Sailing Trips in USA

See the best of New York City aboard a historic sailing ship on this cruise around New York Harbor. Choose from two afternoon departure times. Enjoy incredible views of the Manhattan skyline, plus landmarks like One World Trade Center, the Empire State Building, the Statue of Liberty, Ellis Island and much more. Help raise the sails or even take a turn navigating the ship.

Watch the evening lights come on around the San Francisco Bay on Sundays during a 2-hour sunset sail from downtown Sausalito. Cruise aboard a handsome schooner that passes landmarks such as the Alcatraz Island, Crissy Field, Fort Mason, Fisherman's Wharf, Coit Tower, Angel Island, the Golden Gate Bridge, and the Bay Bridge.

Go sailing on the San Francisco Bay on a spectacular 2-hour sailboat cruise from Pier 39 at Fisherman's Wharf. Head to the Golden Gate Bridge for sweeping views of the Marin Headlands, Tiburon and Sausalito, then glide across the bay, passing Angel Island, Alcatraz Island, The Presidio, Crissy Field, Ghirardelli Square and the Bay Bridge. You can enjoy two complimentary glasses of sparkling wine, beer or soda, and ask your captain and crew any questions you may have along the way.

Revel in the New York City skyline's stunning nighttime glow during this sailing cruise that takes place after sundown. Feel the energy of the city at night and gaze out over the glittering skyline, bridges, and landmarks as a jazz trio performs. Snap photos and sip cocktails on this vintage inspired, wooden schooner as you get to know New York at night.

Admire New York's skyline from the water's edge, and see its major landmarks illuminated after dark, on this sailboat tour of the New York Harbor. Head to Chelsea Piers, and board the Adirondack: an elegant vessel inspired by 1890s pilot schooners. Sail past the Statue of Liberty and Ellis Island, and admire Battery Park, the Brooklyn Bridge, and other highlights. Your ticket also entitles you to three on-board beverages; choose between wine, beer, Champagne, and non-alcoholic options.

See San Diego on a small-group 2.5-hour cruise aboard a classic 32-foot (10-meter) sailboat. Munch on light snacks, accompanied by craft beer or wine, while taking in landmarks like the Maritime Museum and USS Midway, in addition to wildlife and the bustling San Diego Harbor.

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.

Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii's famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided. Local hotel pickup and drop-off included.

Admire San Francisco and its surrounding sights from the water on a San Francisco Bay sailing cruise. On board a catamaran, you'll sail past the iconic Golden Gate Bridge, legendary Alcatraz Island and the hamlet of Sausalito. Take advantage of great photo ops while you soak up the sea breeze during this 90-minute tour.

A gorgeous island known for its pristine beaches and world-class snorkeling Lana'i is an incredible but sometimes difficult-to-reach destination. This Maui sailing trip offers one of the best tours for getting there. Not only is this full-day sail a great chance to check out healthy coral reefs with provided snorkeling equipment, but it's also packed with inclusions such as breakfast, lunch, and drinks.

Get out on the waters of Lake Union in a sailboat with a professional captain for a 2-hour intro to sailing lesson. With a small group, learn the ropes of of sailing a small vessel, including sailing theory and safety while enjoying views of the Seattle scenery. Multiple departure times offered throughout the day.

See one of the world's most recognizable New York City landmarks in sailing style on this sunset cruise onboard a classic schooner. See the iconic skyline of Lower Manhattan as the vessel sails onward toward Ellis Island and Lady Liberty herself. Sip champagne or cocktails as the sunset casts colorful lights on the city.

See the best of New York City aboard a historic sailing ship on this 75-minute, daytime cruise around New York Harbor. Enjoy incredible views of the Manhattan skyline, plus landmarks like One World Trade Center, the Empire State Building, the Statue of Liberty, Ellis Island and much more from the water.

See the skyline and architectural shapes of New York City during this sailing cruise along the Hudson River. Board the elegant sailboat with wooden floors and soaring white sails. Take a seat and feel the wind in your face as you sip wine, beer, and champagne while looking out over iconic sights like the Brooklyn Bridge, Statue of Liberty, Battery Park and more.

Cruise the bay and find yourself beneath the Golden Gate Bridge on a 2.5-hour Sunday morning eco sailing tour from Sausalito. Take in fantastic views of San Francisco and Alcatraz while gliding through the bay, and look for native marine life like porpoises and seals with the help of an onboard naturalist.

See New York City from a rare perspective on a cruise through the Hudson River, with views of the skyline at sunset. As you sail past quintessential landmarks such as One World Trade and the Statue of Liberty, enjoy three drinks on the house (choice of wine, beer, champagne, or soda). The option to bring your own picnic dinner makes this a popular choice for date night or entertaining guests.

Come aboard the Privateer for a breathtaking 2-hour sailing journey along the San Francisco Bay where you can enjoy sightseeing at the most beautiful time of day"”sunset. Coast along as you spot out Alcatraz, the Sausalito shoreline, and the Golden Gate bridge, all with a drink of choice in your hand.

Cruise around San Diego bay aboard an authentic 1992 America's Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America's Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. Take a turn at the helm and join in grinding the winches to raise and trim the sails.

See Lady Liberty in style during this sailing cruise onboard a wooden schooner built in classic, 1920s style. Walk the teak deck and find your place under the massive white sails of the America 2.0. Set sail through Lower Manhattan to take in epic skyline views on your way to the Statue of Liberty.

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.