Private Tour
Start From $308.17
 
Boat Fishing Tour, Puerto Morelos CIPREA, 25' Likely to Sell Out

Boat Fishing Tour, Puerto Morelos CIPREA, 25'

  • North America
  • Superb74 reviews5

We are a team with 20 years of experience in sport fishing tour only. Newbies and experts are welco....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $308.17
 
 

Newport Sightseeing Day Sailing Experience on Schooner Adirondack

(4.9 of 68 reviews)

See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More

Free Cancellation
Skip The Line
Private Tour
Start From $57.24
 
Newport Sightseeing Day Sailing Experience on Schooner Adirondack Likely to Sell Out

Newport Sightseeing Day Sailing Experience on Schooner Adirondack

  • North America
  • Superb68 reviews4.9

See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $57.24
 
 

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

(4.5 of 71 reviews)

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This is the tour for you! Enjoy sailing in one of our Catamarans and we will ensure that you enjoy your afternoon to the maximum. The t... More

Free Cancellation
Skip The Line
Private Tour
Start From $59.99
 
Afternoon Half-Day Catmaran Sailing and Snorkel Adventure Likely to Sell Out

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

  • North America
  • Exellent71 reviews4.5

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This ....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $59.99
 
 

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(4.6 of 414 reviews)

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More

Free Cancellation
Skip The Line
Private Tour
Start From $81.36
 
Sunset Sailing Cruise on a Tall Ship in Boston Harbor Likely to Sell Out

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

  • North America
  • Superb414 reviews4.6

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $81.36
 
 

JFarwell Moonlight Yacht Cruise from Halifax Waterfront

(4.8 of 48 reviews)

Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the Captain and passengers for a social sail - or laying on the bow relaxing under the stars, this moonlight sail is ultimate freedom! ... More

Free Cancellation
Skip The Line
Private Tour
Start From $74.82
 
JFarwell Moonlight Yacht Cruise from Halifax Waterfront Likely to Sell Out

JFarwell Moonlight Yacht Cruise from Halifax Waterfront

  • North America
  • Superb48 reviews4.8

Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the C....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $74.82
 
 

Vancouver Sailing Tour - Learn the Ropes

(5 of 2 reviews)

Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience takes you through the picturesque False Creek and English Bay, where you’ll be ... More

Free Cancellation
Skip The Line
Private Tour
Start From $141.40
 
Vancouver Sailing Tour - Learn the Ropes Likely to Sell Out

Vancouver Sailing Tour - Learn the Ropes

  • North America
  • Superb2 reviews5

Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s s....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $141.40
 
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