TOURS

15 Sailing Day Trips Around the World

583 sailings  ·  from $10 a head

Anything with a hull, a sail and a departure time, in one list. The 15 below are the ones worth a whole day, priced and timed, with the rest of the catalogue underneath.

Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Finding the boat at Belém
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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

1.Daytime/Sunset/Night City Sailboat Tour with Drink

★★★★★★★★★★4.9 · 3,114 reviews · 2 hours · from $41Our pick

Join a small group of up to 10 for a two-hour sail from Belém. Your crew, sometimes including Benny, Miguel, Telma, Alex, or Vasco, shares Lisbon stories as you pass the Monument to the Discoveries, Belém Tower, MAAT, Commerce Square, and Cristo-Rei. Choose daytime, sunset, or night, and enjoy one beer, wine, or soft drink.

“Luis (apologies if I spelt that incorrectly!) was brilliant, he is so passionate about boats & what he does it's infectious. His appreciation for Lisbon & Portugal it's so respectful & proud he makes the history sound natural & interesting without being too much information you don't be able to retain when you leave! Thanks so much we had a brilliant time, it's a very romantic trip even though we went with friends!”

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2 Hour Lisbon Sunset and Wine Sailing Tour - Belém Tower from the river
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2 Hour Lisbon Sunset and Wine Sailing Tour

2.2 Hour Lisbon Sunset and Wine Sailing Tour

★★★★★★★★★★5.0 · 2,680 reviews · 2 hours (approx.) · from $66Top rated

Sail from Alcântara for about two hours with up to 12 people, passing Belém Tower, Jerónimos Monastery, Ajuda National Palace, the 25 de Abril Bridge, and Cristo Rei. Skippers such as Joe, Henry, JP, and Marta offer informal Lisbon commentary while Portuguese wine is served. Bring warm layers, and allow extra time to find the marina office.

“The guide (JP) was very knowledgeable, and the tour was very relaxing. This was such a nice evening getting to know the other riders, and enjoying the atmosphere.”

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Lisbon: Sailing Tour on the Tagus River - Meeting the boat at Doca do Bom Sucesso
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Lisbon: Sailing Tour on the Tagus River

3.Sailing Tour on the Tagus River

★★★★★★★★★★4.8 · 2,632 reviews · 1 - 2 hours · from $23Best value

Meet the crew at Doca do Bom Sucesso and cruise the Tagus for about 1 to 2 hours. You’ll pass under the 25 de Abril Bridge, see Belém Tower and Christ the King, and may help sail the boat. Choose a sunset departure for warm skyline views. The crew, including captains such as Luis when assigned, provides a relaxed, informal outing rather than a formal guided tour.

“Luis was an excellent captain and entertained us with narration of the sights. We had some avid sailers in our group and they enjoyed his answers to their questions about Tejo navigation, the boats rigging and more. We had a great time!”

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Funchal: Sunset Sailing Tour - Sailing west toward Cabo Girão
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Funchal: Sunset Sailing Tour

4.Sunset Sailing Tour

★★★★★★★★★★4.7 · 2,144 reviews · 3 hours · from $58

Sail from Funchal with up to 20 people on a relaxed three-hour sunset trip led in English or Portuguese by guides such as Bruno, Joe, Victor, or Alberto. Look for dolphins and whales, stop to swim or snorkel below Cabo Girão, enjoy unlimited drinks, and watch the sun set over the Atlantic. Wildlife sightings depend on nature.

“Amazing Trip fabulous Guide and Captain, Joe was amazing such a lovely man. Only thing to make it perfect would be dolphins 🐬 but that's nature. Sunset Fabulous”

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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Sarakiniko and Glaronisia from the sea
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

5.Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147

Spend a full day circling Milos and visiting Polyaigos, with swim stops at remote bays, snorkeling at Kleftiko, and lunch served aboard. Guides such as Dora, Nikki, and Alexandra share island stories and keep the mood lively. Three boats carry up to 25 people each. The route can change with the weather.

“Nikki was an amazing tour guide! Mariana who worked onboard as well and helped with our food and drinks was also such a gem. We had a great time and saw the most amazing spots of Milos. Kleftiko was definitely the highlight of our day, it felt like a dream swimming in the most crystal clear waters of Milos. Highly recommend this if you are in Milos, the only way you can see all the beaches that are only accessible by boat.”

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Social Sailing - Copenhagen Canal Tour - Captain's Favorite - Setting out from Kvæsthusbroen
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Social Sailing – Copenhagen Canal Tour – Captain’s Favorite

6.Social Sailing – Copenhagen Canal Tour – Captain’s Favorite

★★★★★★★★★★5.0 · 1,610 reviews · 3 hours (approx.) · from $105

Spend about three hours aboard a covered boat with up to 12 people, sailing Copenhagen’s canals and harbor with an English-speaking captain. You’ll visit Trekroner Fort, see Lynetteholmen under construction, pass Parliament and the navy command, and chat with fellow passengers. Guides such as Mathilde, Caroline, Mats, and Samuel have earned strong praise for their warmth and city insight.

“This tour was a great way to see Denmark in a unique way. Our favorite part was being able to get out and explore the island that you can only get to by boat that has served many purposes throughout the years. We also enjoyed being able to talk to other passengers and get to hear their stories. Matilda was a great captain and very knowledgeable. She made our experience very enjoyable.”

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Sailing Tour through the Laguna de los Siete Colores - Cenote Negro, the lagoon’s dramatic first stop
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Sailing Tour through the Laguna de los Siete Colores

7.Sailing Tour through the Laguna de los Siete Colores

★★★★★★★★★★5.0 · 1,521 reviews · 3 hours (approx.) · from $40

Spend about three hours sailing Bacalar’s Seven Colors Lagoon with a group of no more than eight. Guides such as Zazil, Leo, Cami, and Irving lead the route past Cenote Negro, Pirate Canal, and Bird Island, with two swim stops, seasonal fruit, beer, and water. Bring sun protection because sunscreen is not allowed in the lagoon.

“Wonderful tour. Leandro and Cecil were friendly and laidback, ensuring we were comfortable and had fun. It was four of us on the tour (two couples) and this was a great group size. The two swimming stops were a good duration, and the lagoon is a pleasure to swim in! Sitting at the front of the boat at sunset, and having the cold fruit platter and beers were definitely a highlight. Definitely recommend experiencing the lagoon this way. Muchas gracias!”

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4-Hour Catamaran Sail and Snorkel Tour from Grace Bay - Half Moon Bay or Little Water Cay
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4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

8.4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

★★★★★★★★★★5.0 · 1,465 reviews · from $145

Spend four hours sailing from Grace Bay aboard a 48-foot catamaran, with crew members such as Captain Mike, Ross, Jay, and Reggie helping with snorkeling, photos, and island stops. You’ll swim over tropical fish and coral, visit Half Moon Bay or Little Water Cay, and enjoy sandwiches, fruit, beer, soft drinks, and rum punch.

“My FAVORITE activity during my stay at Turks & Caicos! Got to snorkel, see iguanas, go to secluded beaches, eat sandwiches and fruits, open bar, and all the hosts were so friendly and funny. I'm definitely booking this again next time I'm back!”

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Barcelona Helicopter, Sailboat & Old Town Private Walking Tour - Starting at Roger de Llúria
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Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

9.Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

★★★★★★★★★★5.0 · 1,395 reviews · 4 hours (approx.) · from $513

Start with a guided walk from Eixample through Passeig de Gràcia, Plaça de Catalunya, and the Gothic Quarter, then travel by boat to the heliport for a short helicopter flight over Barcelona’s coast. Guides such as Jimena, Carlos, Mirko, Roger, Han, and Lucas have earned strong praise for clear, friendly commentary. Expect plenty of walking, a public boat transfer, and a flight of about 5 to 7 minutes.

“Walking tour with Han was nice, he gave us lots of details about Narcelona, Gaudi and other relevant things. He is very thoughtful and willing to assist. Helicopter ride was also very nice. The boat ride I would skip next time.”

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Lisbon: Champagne Sailing Tours - Under the 25 de Abril Bridge
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Lisbon: Champagne Sailing Tours

10.Champagne Sailing Tours

★★★★★★★★★★4.9 · 1,366 reviews · 2 hours · from $58

Join Nigel, Manuel, or another member of the Sailing with Nigel team aboard the 15-meter yacht Mara for a relaxed two-hour cruise from Doca de Santo Amaro. Sip Portuguese Champagne, wine, beer, or soft drinks, try the wheel under sail, and see Belém Tower, Christ the King, Alfama, and Lisbon’s waterfront from the Tagus.

“THIS WAS AMAZING. A SERIOUS MUST DO. I had the time of my life with my friend doing this sailing activity at sunset. It was BEAUTIFUL and the captain and skipper made it even better. They let us steer the boat, took pictures, didn’t let our glasses go empty, and were extremely funny and kind people. If you’re going to do anything in Lisbon, I would do this :)”

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Blue Lagoon, Beaches and Bays Catamaran Sailing Tour - Blue Lagoon: the main event
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Blue Lagoon, Beaches and Bays Catamaran Sailing Tour

11.Blue Lagoon, Beaches and Bays Catamaran Sailing Tour

★★★★★★★★★★4.5 · 1,269 reviews · 6 hours (approx.) · from $66

Sail from St. Paul’s Bay aboard the Sea Breeze, a large catamaran with sunbeds, lounging nets, a bar, restrooms, and some snorkeling gear. Spend about six hours swimming near Malta’s Blue Lagoon and possibly Crystal Lagoon, Popeye Village, Mellieha Beach, Ramla Bay, or Ghajn Tuffieha. The €15 barbecue is optional.

“Great experience. This is the second time I've been on this trip. The first experience was slightly better due to the total number of stopoffs the first boat trip had. I do realise that the number of stops is dictated by the weather but it was a slight shame we didn't experience more of the coast line on our recent trip.”

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Sailing Tour through the Lagoon of the 7 Colors - Swimming at Cocalitos and the Lagoon’s Cenotes
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Sailing Tour through the Lagoon of the 7 Colors

12.Sailing Tour through the Lagoon of the 7 Colors

★★★★★★★★★★5.0 · 1,161 reviews · 3 hours (approx.) · from $37

Spend about three hours on Bacalar Lagoon with a bilingual captain and a small group of up to 16 people. You’ll visit several cenotes, Bird Island, and the old Pirate Canal, with time to swim in clear freshwater. Snorkeling gear, fruit drinks, three beers per adult, and snacks are included. Captains such as David, Angelo, Hugo, and Valentin are praised for friendly guidance.

“Loved every aspect of this tour! One of the best on our trip. Definitely recommend this tour to anyone visiting Bacalar!”

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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks - Starting at Doca de Belém
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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

13.Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

★★★★★★★★★★5.0 · 1,109 reviews · 2 hours (approx.) · from $61

Set out from Belém for a two-hour sunset sail on a 50 to 58-foot yacht with a captain and host. You’ll pass Belém Tower, the 25th of April Bridge, Alfama, and Commerce Square while enjoying two drinks and Portuguese cheese. Guides such as Sebastian and Tiago add lively stories in English and other languages.

“Very enjoyable. Knowledgeable and friendly captain. Kept us all informed on the sights and was very entertaining”

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Lisbon: Sailboat Sunset Tour with a Drink - Starting at Doca de Alcântara
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Lisbon: Sailboat Sunset Tour with a Drink

14.Sailboat Sunset Tour with a Drink

★★★★★★★★★★4.9 · 1,044 reviews · 2 hours · from $40

Saildreams takes you for two hours along the Tagus from Doca de Alcântara, with guides such as Sérgio, Mary, and Francisco sharing Lisbon stories in English, Spanish, Portuguese, or French. Expect a welcome drink, salty snacks, monument views, music, and a small group of up to 10 people. Bring a jacket for the wind.

“Nice sunset sail in the river, got to steer the sail boat! Friendly guides.”

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Rio de Janeiro: Sunset Sailing Tour - Leaving Marina da Glória for Guanabara Bay
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Rio de Janeiro: Sunset Sailing Tour

15.Sunset Sailing Tour

★★★★★★★★★★4.8 · 994 reviews · 3 hours · from $75

Sail from Marina da Glória for three hours around Guanabara Bay, passing historic fortresses, Boa Viagem Island, and Oscar Niemeyer’s Niterói museum. Guides such as Clarisse and Karina serve caipirinhas, beer, sparkling wine, soft drinks, and snacks while you watch the sun set behind Rio’s landmarks. Private tours are available.

“Wonderful boat trip, Clarissa our guide was the most amazing host and she was so kind. She was always around to help us with anything we needed and was a great tour guide. I cannot recommend the tour and Clarissa enough !”

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Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar - Watching the skyline from Barceloneta to Montjuïc
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Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar

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