Sailing Trips

Set sail on the seas near Santorini thanks to this private, flexible-length sightseeing cruise aboard a motor yacht. Pick between half-day and full-day trip options as you explore secluded coves, hidden beaches and historic lighthouses. During the trip you'll have time for swimming, sunbathing, snorkeling, and excursions to a hot spring, plus an included barbecue lunch or dinner.

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!

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.

Design your own maritime adventure with a private sailing experience from Barcelona. Choose from a 2- or 4-hour trip and customize your time on the water. Departing from Port Olimpic, cruise in front of the famous Barceloneta Beach and out into the Balearic Sea as a professional skipper guides your boat. Relax on the sun deck, swim straight off the boat or take the helm for a sailing lesson. Other optional activities like flyboarding and jetskiing can be arranged by your guide.

Escape the hustle and bustle of Venice for half a day on a private, guided tour of the Venetian Lagoon's three most famous and picturesque islands. See where the world's finest artisan glass is made on Murano, admire the colorful fishermen's homes and traditional lacemaking workshops on Burano and visit the 5th-century remains of Venice's oldest settlement on serene Torcello. Cruise across the lagoon in a private motorboat and enjoy the personalized attention of a local guide for a carefree day on the water.

See New York City from the waters of the Hudson River on your own private motorboat tour. Enjoy two hours of sightseeing with stops at the Brooklyn Bridge, Freedom Tower (One World Trade Center) and Statue of Liberty. Bring your group of up to six people along with your own food or drink for this exclusive New York boating experience. Your tour departs from a convenient location in lower Manhattan.

Spend the day sailing around beautiful Santorini on a catamaran. Imbibe unlimited amounts of white wine and water and indulge in a delicious barbecue prepared onboard the catamaran as you sail in the gorgeous blue waters of the sea off the shore of Santorini.

Visit some of Rhodes' prettiest beauty spots on this full-day cruise. Unwind on deck and revel in the sun, sights and sea views as your professional skipper steers your boat along the island's east coast. Swim in the peaceful waters off Anthony Quinn Bay; tuck into a delicious onboard buffet; stretch out on Afandou Bay's pretty beach; and dive into the vivid-blue sea near Tsambika Beach. Cap your cruise at Kalithea Spa, set above idyllic coves and bays.

Sail the seas around Seattle on this private, 3-hour adventure to Puget Sound. Climb aboard the S/V Kingsley and set sail from the Shilshole Bay Marina with an experienced captain leading the way. Learn how to sail or simply sit back and enjoy the view. See an abundance of marine wildlife, the downtown Seattle skyline - including the iconic Space Needle - plus incredible views of the Olympic Mountains, featuring majestic Mount Rainier in the distance.

Enjoy a romantic experience sailing on Sydney Harbour. You won't have to worry about steering the ship, as you'll have your own skipper. It's a great way to see many of Sydney's top sites from an incredible viewpoint. You'll sail past Harbour Bridge, Sydney Opera House, Fort Denison, and Taronga Zoo. Conveniently, the tour allows you to bring your own food and drink, or pre-booked catering can be arranged, making it the perfect customized experience.

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.

Treat yourself to a special 2-hour Lisbon sail and wine tour. Take in the sights as you cruise the Tagus River with an expert crew. Nibble on ‘petiscos,’ Portuguese-style tapas, while sipping classic local wine and admiring the city from the water. Choose from a morning or afternoon departure.

Sail to Isla Mujeres from Cancun for a full day of fun in the sun. Stop for snorkeling in the clear waters of the Mexican Caribbean, then head to a private beach club on Isla Mujeres. Enjoy a buffet lunch spread, and have time to hang out at North Beach or go shopping downtown. After your time on the island, sail back to Cancun, with a tequila party and spinnaker flight (weather permitting) along the way. Your tour includes a buffet lunch with unlimited drinks and use of snorkel equipment.

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.

Admire Dubai's skyline on a private, skippered motor yacht cruise from Dubai Marina. Choose a 2-, 3-, or 4-hour cruise and relax on deck as you sail along the marina and Arabian Gulf waters. Glide by the Burj Al Arab, Atlantis The Palm, and other sights, and on a 3- or 4-hour cruise, opt to swim in the Marina lagoon. Includes unlimited sodas and water, and use of fishing equipment and music system.

Discover Lisbon by water on this 2-hour sailing tour. Meet your friendly crew at the harbor and find a seat to kick back on the vessel and watch the tide roll in. Admire the striking views of Lisbon as the vessel pulls away from land and you glide over the Tagus River's smooth waters. Relax with a glass of champagne and enjoy light snacks for the ride.

Set out from Cabo San Lucas on a private 2-hour sunset cruise highlighting some of the coastline's most iconic sights. Board a power catamaran for a leisurely cruise along the Cabo coast, sailing past landmarks such as Lovers Beach and the photo-worthy golden-hued Arch, which looks even more spectacular in the evening light. Watch the sun slowly disappear below the horizon with your friends and family while basking in the natural beauty of your surrounds.

Escape the hustle and bustle of the mainland on a customizable sailing trip from Dubrovnik. Gain active sailing experience on the open sea, and discover secluded bays on Lopud, Å ipan, and Koloāep, ideal for swimming, snorkeling, and sightseeing. Benefit from the supervision and insights of a professional skipper, and capture sweeping views of the Adriatic coast from an offshore perspective.

Combine sightseeing with luxury on a 6-hour sailing tour of Lisbon, including champagne and homemade snacks. Alongside your skipper, you'll cruise past top Lisbon monuments on the Tagus River while enjoying unlimited alcoholic drinks. Stop for lunch in the picturesque fishing village of Seixal; learn to steer the yacht; or simply relax on deck in the warm Portuguese sun. This tour is ideal for small groups of up to 11 people wishing to enjoy the sun and sights of Lisbon.

Explore Sydney like a local on this half-day sailing cruise. Your expert captain takes you out in a luxury yacht, passing close to iconic landmarks such as the Sydney Opera House, Sydney Harbour Bridge and Fort Denison, before continuing out to Balmoral. Snack on a light lunch that includes fresh seafood, Australian cheeses and a glass of sparkling wine. During your 4-hour sail, enjoy time to swim, learn sailing basics, or simply kick back on this small-group tour limited to 20 people, which ensures an intimate experience.