WORLDWIDE
The 15 best wine sailings you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.
Review of Lisbon’s two-hour sunset sail from Belém, with Portuguese wine, landmark views, skipper commentary, practical tips, and honest value advice.
“It was a great experience. They upgraded us to a luxury boat free of cost. Excellent customer service. Loved the cruise.”
Sail Aruba’s turquoise coast with three snorkel stops, mimosas, brunch, lunch, and an open bar on this relaxed four-hour catamaran trip.
“Prepare to have a good time! Good equipment, good instructions on how to be safe. Fun time will be had by all.”
Cruise Porto and Gaia on a comfortable sailboat, sip port wine, see the Luis I Bridge, and watch the Douro meet the Atlantic.
“That was a once in a lifetime experience. Sipping a drink while on a sailboat watching the sunrise names better thing”
Review of Lisbon’s 2-hour champagne sailing tour, with bridge views, small groups, snacks, drinks, steering, tips, and honest value advice.
“My boyfriend and I had an amazing time with Nigel! They did a great job pointing out things along the coastline while also letting us relax and enjoy the ride. They had beer, wine, champagne, and soft drinks that kept flowing the whole time. It really was a beautiful experience, and we would definitely do it again!”
Review of Key West’s small-group sunset sail with eight wines, beer, hors d’oeuvres, friendly crew, and practical booking tips.
“Very attentive staff on the boat! Generous wine pouring. Nice variety. Beautiful cruise. Check in process was slow.”
Review of Lisbon’s small-group sunset sailing tour with Tagus views, Portuguese wine, snacks, historic sights, practical tips, and honest drawbacks.
“Fantastic experience we had a lovely time with fab views, information, company, wine and nibbles. A great end to our trip to Lisbon”
Review of Lisbon’s two-hour sunset sail on the Tagus, with wine, skyline views, practical tips, price advice, and booking details.
“Joe was an excellent Captain. The conversation was great. Wine was plentiful. Would recommend to others.”
Review of Porto’s two-hour Douro River cruise with Port wine, bridge views, sunset sailing, practical tips, value, and meeting-point advice.
“We experienced a beautiful sunset on the Atlantic and we’re able to enjoy the many sites of Porto along the river! Great crew! Would like to have heard a little more history along the way without having to ask questions!”
Key West sunset sail review with dolphin watching, wine, champagne, tapas, landmark views, practical tips, pricing, and honest drawbacks.
“Wonderful experience, excellent hors d’oevres, drinks, beautiful sunset, well worth the price - would have liked to be under sail instead of engine for the trip”
Review of St. Thomas’ Champagne Sunset Sail from Margaritaville, with food, open bar, timing, value, tips, and honest drawbacks.
“Had a great time for my friends Bday. Captain Tuna and the team was great! It was cloudy out but the vibes made up for no sunset.”
See Lisbon at sunset from a small sailboat, with Vinho Verde, local history, blankets, and landmark views along the Tagus.
“The entire tour was well-paced, organized, and stress-free, which I attribute to the excellent planning and attention to detail of our guides Pedro and David The weather was perfect Tour highly recommended!”
Sail Lisbon’s Tagus River on a small-group sunset cruise with local guides, Vinho Verde, music, and views of Belém Tower and Alfama.
“This trip was the highlight of my Lisbon vacation. Francisco did an excellent job explaining the history behind each site. He struck the perfect balance—knowing when to give us space, when to engage, and when to top up our wine. The wine itself was wonderful; I especially loved the Green wine, which felt perfect for the occasion. While on the boat, we passed by other party and sailing boats, but honestly, this one was the most relaxing I saw and experienced. If you want to enjoy the natural breeze, the sound of the waves, and the beautiful scenery without distractions, this is the tour to take.”
Review of Marseille’s sunset schooner cruise, with swimming at Frioul, vegetarian dinner, Provençal rosé, practical tips, and honest value advice.
“The schooner was beautiful and I appreciated that the sailors raised the sails on the way out. It was fun to hear the beautiful live music while eating our tasty dinner. Overall a great evening!”
Spend seven hours aboard a historic sailing yacht from Marseille, with Calanques scenery, swimming, snorkeling, lunch, and organic wine.
“It was perfect, very friendly staff, good food, nice locations. I couldn't find a thing to improve on!”
Sail from Barcelona to Alella for coastal views, four local wines, a Catalan brunch, and a family-run winery visit in a small group.
“This may be the best winery tour and tasting we have ever experienced: small family run vineyard in a part of Spain we have never explored before. The tour, given by a family member, and tasting afterwards was wonderful --- tasting several wines with tapas overlookiRead more”
Pick a rig, a coast or an afternoon.
