Top 15 Sailing Trips and Cruises in the World

Dubai Marina: Luxury Yacht Tour with Breakfast or BBQ Option

1.Luxury Yacht Tour with Breakfast or BBQ Option

★★★★★★★★★★4.7 · 21,528 reviews · 1 - 3 hours · from $15Our pick

Cruise from Dubai Marina past Ain Dubai, JBR, Palm Jumeirah, Atlantis, and Burj Al Arab on a shared yacht. Choose a morning breakfast sail or a longer sunset trip with BBQ, soft drinks, guide commentary, WiFi, and open-air deck seating.

“Food and experience were the best, we decided to go for this experience after being abandoned by the driver of an Abu Dhabi tour. Had a great time, seen the amazing Marina at night in great company and with plenty of food and drinks.”

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Dubai: The Luxury Yacht Tour with Live BBQ Option

2.The Luxury Yacht Tour with Live BBQ Option

★★★★★★★★★★4.7 · 13,665 reviews · from $19

Board Sky Walker Yachts at Dubai Harbour for a shared cruise past Bluewaters Island, Palm Jumeirah, Burj Al Arab, JBR, and Royal Palaces. Choose one hour without BBQ, or two or three hours with BBQ food, soft drinks, music, and a GPS-triggered virtual guide.

“Mubarak and the captain looked after us really well! Kept us entertained, food and view were great!”

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Dubai Marina Yacht Tour with Optional Breakfast or BBQ

3.Dubai Marina Yacht Tour with Optional Breakfast or BBQ

★★★★★★★★★★5.0 · 7,126 reviews · from $25Top rated

Cruise from Dubai Marina on a shared yacht with up to 30 people. Choose a one-hour harbor route or a longer morning, sunset, or evening sailing with breakfast or BBQ food. You’ll see Ain Dubai, Palm Jumeirah, Atlantis, and Burj Al Arab, with commentary and free Wi-Fi on board.

“This was beautiful and the food was good and the yacht was really nice. We thoroughly enjoyed this. 💜💜”

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Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music

4.Catamaran Tour with BBQ Dinner, Drinks, and Music

★★★★★★★★★★4.6 · 5,886 reviews · 5 hours · from $93

Spend five hours aboard the 74-foot Ocean Voyager or 80-foot Tahiti catamaran, stopping at the hot springs, Red Beach, and White Beach for swimming and snorkeling. A barbecue with meat, vegetarian choices, white wine, and soft drinks is served onboard, with hotel pickup and music included.

“Excellent trip - well organised from start to finish”

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Dubai: Luxury Sunset Yacht Tour with Snacks and Drinks

5.Luxury Sunset Yacht Tour with Snacks and Drinks

★★★★★★★★★★4.7 · 4,723 reviews · 1.5 - 2 hours · from $21

You’ll cruise from Dubai Harbour past Dubai Marina, JBR, Bluewaters Island, Ain Dubai, and either Atlantis or Burj Al Arab. A captain and crew handle the sailing while hosts such as Chill and Brian help with photos, food, drinks, and the relaxed onboard mood.

“Amin was our tour guide on the safari, and he was extremely friendly and helpful. He took great care of us, and we felt 100% safe with him throughout the entire experience. He informed us in advance about everything we needed to know, especially regarding safety. The dune driving was fun and exciting, and he also took amazing photos of us. The show was great, and the food was delicious. We definitely recommend this experience. Thank you, Amin!”

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Albufeira: Coastline and Benagil Caves Tour by Catamaran

6.Coastline and Benagil Caves Tour by Catamaran

★★★★★★★★★★4.7 · 4,077 reviews · 2.5 hours · from $35

Sail from Albufeira Marina toward Benagil on a spacious catamaran with multilingual guides such as Filipe and Tomas. Expect dramatic cliffs, beaches, cave views, music, onboard drinks, and a roughly 10-minute Atlantic swim stop when conditions allow.

“Was a great day out seeing the coastlines of Portugal. The tour guides were brilliant, very friendly and informative. If you are still deciding on whether to book or not, do it. And book with this company.”

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Costa Adeje: Whale Watching Catamaran Tour with Drinks

7.Whale Watching Catamaran Tour with Drinks

★★★★★★★★★★4.7 · 3,653 reviews · 2 - 3 hours · from $41

Sail from Puerto Colón with guides such as Lucy, Danny, Dani, and Lucia, watching resident pilot whales and dolphins near Tenerife’s southwest coast. Choose two hours for wildlife, or three hours for a swim and snorkel stop at Playa Espagueti. Drinks, equipment, and a crew of up to 50 are included.

“Excellent crew saw plenty of pilot whales and bottle nose dolphins free drinks on board overall very good”

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Palma de Mallorca: Half-Day Catamaran Tour with Buffet Meal

8.Half-Day Catamaran Tour with Buffet Meal

★★★★★★★★★★4.5 · 3,190 reviews · 4 - 5 hours · from $100

Join Attraction Catamarans in Palma for a 4 to 5-hour cruise across the bay, with a swimming stop at Cala Vella, buffet lunch or dinner, and crew-led sailing when wind allows. Choose regular or VIP seating, or take the sunset option with an onboard DJ.

“What a fab boat trip from start to finish! Attentive staff, well priced drinks, plenty of amazing food and brilliant DJ bringing all the vibes! We had such a good day and didn’t want it to end! Highly recommend 🤩”

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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

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

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

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! ✨”

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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks

10.Sunset Catamaran Boat Tour with Music and Drinks

★★★★★★★★★★4.7 · 2,834 reviews · 1h 30m · from $26

Meet Sardinha do Tejo at Doca de Santo Amaro for a 90-minute sunset sail past Christ the King, the 25th of April Bridge, Belém Tower, and more. Choose the open nets or covered deck, enjoy one welcome drink, and buy cocktails aboard. This is a scenic, music-led cruise, not a guided sightseeing tour.

“Beautiful evening for a boat ride. All the hosts were very nice and helpful. They frequently came around for drink refills. I was super lucky and the boat only had 6 other guests that night so had plenty of room. Blankets were provided when it got chilly.”

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2 Hour Lisbon Sunset and Wine Sailing Tour

11.2 Hour Lisbon Sunset and Wine Sailing Tour

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

Meet Joe, Henry, JP, Marta, or another skipper at the Alcântara marina for a two-hour shared sail past Belém Tower, Jerónimos Monastery, the 25 de Abril Bridge, and more. Portuguese wine, blankets, and skipper commentary are included, but this is a relaxed cruise, not a formal wine tasting.

“Very easy going. The boat was extremely clean and well kept. Our two guides were excellent- very knowledgeable, very friendly and nothing was too much trouble. We had great chats with the other guests and overall it was wonderful. You get fantastic views of the Lisbon ‘coastline’ as well as the 25th April bridge and Sanctuary of Christ the King. I should have tipped them more on departure as it was such a lovely experience”

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Lisbon: Sailing Tour on the Tagus River

12.Sailing Tour on the Tagus River

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

Cruise from Belém past the Discoveries Monument, 25 de Abril Bridge, Christ the King, and Belém Tower. You can help sail or relax with a drink and snack. The crew may share local river knowledge, and sunset trips add glowing views over Lisbon.

“It was a lovely one hour sailing trip across the Tagus to the bridge and back It was slightly windy so on a hot day I’m sure it would be even better. Free beer water and the young skipper and his mate were very good Worth the money and definitely recommend”

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Culebra Snorkeling Tour by Catamaran from Fajardo

13.Culebra Snorkeling Tour by Catamaran from Fajardo

★★★★★★★★★★4.5 · 2,534 reviews · from $180

Spend about six hours aboard an East Island Excursions catamaran from Fajardo, snorkeling at Carlos Rosario or Luis Peña, then swimming at Flamenco Beach or Culebrita. Captains Jose and Danny and crew members such as Luis and Cindy are known for attentive service, but prepare for a rough ride.

“This Culebra boat and snorkeling tour was absolutely amazing from start to finish! The crew kept all of our personal belongings safe on the boat while we snorkeled and swam, so we never had to worry about a thing. We started with about an hour of snorkeling at a gorgeous reef, where the water was crystal clear and full of colorful fish and coral. Then the boat moved closer to shore for the beach portion. You do need to swim to get to the beach, but it’s a short, calm swim—and they provide flotation devices for anyone who’s not a confident swimmer. One of my favorite parts? The crew actually…”

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Small-Group Cruising and Snorkeling Catamaran Tour

14.Small-Group Cruising and Snorkeling Catamaran Tour

★★★★★★★★★★5.0 · 2,401 reviews · from $99

Spend 3.5 hours aboard a catamaran limited to 16 people. Snorkel in a nature reserve, swim from a sandbar, use the slide and paddleboard, and enjoy drinks, fruit, chips, salsa, and guacamole. Crew members such as David, Al, Sosa, and Jorge keep the outing friendly and well organized.

“It’s was fun, small group (worth the price). Staff were friendly, attentive, and helpful. Great time. Snorkeling was the best. Clear water and tons of fish.”

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Funchal: Sunset Sailing Tour

15.Sunset Sailing Tour

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

Join Bruno, Joe, Victor, or another friendly crew member on a small sailing yacht from Funchal. Cruise toward Cabo Girão, watch for dolphins and whales, swim or snorkel below the 580-meter cliff, then return with an open bar and sunset views.

“We really enjoyed the time on the sailboat. We saw some dolphins several times and the sunset was beautiful. We enjoyed swimming as well!! The hosts were awesome and added to the overall experience”

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