ShowingFilter 1-20 of 49 listings.
New York Sailboat Cruise with Wine Cheese and Charcuterie
$ 101
2 Hours Sailing Trips
Free Cancellation
Set sail in the waters of New York City on the only floating designated landmark around on this wine and cheese waterway experience. Float through the New York City Harbor as you sip on top wines and sample local cheese and charcuterie. Cruise alongside the State of Liberty, Ellis Island, Battery Park, Brooklyn Heights and New York City skylines on this relaxing excursion. This tour is the perfect way to unwind on the water and enjoy some of the city's top attractions while sipping wine.
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Alcatraz and San Francisco Bay Sailing Cruise
$ 95
3 to 5 Hours Sailing Trips
Alcatraz admission tickets often sell out, which can make it hard to explore the prison at the time you'd like to go. Book this Alcatraz and San Francisco Bay sailing package to secure your visit to Alcatraz, and take a leisurely sail across the bay, too. You'll also get access to the prison's award-winning audio tour that's available in eight languages.
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Honolua Bay Snorkel Sail
$ 144
5 Hours Sailing Trips
Hotel Pickup Offered Free Cancellation
Dive beneath the waves to explore Maui's colorful fish, vibrant coral, and graceful sea turtles on this 6-hour snorkel excursion to Honolua Bay. Experience one of the island's most popular snorkel spots with the help of a certified marine naturalist before heading to a second site for more underwater adventure. An included breakfast, barbecue lunch, and periodic sightings of wild dolphins help add to the experience.
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Luxury Boat Tour and One World Observatory Admission
$ 165
2 Hours Sailing Trips
Free Cancellation
Take a cruise around Manhattan on a luxury yacht and visit the top of the tallest building in the Western Hemisphere on one thrilling outing. This two-in-one tour travels to New York Harbor for postcard-worthy views of the Statue of Liberty, the Brooklyn Bridge, and the Lower Manhattan skyline includes admission to the observation deck of One World Trade Center, formerly known as Freedom Tower.
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Kepoikai Catamaran Charter
$ 1,466
1 Hour Sailing Trips
Cruise the waters off Waikiki on this private catamaran. During this 1-hour activity, invite up to 37 of your friends and family on board for a journey down the coast of Waikiki and around to Diamond Head. Bring your cameras for fantastic photo ops. Relax on board with your party for special occasions such as weddings, family reunions or birthdays. Multiple departure times offered throughout the day make this a flexible activity that's easy to fit into your schedule while on Oahu.
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1.5-hour San Francisco Bay Sailing Tour
$ 49
1 Hour 30 Minutes Sailing Trips
Take a relaxing 1.5-hour afternoon sailing cruise aboard a traditional sailboat on the San Francisco Bay. Cruise past landmarks such as Alcatraz Island, Angel Island, the Sausalito waterfront, and Golden Gate Bridge, and see the San Francisco skyline on your way back to Pier 39. Includes two drinks, and personalized attention from the crew and captain.
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Baltimore Inner Harbor Sailing Experience
$ 45
1 Hour 30 Minutes Sailing Trips
Free Cancellation
Many sightseeing tours can feel exhausting, as you rush from one top sight to another. This sailing experience on Baltimore's Inner Harbor, on the other hand, offers the chance to soak up city views at a relaxed pace from the water. Sailing in a small group also means that the experience is amore personal one.
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Private Sail from Cabo with Snorkeling, SUP, and Semi-Private Beach
$ 640
4 Hours Sailing Trips
Free Cancellation
Spend a gorgeous morning on this private 4-hour sailing cruise in Cabo San Lucas Bay. Aboard your boat seating up to 12 of your family and friends, enjoy iconic sights including the Arch, Lover´s Beach, Divorce Beach and Pelican Rock. Check out a sea lion colony, dock near a semi-private beach for fantastic snorkeling and try stand-up paddleboarding. Swim, relax, and pass the time as you like. The boat is well-appointed, with a MP3/iPod port and restroom on board, making this cruise even more comfortable for your private group.
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America's Cup Sailing Adventure on San Francisco Bay: Day Sail
$ 150
2 Hours 30 Minutes Sailing Trips
Free Cancellation
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.
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NYC Private Sightseeing Sailing Tour
$ 575
2 Hours Sailing Trips
Free Cancellation
Get an inspiring new perspective on the Big Apple with a private sailing tour of New York City. Bring along the whole family or a group of up to six friends for this sightseeing cruise along the Hudson River past landmarks like the Statue of Liberty, Ellis Island, and the Brooklyn Bridge. You'll have the whole boat to yourself during the 2-to-3-hour voyage, making it an ideal way to celebrate special occasions.
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Na Waiwai - An Authentic Hawaiian Land and Sea Exploration
$ 240
5 Hours Sailing Trips
Free Cancellation
Join Holo Holo Charters and the National Tropical Botanical Gardens for an enriching Native Hawaiian land and sea experience of a lifetime. Learn the true story of the Lawa'i Kai ahupua'a as you interact with Kaua'i's host culture. This all-inclusive authentic exploration is sure to fill the void for any experiential traveler desiring to connect with Kaua'i's natural beauty, history, and people. This tour includes a 3 hour guided Hawaiian historical exploration tour at the National Tropical Botanical Gardens combined with our 2 hour Aloha Sunset Dinner Sail.
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New York City Luxury Boat Tour
$ 90
1 Hour Sailing Trips
Free Cancellation
Cruise the rivers and harbors of Manhattan in style during this 1-hour, small-group, sightseeing cruise aboard a 28-foot (8-meter) luxury powerboat. Skip the overcrowded tourist ferries as you join no more than 6 total guests for an unforgettable ride past some of the Big Apple's best-known landmarks. Ride in comfort as you cruise past the Freedom Tower, Brooklyn Bridge, Statue of Liberty and more. Want to commemorate your special ride? A video of your adventure is available for purchase.
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Private 30 Feet Sailing Experience in Los Cabos
$ 495
3 Hours Sailing Trips
Free Cancellation
Experience Cabo San Lucas on your own private sailboat with a 3-hour charter for up to four people. See Cabo's Land's End, the Arch, and Pelican Rock as a crew serves drinks from the open bar, slip into the water to use the boat's paddle boards and snorkeling equipment, then enjoy a light lunch on the water. This 3-hour charter sails from the Cabo San Lucas marina, with departures available throughout the day.
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New York City Lights Sail
$ 45
1 Hour 30 Minutes Sailing Trips
Free Cancellation
This 90-minute evening sail offers the perfect opportunity to sit back and relax while you take in close-up views of the world's most famous skyline illuminated at night.
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Craft Beer Sailing Cruise in New York City
$ 79
2 Hours Sailing Trips
Free Cancellation
Embark on a unique sailing adventure with this craft beer cruise of New York Harbor. Take in fantastic views of the Manhattan skyline, Ellis Island, the Statue of Liberty from aboard a replica of a historic tall ship - one of the largest vessels in the country. As you sail, taste six different New York craft beers served with cheese and charcuterie form a local Brooklyn deli. You can even take a turn at the helm if you like!
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Day Sailing on Banderas Bay
$ 119
6 Hours Sailing Trips
Free Cancellation
Explore the curvaceous coastline and iridescent waters of Banderas Bay on a half-day sailing tour from Puerto Vallarta. Sail upon the shimmering sea; swim in crystal clear blue water; and discover the incredible natural wonders of Banderas Bay. Snorkel in a secluded cove and enjoy complimentary beverages and delicious lunch as you cruise on your luxurious vessel. Combine the unadulterated pleasure of sailing with pampering on this delightful excursion.
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America's Cup Sailing Adventure on San Francisco Bay: Sunset Sail
$ 180
2 Hours 30 Minutes Sailing Trips
Free Cancellation
Take the helm of an International America's Cup Class yacht on a 2.5-hour sail that traces the official course of San Francisco's 2013 America's Cup race. Cast off from the city's bustling waterfront, and work alongside the crew to trim sails and operate the hoist while you head towards the Golden Gate Bridge. Enjoy fresh Pacific breezes as you get underway, and capture unforgettable images of Alcatraz, the San Francisco skyline, the bridge and the soaring Marin Headlands from the deck of the USA 76.
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Los Cabos Luxury Sunset Sail
$ 89
2 Hours 30 Minutes Sailing Trips
Free Cancellation
Sail past spectacular seaside sights at sunset on a romantic 2.5-hour cruise from Los Cabos, Sip drinks from an open onboard bar and nibble on light bites from a gourmet menu as you cruise past iconic landmarks like the Los Cabos Arch and Lover's Beach. Watch as the sun sinks into the crystalline water and enjoy the luxurious facilities of your vessel. Enjoy personalized attention from your crew on this small-group tour, where numbers are limited to 20 people.
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2 Hour Newport Harbor Sail Aboard Former America's Cup Yacht
$ 98
2 Hours Sailing Trips
Free Cancellation
Experience an unforgettable nautical adventure and take home second-to-none bragging rights with this 2-hour Newport cruise. Sail aboard an actual America's Cup 12-meter yacht, which navigates you past top attractions including the New York Yacht Club, Newport Pell Bridge, the Rose Island Lighthouse and Fort Adams. No prior experience is necessary - try your hand at sailing, or simply hang back and enjoy the ride. Expert crew will ensure a safe and enjoyable time on the water.
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New York City Happy Hour Sail
$ 25
1 Hour Sailing Trips
Free Cancellation
Sail smoothly from the end of your week into the start of your weekend on board Manhattan's most elegant sailing ship. Enjoy happy hour on the sea with the New York City skyline as your background.
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