Sailing trips · CITY TOURS
Every trip has one free day too few. These 9 city sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.
From Long Wharf, you’ll ride a high-speed catamaran to Stellwagen Bank with a naturalist guide, watching for humpback, fin, minke, and pilot whales, dolphins, and seabirds. Expect about 3.5 hours on the water, indoor seating, restrooms, and snacks for purchase.
“Saw a humpback blow and dive several times, including one up close. The narrator was great and enthusiastic.”
Join PalmaYachts for a two-hour Tagus River sail from Belém, limited to 10 people. Guides such as Benny, Miguel, João, and Telma share Lisbon’s stories while you pass Belém Tower, Commerce Square, Christ the King, and the 25 de Abril Bridge with a drink in hand.
“We had a wonderful experience on the sunset sailboat tour - Telma was so friendly and informative as this was our first time on a sailboat like this and she had interesting facts about the sites we passed. We were also given the chance to have our own time and take in our beautiful surroundings so we appreciated this too. Would definitely recommend! ✨”
Spend two hours aboard MagicSail with a drink, music, and a live guide in English, Portuguese, or Spanish. Cruise from Belém past the Tower, Discoveries Monument, Praça do Comércio, Alfama, and Christ the King. Guides such as Tiago, Miguel, Paulo, and Isaac add history and humor.
“We took the sailboat cruise on the last day of our trip to Lisbon and it was the perfect end to our vacation. Our tour guides were Mr Miguel and Mr Tiago, both of them were extremely jovial, humorous and kept us all engaged during the cruise. It was a great experience all thanks to our guides. We loved every bit of it and would absolutely recommend everyone to take the cruise- it is one of a kind experience.”
Join DiscoverOasis at Santo Amaro Dock for a relaxed two-hour sail past Praça do Comércio, Alfama, Belém Tower, Cristo Rei, and the 25 de Abril Bridge. Teresa, Manuel, or another multilingual crew member may share local stories while you enjoy wine, beer, water, and simple snacks.
“Excellent tour - Theresa was so welcoming, friendly, and accommodating. The city views were beautiful by boat, and a glass of wine/snacks were provided. Highly recommend!”
Settle into an assigned table aboard a classic 1920s-style yacht and cruise past Lower Manhattan, Governor’s Island, Ellis Island, and the Statue of Liberty. You get indoor comfort, open-deck views, and one included drink. Crew members such as Jacob, Yuri, and Tim have been praised for warm service and helpful photo-taking.
“The boat itself was beautiful and the crew on the boat were so friendly. We could just sit back and relax and enjoy the nice view. Highly recommended for a visit if you’re in NYC!”
Leave Galway City Docks at 9:30 a.m. for Inishmore, the largest Aran Island, with about 4.5 hours to explore by bike, bus, walking, or horse-drawn cart. On the return, cruise past the Cliffs of Moher and a major seabird colony. This is a ferry-style trip, not a fully guided shore tour.
“Very well organised, safe is very friendly and facilities and choice of drinks on board was fantastic. Parking in Galway and getting to the pier was very easy - instructions are very well explained on the ticket. Highly recommend this tour.”
Board the 105-foot Schooner America at Pier 62 for a two-hour sunset sail past Chelsea, Battery Park, Ellis Island, and the Statue of Liberty. A professional crew handles the sailing, and each adult receives one beer, wine, or Champagne. Bring a photo ID and a warm layer.
“So beautiful and fun. Boat is beautiful and was especially nice on a Sunday night as it was only about half full. The crew is super nice and attentive”
Board at Pier 62 for a 90-minute evening cruise around Manhattan. You’ll have an assigned table, one complimentary drink, indoor and outdoor viewing areas, and clear views of the skyline, Statue of Liberty, and Ellis Island. The cruise is not formally narrated, so expect music and sightseeing at an easy pace.
“if you have a good weather night, this is the best experience I feel for New York City. There’s nothing like seeing the skyline from a boat and also the Statue of Liberty and the Brooklyn Bridge. Amazing photos unobstructed. Highly recommended and I will be taking my mom the spring.”
Cover Sheikh Zayed Mosque, Abu Dhabi’s cultural stops, Dubai’s souks and landmarks, then sail from Dubai Harbour at sunset. English-speaking guides such as Ali and Mani lead the city tours, while you arrange your own transport to the yacht.
“It was OKish, but it was too much driving and not much time to visit the attractions. The best part was the boat cruise, fantastic!!!!!”
Pick the boat, the hour on the water or the country.
