Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 685 Sailing Trips activities in North America. Sort by Popularity. - Page 16All Inclusive Tulum: 4 hrs Private in 40' Catamaran Bali
It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and a chef at your disposal, the captain will take you to sail in the most beautiful waters of ... More
Private Tour

All Inclusive Tulum: 4 hrs Private in 40' Catamaran Bali
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North America
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Superb269 reviews5
It is an incredible and unique experiences because for 4 hours you will be the owner of this incredi....
Private Tour
Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)
You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr private group swim trip aboard our 42 ft Bertram-Trojan Motor Yacht. Consider booking multiple blocks for a longer trip.... More
Private Tour

Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)
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North America
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Superb1 review5
You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr priva....
Private Tour
Jolly Roger Pirate Ship Cruise & Dinner Show
Become a pirate for a night by teaming up with Jolly Roger's cheerful crew! Embark on a fun-packed sunset cruise on the gorgeous Spanish Galleon for the ideal evening out with the whole family. The buccaneers start greeting you a... More
Private Tour

Jolly Roger Pirate Ship Cruise & Dinner Show
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North America
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Superb1 review5
Become a pirate for a night by teaming up with Jolly Roger's cheerful crew! Embark on a fun-packed s....
Private Tour
Coral Gardens Snorkel & Whale Watch
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
Private Tour

Coral Gardens Snorkel & Whale Watch
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North America
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Superb39 reviews4.8
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....
Private Tour
Guided Seattle Sailing Adventure from Bainbridge Island
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More
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Guided Seattle Sailing Adventure from Bainbridge Island
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North America
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Superb76 reviews5
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....
Private Tour
Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
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
Private Tour

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
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North America
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Very Good3 reviews3.7
Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....
Private Tour
Key West Day Sail on Schooner America 2.0 with 2 Drinks
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
Private Tour

Key West Day Sail on Schooner America 2.0 with 2 Drinks
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North America
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Superb182 reviews4.9
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....
Private Tour
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu
Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More
Private Tour

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu
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North America
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Superb27 reviews4.9
Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....
Private Tour
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
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
Private Tour

Day Sails and Sunset tours on Schooner Surprise in Camden Maine
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North America
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Superb27 reviews4.9
Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at ....
Private Tour
Luxury Private Yacht Charter in Cabo San Lucas Mexico
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to 6 people maximum, remember that the trip is totally private, only your group and the crew (captain and first mat... More
Private Tour

Luxury Private Yacht Charter in Cabo San Lucas Mexico
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North America
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Superb4 reviews5
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a ....
Private Tour
Cabo San Lucas Sunset Party on the Water - Adult Only
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue waters of the Cabo San Lucas Bay, taking in the amazing scenery all while you enjoy the music and dancing. This Party Boat is perfe... More
Private Tour

Cabo San Lucas Sunset Party on the Water - Adult Only
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North America
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue w....
Private Tour
Statue of Liberty Sunset Cruise and New York City Sky Line
New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View of the Manhattan skyline, One World Trade Center and the Empire State Building.Enjoy a panoramic view of lower Manhattan as you p... More
Private Tour

Statue of Liberty Sunset Cruise and New York City Sky Line
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North America
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Good38 reviews3.1
New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View....
Private Tour
Private sailing excursions, nice spacious sailboats.
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
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Private sailing excursions, nice spacious sailboats.
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North America
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Superb20 reviews4.9
We are a new sailboat tour agency in bacalar ~ are sailboats stand out with ease access, very comfor....
Private Tour
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
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
Private Tour

Sunset Sailing Cruise on a Tall Ship in Boston Harbor
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North America
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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....
Private Tour
Bacalar: 4hr Private Sailing Tour with Guacamole & Drinks
Explore the Bacalar Lagoon aboard a classic sailboat and enjoy a trip in privacy and comfort. Feel safe sailing with highly trained and bilingual staff in this beautiful freshwater paradise. Our years of experience back us up. Qua... More
Private Tour

Bacalar: 4hr Private Sailing Tour with Guacamole & Drinks
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North America
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Superb92 reviews4.9
Explore the Bacalar Lagoon aboard a classic sailboat and enjoy a trip in privacy and comfort. Feel s....
Private Tour
Sunrise in Paddle with Picnic in front of the Bird Sanctuary
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
Private Tour

Sunrise in Paddle with Picnic in front of the Bird Sanctuary
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North America
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Superb258 reviews5
Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....
Private Tour
Sail away! Hobie Cat Tour in the lagoon
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
Private Tour

Sail away! Hobie Cat Tour in the lagoon
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North America
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Superb23 reviews5
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....
Private Tour
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas
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
Private Tour

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas
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North America
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Superb1 review5
Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show whi....
Private Tour
Waikiki Sunset Boat Cruise
No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as we cruise the Waikiki coastline with views of Diamond head cra... More
Private Tour

Waikiki Sunset Boat Cruise
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North America
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Superb10 reviews5
No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed ....
Private Tour
Sunset Cruise on the Scenic & Calming Chesapeake Bay
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
Private Tour

Sunset Cruise on the Scenic & Calming Chesapeake Bay
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North America
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Superb11 reviews4.7
Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way t....
Private Tour