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Top USA Sailing Trips

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Molokini Sail and Snorkel Adventure

Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.
  • Duration: 5 hours
  • Free Cancellation
From
US$117.52
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  • Duration: 5 hours
  • Free Cancellation
From
US$117.52

Na Pali Coast Kauai Snorkel and Sail

Experience the wild beauty of Kauai’s breathtaking Na Pali Coast on this sailing and snorkeling cruise from Port Allen. Witness the ‘Eighth Natural Wonder of the World’ the way it was meant to be seen — from the water. Get a fantastic perspective on towering emerald sea cliffs, sparkling waterfalls and remote beaches from the deck of a well-equipped catamaran, and explore the island’s vibrant underwater world during a snorkeling stop. An included a buffet lunch and entertaining legends shared by the captain and crew make this an unforgettable Hawaiian adventure.
  • Duration: 5 hours
From
US$169.61
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  • Duration: 5 hours
From
US$169.61

Key West Island T'ing: Sail, Snorkel and Kayak Adventure

Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Snorkel above a coral reef. Look for dolphins, stingrays, sea turtles, manatees and more on this guided, 6-hour adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
  • Duration: 6 hours
  • Free Cancellation
From
US$112.00
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  • Duration: 6 hours
  • Free Cancellation
From
US$112.00

Ni'ihau and Na Pali Coast Super Snorkel Cruise

Uncover the ancient legends and dramatic landscapes of the Na Pali Coast and the  ‘Forbidden Island’ of Ni’ihau on this sailing and snorkeling adventure. Cruise alongside the towering emerald spires and remote beaches of Kauai’s breathtaking, rugged shore in a state-of-the-art catamaran, and snorkel among native marine life in the reefs just off Ni’ihau’s mysterious shores. Hear tales of Hawaiian history and mythology from the friendly crew, and enjoy a delicious buffet lunch onboard.
  • Duration: 7 hours
From
US$229.34
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  • Duration: 7 hours
From
US$229.34

NEW TO VIATOR

Moonlight New Year's Eve Fireworks Party Cruise Aboard the Great Point

Looking for the perfect New Year’s Eve celebration in New York City? Look no further than the Great Point as you and your friends’ party into the New Year on the seas. This NY New Year’s cruise is ready to treat you to an unforgettable experience as you end off 2018.Party with us on the seas and take in the views of the city as the hits of this year blast all night long. Get ready to party your way into the New Year aboard the Great Point and get your tickets onboard today!
  • Duration: 4 hours
From
US$149.89
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  • Duration: 4 hours
From
US$149.89

Big Island Snorkel Cruise Along Kohala Coast

On this 3.5-hour Big Island snorkeling cruise, experience the beauty of the Kohala coast from its colorful reefs to its beaches, as you scan the horizon for splashing dolphins or, in winter, humpback whales. In addition to colorful reef fish, there’s always the chance you could find Hawaiian green sea turtles while snorkeling the pristine coves. Enjoy the attentive, personalized service from your professional captain and crew, who also help serve you breakfast and lunch, and run the boat’s open bar.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
US$157.54
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
US$157.54

NEW TO VIATOR

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Sail up the scenic Kona coastline, getting views of ancient lava flows and verdant cliffs, and stopping at the Captain Cook Monument, on this 3-hour afternoon sail in Kealakekua Bay. Slip in to the water using the provided snorkeling gear to see vibrant schools of fish, living coral, and even pods of spinner dolphins. Learn about the area's underwater flora, fauna, and ecosystem through guided commentary.
  • Duration: 3 hours
  • Free Cancellation
From
US$82.54
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  • Duration: 3 hours
  • Free Cancellation
From
US$82.54

Whalewatch Sail Lahaina

Keep watch for humpback whales during this top-rated 2-hour sailing catamaran cruise from Lahaina Harbor. Whether it’s aggressive males competing for mates, mothers calving or listening to whales sing underwater, you never know what this adventure will bring. Certified marine naturalists and marine biologists provide insight into the physiology and behavior of the whales — which you are guaranteed to see. Enjoy snacks and drinks on board.
  • Duration: 2 hours
  • Free Cancellation
From
US$68.38
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  • Duration: 2 hours
  • Free Cancellation
From
US$68.38

Half-Day Cruise with Kayaking and Snorkeling

Get ready for fun in the sun on this half-day sailing, kayaking and snorkeling adventure off the coast of Key West. Choose from a morning or afternoon excursion and set sail. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef with 600 different species of marine life. Relax, feel the warm sea breeze and enjoy the day. Snacks, beer, wine, sodas and water included.
  • Duration: 4 hours 30 minutes
  • Free Cancellation
From
US$86.00
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  • Duration: 4 hours 30 minutes
  • Free Cancellation
From
US$86.00

Schooner Appledore Key West Cruise

Set sail on the schooner Appledore for a two-hour cruise from Key West!.  Join the crew to raise the sails, take a turn at the wheel, or just soak up views of the scenic Florida coast. Choose a day sail for maximum sunshine, or opt for a sunset sail in the early evening, then enjoy a selection of drinks during your time on the water.
  • Duration: 2 hours
  • Free Cancellation
From
US$45.97
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  • Duration: 2 hours
  • Free Cancellation
From
US$45.97

Key West Sunset Sail Aboard Schooner America 2.0

Set sail on a replica of the 1851 Schooner America on a 2-hour cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres, along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
  • Duration: 2 hours
From
US$91.38
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  • Duration: 2 hours
From
US$91.38

Wild Dolphin Sail & Shallow-water Snorkel

Swim with the dolphins on this 4-hour adventure off the coast of Key West, Florida. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.
  • Duration: 4 hours
From
US$95.59
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  • Duration: 4 hours
From
US$95.59

All Inclusive Water Adventure Excursion in Key West

Enjoy a day of sailing, snorkeling and kayaking on this 6.5-hour cruise off the coast of Key West. Spend a relaxing time on board a boat headed to the Key West National Wildlife Refuge. Pass some of Key West’s top attractions, then dive into the water to see more than 600 species of colorful fish, coral and other sea life. Then sail deeper into the refuge for some kayaking. This cruise includes a buffet lunch with unlimited beer, wine and soft drinks to sample along the way.
  • Duration: 6 hours 30 minutes
  • Free Cancellation
From
US$129.00
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  • Duration: 6 hours 30 minutes
  • Free Cancellation
From
US$129.00

Private Sailing Trip on Biscayne Bay

See the sites of Miami while relaxing aboard a private sailboat. Cruise on the Biscayne Bay and take in the views of the Miami skyline, Brickell, and Key Biscayne. Pass by lavish mansions, historical landmarks, and the Cape Florida Lighthouse. Choose from several departure times throughout the day, including an evening sail for sunset views.
  • Duration: 2 to 4 hrs
  • Free Cancellation
From
US$425.00
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  • Duration: 2 to 4 hrs
  • Free Cancellation
From
US$425.00

Classic Sailboat Sunset Sail

Watch the sun set over San Diego during an all-inclusive small-group cruise aboard a classic sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and USS Midway, and look for sea lions, dolphins, and other wildlife around San Diego Harbor on the 2.5-hour cruise.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$110.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$110.00

America's Cup Sailing Adventure on San Francisco Bay: Day Sail

Tread in the footsteps of world-champion sailors on this 2.5-hour America’s Cup Day Sail on San Francisco Bay. You’ll board a high-speed International America’s Cup class yacht and take a turn on the official race course from the 2013 competition. With a skilled sailor in charge, you’ll take your turn as crew working the sail trim controls and even have a chance to skipper the boat. After departing from San Francisco’s famous Pier 39 you’ll take to the Bay and cruise beneath the magnificent Golden Gay Bridge. There’s no better way to see the Bay than this sailing trip with USA 76.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$150.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$150.00

Private Sailing Charter in Miami

Enjoy a private sailing trip on a 40 foot Beneteau sailboat. Customize your own trip with Captain Bill, who's always game to give an impromptu sailing lesson to adventurous passengers—you can even take the helm or help work a wench. Or, just sit back, relax, and take in the sights. Choose a northern or southern route to highlight Miami classics like the skyline, MIllionaire's Row, and the magnificent Vizcaya estate.
  • Duration: 8 hours
  • Free Cancellation
From
US$425.00
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  • Duration: 8 hours
  • Free Cancellation
From
US$425.00

NEW TO VIATOR

Rock the Boat, New Year's Eve Fireworks Party Cruise Aboard the Bay State

Need somewhere to celebrate New Year’s Eve in New York City with your friends? Check out our NYC New Year’s Eve fireworks cruise aboard the Bay State and rock the boat into the New Year! Leave the year behind with this unforgettable party and welcome in 2019 aboard the Bay State. Take a look at the celebration that you’ll be enjoying and get your tickets onboard today! Sail on the Bay State and enjoy views of the city as you celebrate into the New Year. Catch views of your favorite landmarks such as the Empire State Building, the Brooklyn Bridge, One World Trade Center and more!  This NYC New Year’s cruise will keep the hits from the Top 40, Hip-Hop, Pop, and Dance charts blasting as you enjoy our live DJ. Move your body throughout the Bay State and fill up your stomach with the dinner buffet. Grab a plate and fill it up with some food as you celebrate the New Year. 
  • Duration: 5 hours
From
US$159.00
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  • Duration: 5 hours
From
US$159.00

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

On this exciting Oahu combo tour, start the day with a downhill bike ride with epic views of the coastline, before boarding a comfortable catamaran for a two-hour snorkeling adventure.  On this Oahu biking and sailing tour, all the necessary equipment is provided along with professional guides, as is round trip transportation and a deli-style lunch.
  • Duration: 5 hours 30 minutes
  • Free Cancellation
From
US$120.00
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  • Duration: 5 hours 30 minutes
  • Free Cancellation
From
US$120.00

Private Sailing Charter on San Diego Bay

Sail the lovely waters off San Diego on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing the sights like the Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.
  • Duration: 3 hours
  • Free Cancellation
From
US$399.00
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  • Duration: 3 hours
  • Free Cancellation
From
US$399.00

Sunset Sail Maui

Eat, drink, and be merry on a sunset cruise aboard a luxury catamaran. Sail the waters off Maui as you experience the ho’okipa (hospitality) of the crew and panoramic views. Enjoy an array of premium appetizers and a full bar—three alcoholic drinks are included in the price. There’s also a marine biologist on board to comment on any wildlife you may encounter or answer questions about the local flora and fauna.
  • Duration: 2 hours
  • Free Cancellation
From
US$89.16
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  • Duration: 2 hours
  • Free Cancellation
From
US$89.16

Aloha Sunset Sail with Hawaiian Style Buffet

Feel the 'aloha' spirit as the setting of the sun takes center stage on a sailing catamaran, departing from Port Allen Harbor. This 2-hour evening cruise takes you along Kauai’s south shore to prime viewing spots while you listen to the mellow tunes of Hawaiian music from the 1970s. You're served up genuine hospitality with a bento-style buffet dinner and tropical drinks on board.
  • Duration: 2 hours
From
US$90.67
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  • Duration: 2 hours
From
US$90.67

Private New York City Sunset Boat Tour

This classic private tour showcases the Manhattan skyline and the natural beauty of a stunning sunset! Depart from North Cove Marina near the iconic Freedom Tower and set sail on a tour that highlights the Brooklyn Bridge, Statue of Liberty and more. Pack food and drinks to ensure a memorable evening as you take in stunning views of one of the world's most dynamic cities!
  • Duration: 2 hours
  • Free Cancellation
From
US$500.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$500.00

NEW TO VIATOR

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

Ensure you find some of the best snorkeling sites in Hawaii on this sail and snorkel adventure leaving from Keauhou Bay Pier. Set sail along the Kona coastline toward the Captain Cook Monument, where your adventure begins. Jump into the clear water to explore the vibrant reef of the marine sanctuary of Kealakekua Bay, which is home to schools of colorful fish and pods of spinner dolphins. Your tour includes breakfast, lunch, and equipment such as snorkeling gear and boogie boards.
  • Duration: 4 hours 30 minutes
  • Free Cancellation
From
US$141.50
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  • Duration: 4 hours 30 minutes
  • Free Cancellation
From
US$141.50


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