Worldwide · SAILING
The 10 best sailing tours worldwide you can book today, with what each one costs, how long it runs and who it suits. Number one is top for a reason, so start there.
Review of San Juan Bay’s two-hour sunset sail, with Old San Juan views, drinks, small groups, meeting tips, value, and honest drawbacks.
“Wonderful excursion! Captain Joe and his wife Maria were delightful and wonderful to talk to. Joe was extremely knowledgeable and we highly recommend this sailing tour!”
Review of Lisbon’s sunset sailing tour with Vinho Verde, city landmarks, Portuguese history, blankets, and practical booking tips.
“Great sunset sail! Smooth ride, comfortable boat and a wonderful guide! Really enjoyed this experience!”
Review of Lisbon’s 2-hour sunset sail with vinho verde, riverside landmarks, history, practical tips, pricing, and who should book.
“Amazing time on the cruise for sunset. The tour guide was incredible”
Sail from Nydri on a wooden Greek warship replica for cave swims, village history, a beach BBQ, and Ionian views for $88.
“This was by far the best boat tour we've done, and we've made quite a few. You could tell from the start that it is a family business and that they pour their heart and soul in this. Most boat tours don't give you so much time to enjoy the island and the beaches. The trip was awesome and the crew was super friendly. Everything was really fun and overall an extraordinary experience.”
Sail Camden Harbor and Penobscot Bay aboard the Appledore II, with hands-on sailing, coastal views, blankets, and drinks for purchase.
“We went out near the end of the season so the boat was less than half full which made for a great experience. The captain and crew were all awesome! Excellent interaction and service. Loved it!”
Sail Salem aboard the historic Schooner Fame for 100 minutes of harbor views, maritime stories, hands-on sailing, and a drink from the onboard bar.
“Super informative and fun. I’ve taken many cruises but none on a schooner.”
Review of Te Anau’s 90-minute Champagne Cruise aboard 1935 yacht Faith, with canapés, sailing, lake views, and practical booking advice.
“An awesome cruise, with 2 incredibly passionate and knowledgeable guides. Highly recommended as a must do when in Te Anau.”
Sail Lisbon’s Tagus River at sunset with local skipper Rui, two glasses of wine, historic sights, and a small group of up to 10.
“The tour was good However, initially booked with this tour and was cancelled last minute, so he moved us to a child with Suzana was nice however wanted to get more about the history and the wine but overall it was beautiful”
Review of Charleston’s private Mystique sailing tour, with dolphins, harbor history, Ravenel Bridge, Fort Sumter, pricing, tips, and FAQs.
“Amazing experience! Definitely recommend doing a sailing trip in Charleston. We had a wonderful time with Adam and Darby, they were great!”
Sail Palma’s bay aboard the 1841 Rafael Verdera, with local food, swimming, water sports, historic views, or a sunset aperitif.
“Un moment magique Très belle parenthèse sur l’eau, pleine de sérénité Bateau sublime, musique agréable Équipage aux petits soins Option coucher du soleil avec apéritif crudités / charcuterie et croquettes de poulet Les boissons sont cependant limitées Je recommande grandement”
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