Boat trips · SAILING TRIPS

Sailing Trips Around the World: 15 to Book

65 boat trips  ·  from $16 a head

Under sail the engine goes off and the day slows down, which is the whole point. These 15 trips are compared on hull, crew size, how much sailing you do yourself and what lunch looks like.

Malaga: Catamaran Sailing Trip with Sunset Option - Watching Malaga fade into evening
Boat Tours, Catamaran Cruises, Catamaran Cruises in Spain, Sailing Trips, Sailing Trips in Spain, Spain Boat Tours, Sunset Cruises, Sunset Cruises in Spain, Tour Reviews

Malaga: Catamaran Sailing Trip with Sunset Option

Oslo: Oslo Fjord Sightseeing Cruise by Sailing Ship - Starting at Rådhusbrygge 3 beside City Hall
Boat Tours, Norway Boat Tours, Oslo Boat Tours, Sailing Trips, Sightseeing Cruises, Sightseeing Cruises in Norway, Tour Reviews

Oslo: Oslo Fjord Sightseeing Cruise by Sailing Ship

2.Oslo Fjord Sightseeing Cruise by Sailing Ship

★★★★★★★★★★4.5 · 5,790 reviews · 2 hours · from $39

Review of Oslo’s 2-hour sailing-ship fjord cruise, with Bygdøy museum stop, heated deck, audio guide, tips, and honest value advice.

“The boat was comfortable and ordered an interesting way to learn about Oslo, the fjords and its history. The guide was entertaining and interesting, she made the kids and I feel welcome. Would recommend wrapping up warm as the winter breeze is certainly refreshing!”

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Valencia: Sailing Catamaran Cruise with Sunset Option and DJ - Finding the best seat on the catamaran
Boat Tours, Catamaran Cruises, Catamaran Cruises in Spain, Sailing Trips, Sailing Trips in Spain, Spain Boat Tours, Sunset Cruises, Sunset Cruises in Spain, Tour Reviews, Valencia Boat Tours

Valencia: Sailing Catamaran Cruise with Sunset Option and DJ

3.Sailing Catamaran Cruise with Sunset Option and DJ

★★★★★★★★★★4.1 · 4,270 reviews · 1 hour - 90 minutes · from $17

Review of Valencia’s affordable catamaran cruise, with sea views, sunset cava, optional DJ music, practical tips, and honest drawbacks.

“The crew were amazing and made the experience enjoyable despite the unseasonably terrible weather. The boat was lovely and the views were beautiful.”

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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks - The first hour: cliffs, caves, and Costa Brava views
BBQ, Boat Tours, Catamaran Cruises, Catamaran Cruises in Spain, Sailing Trips, Sailing Trips in Spain, Spain Boat Tours, Tour Reviews

Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

4.Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

★★★★★★★★★★4.5 · 3,812 reviews · 4 hours · from $59

Review of Lloret de Mar’s four-hour catamaran cruise, with Costa Brava views, swimming, BBQ, drinks, music, and practical booking tips.

“It was lots of fun, the crew made it a fun experience for kids and adults alike with music and exuberance. A fun atmosphere was had throughout and they encouraged everyone to have fun and get involved, whilst also making sure everyone knew the rules and safety especially for the kids. Jumping off the boat, having a swim and then great food and drink. Excellent.”

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Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The early cruise past Key West landmarks
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Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

Los Cabos Luxury Sailing, Snorkel and Lunch Cruise - Santa Maria Bay and Chileno Bay: your water stop
Boat Tours, Los Cabos Boat Tours, Lunch Experiences, Mexico Boat Tours, Sailing Trips, Sailing Trips in Mexico, Snorkeling Boat Trips, Snorkeling Boat Trips in Mexico, Tour Reviews

Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

6.Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

★★★★★★★★★★5.0 · 3,515 reviews · 4 hours (approx.) · from $149Top rated

Review of Los Cabos luxury sailing with snorkeling, lunch, open bar, hotel pickup, whale sightings, costs, tips, and honest drawbacks.

“The crew and sailing were fabulous as was the food. Pictures and whale spottings were great. Snorkeling was disappointing and we could not get on the beach where we anchored!! Ugg!”

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Isla Mujeres Luxury Sailing: Adults Only or Family Friendly - Setting sail with drinks, music, and open space
Boat Tours, Cancun Boat Tours, Mexico Boat Tours, Sailing Trips, Sailing Trips in Mexico, Tour Reviews

Isla Mujeres Luxury Sailing: Adults Only or Family Friendly

Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink - Finding Gate 1 in Belém
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Lisbon: Daytime/Sunset/Night City Sailboat Tour with Drink

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

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

Sail Lisbon’s Tagus River under the 25 de Abril Bridge with a drink, live commentary, and daytime, sunset, or night departures.

“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 - Jerónimos Monastery and Ajuda National Palace
2-Hour Experiences, Boat Tours, Lisbon Boat Tours, Portugal Boat Tours, Sailing Trips, Sailing Trips in Lisbon, Sailing Trips in Portugal, Sunset Cruises, Sunset Cruises in Lisbon, Sunset Cruises in Portugal, Tour Reviews, Tours, Wine Tours

2 Hour Lisbon Sunset and Wine Sailing Tour

9.2 Hour Lisbon Sunset and Wine Sailing Tour

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

Review of Lisbon’s two-hour sunset sailing tour, with wine, Belém landmarks, practical tips, pricing, boat details, and who should book.

“We really enjoyed our time sailing with these guys on a cool night. They were attentive to our wine glasses as well as blankets for those who needed them. The meeting point is a little hard to find in the huge marina even with the detailed instructions they provided. Give yourself some time to find them, its worth it.”

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Lisbon: Sailing Tour on the Tagus River - Finding the white van at Doca do Bom Sucesso
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Lisbon: Sailing Tour on the Tagus River

10.Sailing Tour on the Tagus River

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

Sail Lisbon’s Tagus for $23, passing Belém Tower, the 25 de Abril Bridge, and Christ the King with a drink and sunset option.

“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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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - The one-hour sail to Dia Island
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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Arusun Catamaran Sail with Snorkeling in Aruba - What the 65-Foot Arusun Feels Like Underway
Aruba Boat Tours, Boat Tours, Catamaran Cruises, Sailing Trips, Snorkeling Boat Trips, Tour Reviews

Arusun Catamaran Sail with Snorkeling in Aruba

Dolphin Catamaran Snorkel and Sail with Open Bar - The Antilla Shipwreck Stop
Aruba Boat Tours, Boat Tours, Catamaran Cruises, Cruises with Open Bar, Dolphin Watching Boat Trips, Sailing Trips, Snorkeling Boat Trips, Tour Reviews

Dolphin Catamaran Snorkel and Sail with Open Bar

13.Dolphin Catamaran Snorkel and Sail with Open Bar

★★★★★★★★★★4.5 · 2,291 reviews · from $69

Review of Aruba’s Dolphin catamaran cruise, with Antilla wreck snorkeling, Boca Catalina reef, slide, rope swing, lunch, and open bar.

“Great experience, but open bar is limited and there is really no food. We went thinking it was going to be open bar with food, we were given a cup of fruit and the choice between a half wrap of chicken salad or tuna salad- we weren’t asked if that was ok with us prior to boarding and that’s was our only option.”

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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar - Drinks, Appetizers, and the Real Meaning of Open Bar
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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

Barcelona Sailing Cruise - Choosing Your Seat on the Wooden Schooner
Barcelona Boat Tours, Boat Tours, Sailing Trips, Sailing Trips in Barcelona, Sailing Trips in Spain, Spain Boat Tours, Tour Reviews

Barcelona Sailing Cruise

15.Barcelona Sailing Cruise

★★★★★★★★★★4.4 · 2,230 reviews · 1h 15m · from $20

Barcelona sailing cruise review: a 75-minute wooden gulet ride with skyline views, Aperol Spritz, family savings, music, and practical tips.

“Amazing experience! Jon made the entire ride fun and interactive. I will definitely be booking again!”

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