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Top 10 Best North America Sailing Trips

Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 17
 

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer

(3.7 of 3 reviews)

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the trip in the town of Puerto Morelos. There you will be able to visit the 2nd biggest barrier reef in the world. Swim and explore the... More

Free Cancellation
Start From $115.00
 
Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer Likely to Sell Out

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer

  • North America
  • Very Good3 reviews3.7

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....

    Free Cancellation
    Start From $115.00
 
 

All inclusive fun! Music, boat tour, snorkel, open bar & lunch

(5 of 3 reviews)

This is the stuff bucket list memories are made of. Grab your loved ones and dance, eat, drink, swim, relax and laugh! Nothing could be better so get booked now! ... More

Free Cancellation
Start From $110.00
 
All inclusive fun! Music, boat tour, snorkel, open bar & lunch Likely to Sell Out

All inclusive fun! Music, boat tour, snorkel, open bar & lunch

  • North America
  • Superb3 reviews5

This is the stuff bucket list memories are made of. Grab your loved ones and dance, eat, drink, swim....

    Free Cancellation
    Start From $110.00
 
 

Day Sails and Sunset tours on Schooner Surprise in Camden Maine

(5 of 3 reviews)

Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at most and have cushioned seating on board for all. Experienced crew will point out wild life, tell you history of our area and show... More

Free Cancellation
Start From $70.00
 
Day Sails and Sunset tours on Schooner Surprise in Camden Maine Likely to Sell Out

Day Sails and Sunset tours on Schooner Surprise in Camden Maine

  • North America
  • Superb3 reviews5

Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at ....

    Free Cancellation
    Start From $70.00
 
 

Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar

(3.8 of 16 reviews)

Set off on a sun-and-fun-packed day trip to charming Isla Mujeres, a must-see attraction just off the Cancun coast. Cruise on a modern catamaran while sipping a drink or two from the open bar on your way to and from the scenic isl... More

Free Cancellation
Start From $79.00
 
Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar Likely to Sell Out

Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar

  • North America
  • Very Good16 reviews3.8

Set off on a sun-and-fun-packed day trip to charming Isla Mujeres, a must-see attraction just off th....

    Free Cancellation
    Start From $79.00
 
 

Key West Day Sail on Schooner America 2.0 with 2 Drinks

(4.9 of 183 reviews)

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More

Free Cancellation
Start From $73.10
 
Key West Day Sail on Schooner America 2.0 with 2 Drinks Likely to Sell Out

Key West Day Sail on Schooner America 2.0 with 2 Drinks

  • North America
  • Superb183 reviews4.9

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....

    Free Cancellation
    Start From $73.10
 
 

Key West Ultimate Beach Pass with Parasailing

(4.2 of 21 reviews)

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass. ... More

Free Cancellation
Start From $109.95
 
Key West Ultimate Beach Pass with Parasailing Likely to Sell Out

Key West Ultimate Beach Pass with Parasailing

  • North America
  • Exellent21 reviews4.2

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....

    Free Cancellation
    Start From $109.95
 
 

Tour to the Arch of Cabo San Lucas in a transparent glass boat

(4.4 of 7 reviews)

The end of the earth, the impressive union of two seas, the Sea of Cortez and the Pacific Sea, an incredible walk to the Arch of Cabo San Lucas where you can see the colony of sea lions and the wonderful rock formations, great att... More

Free Cancellation
Start From $60.00
 
Tour to the Arch of Cabo San Lucas in a transparent glass boat Likely to Sell Out

Tour to the Arch of Cabo San Lucas in a transparent glass boat

  • North America
  • Exellent7 reviews4.4

The end of the earth, the impressive union of two seas, the Sea of Cortez and the Pacific Sea, an in....

    Free Cancellation
    Start From $60.00
 
 

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(4.6 of 376 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
Start From $68.00
 
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
  • Superb376 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
    Start From $68.00
 
 

Sailing Trip to Dia Island - All Inclusive

(5 of 1 review)

Our qualified team brings years of experience and a deep passion for the art of sailing. We take immense joy in every moment spent on the open sea, and it is our pleasure to extend that feeling to our valued customers. Relaxation ... More

Free Cancellation
Start From $80.68
 
Sailing Trip to Dia Island - All Inclusive Likely to Sell Out

Sailing Trip to Dia Island - All Inclusive

  • North America
  • Superb1 review5

Our qualified team brings years of experience and a deep passion for the art of sailing. We take imm....

    Free Cancellation
    Start From $80.68
 
 

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

(3.7 of 3 reviews)

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give you a real caribbean experience. Discover Isla Mujeres and it's beautiful beach with us, our team is certified and you will spend... More

Free Cancellation
Start From $20.00
 
Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun Likely to Sell Out

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

  • North America
  • Very Good3 reviews3.7

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give ....

    Free Cancellation
    Start From $20.00
 
 

Private Sailing Tour in Valle de Bravo

(4.6 of 19 reviews)

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in Valle de Bravo, crossing the lake to observe its beautiful panoramic views of its different places such as the rock in the company ... More

Free Cancellation
Private Tour
Start From $88.48
 
Private Sailing Tour in Valle de Bravo Likely to Sell Out

Private Sailing Tour in Valle de Bravo

  • North America
  • Superb19 reviews4.6

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in V....

    Free Cancellation
    Private Tour
    Start From $88.48
 
 

Sunset Cruise on the Scenic & Calming Chesapeake Bay

(4.7 of 11 reviews)

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with beautiful photos of the sunset. You must call 24 hours before your cruise time to see if the minimum... More

Free Cancellation
Private Tour
Start From $123.00
 
Sunset Cruise on the Scenic & Calming Chesapeake Bay Likely to Sell Out

Sunset Cruise on the Scenic & Calming Chesapeake Bay

  • North America
  • Superb11 reviews4.7

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way t....

    Free Cancellation
    Private Tour
    Start From $123.00
 
 

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

(5 of 1 review)

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of children and adults alike. Our pirates dance, sing, climb the ropes, while you enjoy the beautiful sunset and li... More

Free Cancellation
Private Tour
Start From $128.27
 
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas Likely to Sell Out

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

  • North America
  • Superb1 review5

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show whi....

    Free Cancellation
    Private Tour
    Start From $128.27
 
 

Coral Gardens Coastal Snorkel & Sail

(4.8 of 39 reviews)

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More

Free Cancellation
Private Tour
Start From $129.73
 
Coral Gardens Coastal Snorkel & Sail Likely to Sell Out

Coral Gardens Coastal Snorkel & Sail

  • North America
  • Superb39 reviews4.8

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....

    Free Cancellation
    Private Tour
    Start From $129.73
 
 

Key West's Favorite Afternoon Dolphin Sail

(4.8 of 45 reviews)

Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atla... More

Free Cancellation
Private Tour
Start From $59.00
 
Key West's Favorite Afternoon Dolphin Sail Likely to Sell Out

Key West's Favorite Afternoon Dolphin Sail

  • North America
  • Superb45 reviews4.8

Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! E....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

Escape from the Rock! Cruise around Alcatraz

(4.2 of 154 reviews)

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More

Free Cancellation
Private Tour
Start From $46.00
 
Escape from the Rock! Cruise around Alcatraz Likely to Sell Out

Escape from the Rock! Cruise around Alcatraz

  • North America
  • Exellent154 reviews4.2

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....

    Free Cancellation
    Private Tour
    Start From $46.00
 
 

Sail away! Hobie Cat Tour in the lagoon

(5 of 24 reviews)

Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pirates of the Caribbean. Learn more about cenotes and stomalites and immerse yourself in the mystical world of the Maya.... More

Free Cancellation
Private Tour
Start From $78.54
 
Sail away! Hobie Cat Tour in the lagoon Likely to Sell Out

Sail away! Hobie Cat Tour in the lagoon

  • North America
  • Superb24 reviews5

Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....

    Free Cancellation
    Private Tour
    Start From $78.54
 
 

Excursion to Reefs in a transparent boat from Cancun

(4.2 of 6 reviews)

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine life, in addition, the colors of the blanquizal of Cancun are something spectacular and there is a great diversity of marine life... More

Free Cancellation
Private Tour
Start From $49.79
 
Excursion to Reefs in a transparent boat from Cancun Likely to Sell Out

Excursion to Reefs in a transparent boat from Cancun

  • North America
  • Exellent6 reviews4.2

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine l....

    Free Cancellation
    Private Tour
    Start From $49.79
 
 

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

(5 of 265 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Free Cancellation
Private Tour
Start From $26.18
 
Sunrise in Paddle with Picnic in front of the Bird Sanctuary Likely to Sell Out

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

  • North America
  • Superb265 reviews5

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Free Cancellation
    Private Tour
    Start From $26.18
 
 

Sunset Cruise & Whale Watching from Oahu

(4.5 of 62 reviews)

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden hues of the evening sky, where you'll have the chance to witness majestic whal... More

Free Cancellation
Private Tour
Start From $61.19
 
Sunset Cruise & Whale Watching from Oahu Likely to Sell Out

Sunset Cruise & Whale Watching from Oahu

  • North America
  • Exellent62 reviews4.5

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an u....

    Free Cancellation
    Private Tour
    Start From $61.19
 
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