Sailing Trips

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.

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.

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.

Cruise the Adriatic Sea for a day of sailing, sunbathing, swimming, and sightseeing during this 8-hour private boat cruise from Zadar. Explore hidden coves only reachable by water, swim in turquoise-colored waters, discover Kornati National Park, visit off-the-beaten path fishing villages on picturesque islands. Snorkel gear, boat fuel surcharge and national park fees are also included.

Get the opportunity to snorkel near the natural habitat of whale sharks during this tour from Los Cabos, including round-trip transport, snacks, lunch, drinks, and even an open bar. First, learn about the whale sharks from a marine biologist on your way to the dive sight, and then head into the water with a professional instructor. Catch sight of the beautiful sea life in its natural habitat, and afterward, relax with a hot shower.

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.

Spend the day on a yacht in Stockholm's scenic archipelago during this full-day excursion from Vaxholm. All hands are on deck as you help steer and crew the ship yourself under the direction of an expert skipper. Disembark on a picturesque island to explore its rocky shores and swim in the bracing ocean. Enjoy a traditional Swedish lunch on board the boat. No sailing experience is necessary to enjoy this day on the water, and all equipment is provided.

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.

Soak up the sunshine on a luxurious half-day catamaran cruise along Tenerife's curvaceous western coastline. Climb aboard your stylish vessel and set sail on the shimmering sea; see unspoiled coastal scenery and enjoy gorgeous ocean views as you drift along the Atlantic Ocean. Relax in the shaded lower deck or feel the sun on your skin on the top-deck while sipping unlimited drinks and feasting upon a delicious buffet. Plunge into the crystal clear waters of Masca Bay for a revitalizing dip during your oceanic 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.

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 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.

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.

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.

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.

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.

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.

Swim, snorkel, look for sea life, and call at Lanzarote and Los Lobos Island on this glass bottom catamaran trip from Fuerteventura. As you cruise, watch fish through the underwater windows, and scan the seas for dolphins. Visit Lanzarote's Papagayo beach to swim or snorkel, and then continue to the nature reserve of Los Lobos to explore, swim, or snorkel again. Includes onboard lunch and drink, plus pickup from selected Fuerteventura hotels and resorts.

There is only one way to go island hopping in the southern Dalmatian Coast: by luxurious and comfortable yacht from Dubrovnik. This full-day affair includes an up-close and personal experience with the shimmering Adriatic Sea, as well as the chance to visit some off-the-radar islands. Sit on the sands of Koloāep Islands and explore the citrus groves and medieval ruins of ō ipan Island. Finally, enjoy verdant Lopud and its fine beaches. Then relax on the yacht as it cruises back to Dubrovnik.

Plunge in the inviting waters of the Mediterranean Sea on a full-day catamaran cruise along the coast of Mallorca. Sail the curvaceous coastline in a luxurious vessel and admire views of rugged rock formations and impressive natural monuments. Swim and snorkel during stops in several idyllic locations and feast upon a delicious buffet lunch on the soft sands of Fromentor Beach, or at the beautiful beaches of Es Trenc and Es Cargo depending on which route you select.