REVIEWS · SAILING
Every trip has one free day too few. These 15 wine sailing trips justify the slot wherever you happen to be, priced and timed so the decision takes minutes.
Watch Lisbon’s sunset from a small sailboat, sip Portuguese wine, and see Belém Tower, the 25 April Bridge, and riverside monuments.
“Cold and rainy but still had fun. Was disappointed that the trip was advertised as a luxury sailing vessel and that was not the case, boat was in disrepair.”
Cruise Porto and Gaia by sailboat, sip port wine, see the Dom Luís I Bridge, and watch the sunset on a relaxed two-hour Douro trip.
“Everything was excellent! Welcoming,informative and comfortable with beautiful views and delicious drinks! A lovely evening.”
Sail Lisbon’s Tagus River on a small yacht with champagne, snacks, landmark views, and a chance to steer beneath the 25 de Abril Bridge.
“Nigel and Manuel great hosts. Cruise was lovely. Delicious bites and plenty of drinks.”
Sail Lisbon’s Tagus River at sunset with wine, snacks, landmark views, and a small group of up to 10 people.
“Bring a sweater or windbreaker - it gets a little chilly and windy as the sun sets ( we did the tour early October).”
Sail Lisbon’s Tagus River at sunset with wine, waterfront monuments, friendly hosts, and practical tips for this relaxing two-hour cruise.
“If you want to get another view from Lisbon and want to connect easily with people from around the globe we can definetely recommend you this trip. The crew was very cool and friendly and they gave us a lot of good wine and many informations about Lisbon. My girlfriend and I were even allowed to steer the ship which was an experience on its own. The mood on board was exuberant and amazing. Don't forget to bring warm clothes because it can get very cold and windy. To sum it up it's worth the money and an breathtaking experience. :)”
Review of Porto’s luxury six-bridge yacht cruise, with Douro views, local wine, regional snacks, guide tips, pricing, and practical advice.
“Fantastic trip! Our tour guides -Ramos,João Pedro and Gancalo were incredibly knowledgeable and friendly. Would highly recommend!!”
Review of Lisbon’s sunset sailing tour with Vinho Verde, landmarks, history, blankets, and practical advice on price, weather, and value.
“The tour was a lot of fun and our guides were incredibly friendly and knowledgeable. They were experts that genuinely enjoy informing travelers of Lisbon’s history, while also creating a lively and exciting experience being on a sail boat. The harbor was lovely at sunset and the boat was very clean, organized, and comfortable. Highly recommend!”
Sail Lisbon’s Tagus River on a small-group sunset cruise with local guides, Vinho Verde, landmark views, and a relaxed two-hour ride.
“the setting was very chill and intimate. my cup was never empty, it was always filled with wine. Our Guide, Andrei and Marina were so accomodating. 10/10 experience. highly recommend this tour.”
Review of Key West’s 90-minute Champagne sunset catamaran cruise, with drinks, harbor views, practical tips, pricing, and honest drawbacks.
“We booked this champagne catamaran cruise for a bachelorette trip, and it exceeded all of our expectations! The crew was incredibly welcoming, providing a great selection of drinks and even letting us blast some *Mamma Mia!*, which made the whole experience so much fun. The sunset was absolutely stunning—a perfect backdrop for our celebration. I was a bit nervous beforehand because some previous reviews mentioned it was hard to find the boat, but it was actually super accessible and easy to locate. If you're planning a special event or just want a relaxing and scenic way to experience the Keys, I highly recommend this cruise!”
Review of Athens’ 5-hour catamaran cruise with Greek lunch, wine, swimming, snorkeling, paddleboarding, and scenic Riviera views.
“The reviews on this cruise can’t do it justice! The boat is large and super duper clean, the hosts were absolutely terrific- great English, clearly live what they do, and treated us like friends not customers. They took us to two different swimming locations where we saw great yachts, beautiful shores and islands, and fish swimming under water! The swimming was so refreshing and they had noodles, life vests, masks and snorkels, and paddle boards to play with. The light meal was really delicious and very classic Greek food, cooked with love! They constantly offered us wine and soft drinks, and the entire afternoon was a beautiful pleasure. The other…”
Cruise Porto’s six bridges by private yacht with local wine, regional snacks, friendly guides, and views reaching the Atlantic Ocean.
“We love love everything about this cruise. Kika and Alexandre were so hospital and the yacht was very impressive. We were a private group of 4. Our glasses were never empty! Highly recommended!!!”
Cruise Porto’s Douro River privately, with six bridges, local wine, cheese, snacks, and sunset views from a yacht.
“Antonio & Nuna were a dynamic crew. They explained the history of Porto and answered any questions that we had. Antonio is an excellent captain with a smooth ride. Sometimes it felt like we were floating, as he sailed so smoothly with the waves. Nuna was warm and friendly and made sure we had a good time. We had so much fun I couldn't believe the time went by so quickly. They even provided a speaker so we could connect our personal music during the trip. We had a blast! THANK YOU NUNA AND ANTONIO”
Review of Marseille’s sunset schooner cruise with swimming, vegetarian buffet, Provence rosé, music, and Frioul views for $64.
“Incredible trip! Everything was great! The food and drinks were fantastic! Additionally, I had the opportunity to propose, and everything was excellent, with the scenery making it even better! Highly recommended.”
Spend seven hours aboard Le Don du Vent from Marseille, with Calanques views, swimming, snorkeling, a chef-made lunch, and organic wine.
“Wonderful experience, we stopped at 2 coves and got the opportunity to swim. Plenty of food, wine, sweets and fruits. Loads of mingling on the boat too and it was a great opportunity to meet new people. *side note, I was very seasick for the first two hours of the trip and the crew were so kind and helpful to me ❤️”
Sail Mallorca’s coast to Cap de Formentor with homemade tapas, wine, snorkeling, SUP, and hands-on sailing aboard a 14-meter yacht.
“Unfortunately our activity was cancelled the night before at 11pm. The cancellation stated bad weather but it wasn’t true. Earlier in the week the activity provider had offered us to move our activity to a different day which we declined because of lack of availability. He then asked if we wanted to upgrade to a private tour which we also declined because we were happy with the group rate. When confronted about the unjustified cancellation the morning or the activity, the activity provider admitted it was because there were too few people (we were four in our group). We felt very let down by this unprofessional practice and do not…”
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