15 Two-Hour Sails Worldwide to Book

2 Hour Lisbon Sunset and Wine Sailing Tour

1.2 Hour Lisbon Sunset and Wine Sailing Tour

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

Join a shared sailing cruise of up to 12 people from Lisbon’s Alcântara marina. Your skipper handles the sailing while you enjoy Portuguese wine, views of Belém Tower, Jerónimos Monastery, the 25 de Abril Bridge, and a sunset over the Tagus. Guides such as Joe, Henry, JP, and Bruno are praised for friendly conversation and local insight.

“It was a great experience. They upgraded us to a luxury boat free of cost. Excellent customer service. Loved the cruise.”

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2 Hour Sailing Cruise on Lake Tahoe

2.2 Hour Sailing Cruise on Lake Tahoe

★★★★★★★★★★5.0 · 886 reviews · 2 hours (approx.) · from $140

Sail Tahoe Blue takes you from South Lake Tahoe on a two-hour cruise aboard the 40-foot Blue. The public sailing carries up to 14 people, with Coast Guard-licensed captains, local beer and wine, soft drinks, water, and an onboard restroom. Captains such as Justin, Nellie, David, and Kyle are known for friendly service and lake facts.

“Fantastic sail! Lovely Lake Tahoe is spectacular and our hosts Justin and Nellie were awesome. We will be back next year for another sail with family or friends.”

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2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship

3.2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship

★★★★★★★★★★4.0 · 694 reviews · 2 hours (approx.) · from $40

Spend two hours aboard an authentic sailing ship on Oslo Fjord, cruising past Hovedøya, Dyna Lighthouse, Bygdøy, and the Opera House. Choose from several departures, use the free Oslo Fjord Guide app in 13 languages, and warm up with a blanket or drink from the onboard bar. The ship returns to Rådhusbrygge 3.

“It's windy, so take a jacket. Lovely views and nice staff. The narration was nice to have to understand historical stuff”

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La Rochelle: 2-Hour Sunset Sailing Cruise

4.La Rochelle: 2-Hour Sunset Sailing Cruise

★★★★★★★★★★4.8 · 652 reviews · 2 hours · from $40

Join the French-speaking Kapalouest crew aboard a 16-meter maxi-catamaran for a two-hour sunset sail from La Rochelle’s old harbor. You’ll pass the Richelieu Tower and Les Minimes, switch off the engine at sea, and return through the harbor towers after dark. Bring a picnic, warm layers, and a camera.

“This is the cruise to go on! Everything was perfect. I would recommend the sunset cruise while in La Rochelle!”

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Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink

5.Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink

★★★★★★★★★★5.0 · 620 reviews · 2 hours (approx.) · from $58

Sail the Tagus River from Belém in a small group of up to 12 people. Your crew, sometimes including guides such as Benny, John, Vasco, or Mateus, shares Lisbon’s stories as you pass Belém Tower, the 25th of April Bridge, Cristo Rei, and the old city. One wine, beer, soft drink, or water is included.

“Captain Vasco and Rui were very knowledgeable and engaged the passengers very well. Good humor and very accommodating! Only 10 people on the cruise and the boat was great! Green wine was very tasty! Lots of photos with a sunset cruise!!!”

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2-Hour Sunset Sail on the San Francisco Bay

6.2-Hour Sunset Sail on the San Francisco Bay

★★★★★★★★★★5.0 · 392 reviews · 2 hours (approx.) · from $129

Sail the San Francisco Bay aboard the Privateer for about two hours, leaving Pier 39 in the early evening. You’ll pass Alcatraz, Angel Island, Sausalito, and the Golden Gate Bridge, with two beer, wine, soda, or water drinks included. Captains and first mates such as Caleb, Jeff, and Dave keep the trip relaxed and informal.

“A beautiful Sunday, for a Sunset Cruise at Pier 39! Golden shimmering sunset reflecting and magnifying the hues of the bay delights and closeness to the aquatic beauty, seagulls, pelicans and geese that reside and roam by Fisherman's Wharf... Beauty and Brilliance, at their very BEST! 🎏🕊🐦‍⬛🐧🐬🐋🐳🥰😍😘♥️”

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America’s Cup 2-Hour Sailing Experience Waitemata Harbour

7.America’s Cup 2-Hour Sailing Experience Waitemata Harbour

★★★★★★★★★★4.8 · 370 reviews · 2 hours · from $125

Join a professional crew for two hours aboard an authentic America’s Cup yacht on Auckland’s Waitemata Harbour. You can steer, help raise sails, work the grinders, or sit back while the yacht tacks and jibes. No sailing experience is needed, but wind conditions shape how fast and physical the trip feels.

“Very fun and informative. The guide explained the workings of the boat and even let us steer it at times. Caption Luke was also kind enough to fish my husband’s hat from the bay! Kudos to the crew as well.”

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Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks

8.Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks

★★★★★★★★★★4.8 · 357 reviews · 2 hours · from $53

Join skipper Jorge, or another multilingual captain, for a two-hour sail from Port Olímpic. Cruise past Port Vell, Barceloneta, Montjuïc, and the W Hotel, then head into the open sea for city views, cava, wine, beer, local snacks, and sunset light.

“A lovely trip around the harbour with some lovely sangria”

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2-Hour Sailing Tour in Barcelona with Open Bar & Snacks

9.2-Hour Sailing Tour in Barcelona with Open Bar & Snacks

★★★★★★★★★★5.0 · 318 reviews · 2 hours (approx.) · from $54

Spend two hours on a small yacht from Port Olímpic, with a professional skipper, drinks, snacks, cushioned seating, and Barcelona views from the sea. Skippers such as Carlos, Marie, Pau, and Daniel have been praised for friendly service. Swimming depends on weather, and English is offered.

“We had an absolute blast on the 2 hour sailing trip. Snacks and drinks were ample, the swim stop was incredible, and the boat was comfortable and well equipped. Shout out to Luigi for being such an amazing captain who made our day so fun!”

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2-Hour Experiences, Egypt Sailing Tours, Luxor Sailing Tours, Nile Felucca Sailing, Sailing Tours, Sunset Sailing Cruises, Tour Reviews

Amazing Sunset sailing by Felucca in Luxor -2 Hours (Private)

10.Amazing Sunset sailing by Felucca in Luxor -2 Hours (Private)

★★★★★★★★★★5.0 · 255 reviews · from $17Lowest fare aboard

You’ll be picked up at your Luxor hotel and taken by air-conditioned vehicle to a private traditional felucca. For one to two hours, sail or drift past both banks of the Nile, with Luxor Temple in view. Tea, bottled water, and return transport are included. Guides and crew may include Salah, Mustafa, Ahmed, or Mahmoud.

“The sunset was perfect even though there was no wind at all so we couldn't sail. The views, the chill and the sounds of animals living near the Nile river was everything we needed while waiting for our late night flight. It took 2h as per description and we had the whole boat to ourselves. The crew prepared for us local egyptian tea so we could enjoy even more.”

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2 Hours Private Sailing Tour in Lisbon

11.2 Hours Private Sailing Tour in Lisbon

★★★★★★★★★★5.0 · 242 reviews · 2 hours (approx.)

Charter a sailboat for up to 12 people and see Lisbon from the Tagus River. Your skipper guides you past Belém Tower, the Discoveries Monument, 25th of April Bridge, Cristo Rei, and Praça do Comércio. Expect a relaxed private setting, crackers, and one beer or soft drink per person. Sunset departures cost an extra €50.

“Breathtaking! Two families children 9-13. Brilliant captain and crew, charming, engaging and highly motivated to make this unforgettable experience for everyone including the kids. One family from Germany, one from Lisboa. For both it was a new and exciting experience. So glad we took the private tour, as this was also about us getting to know each other. Definitely the highlight of our trip. Absolute value for money to charter the boat for ourselves”

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Gold Coast 2 hour Sunset Sailing Cruise with Drinks&Tasting Plate

12.Gold Coast 2 hour Sunset Sailing Cruise with Drinks&Tasting Plate

★★★★★★★★★★5.0 · 143 reviews · from $121

Join Sun Sailing Gold Coast for a two-hour sunset cruise aboard a 38-foot yacht limited to 10 people. Catherine, Grant, and their crew serve wine, beer, water, and snacks as you sail past Marina Mirage, the Spit, SeaWorld, and South Stradbroke Island. Expect a quiet, personal outing with sunset views, photo help, and possible dolphin or turtle sightings.

“This was an amazing relaxing experience and the hosts were extremely friendly. The sunset was spectacular.”

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2-Hour Oahu Sunset Catamaran Sail

13.2-Hour Oahu Sunset Catamaran Sail

★★★★★★★★★★5.0 · 122 reviews · 2 hours (approx.) · from $130

Set out from Ko Olina Marina for a two-hour sunset sail on a 53-foot catamaran. You’ll receive shrimp cocktail, charcuterie, soft drinks, juices, and three complimentary cocktails while the crew serves you along the coast. Captain Tamika, Jackie, Ethan, Todd, and Brittany have all been praised for warm service, though traffic from Waikiki can make the marina tricky to reach on time.

“We happened upon a pod of dolphins which followed us for a long while. The crew was very friendly and helpful.”

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Lisbon Private Sailing Cruise, drink included (options: 2h, 3h, 4h, 6h or 8h)

14.Lisbon Private Sailing Cruise, drink included (options: 2h, 3h, 4h, 6h or 8h)

★★★★★★★★★★5.0 · 110 reviews · 2 hours (approx.)

Sail privately from Belém with Palmayachts for 2 to 8 hours, passing Belém Tower, Praça do Comércio, Christ the King, and the 25 de Abril Bridge. Your captain and crew, including guides such as Benny, Luis, João, or Antonio, share Lisbon stories while you enjoy a welcome drink, flexible routing, and room for up to 10 people.

“We took a three hour sail on the Tagus river with a terrific water side view of historic Lisbon. We were a bit late as Uber had some difficulty getting us to the correct dock, but the crew was most helpful on the phone and made sure we got underway with minimal delay. We also had a late November booking and some weather to contend with. The company was more than accommodating and helped us reschedule after a rainstorm. Highly recommended tour and excellent way to see the sights of Lisbon. I also suggest scheduling early in your visit as the tour provides an perfect way to plan additional city…”

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2H Tour on a Private Sailing Catamaran “Scarlett” up to 16 people

15.2H Tour on a Private Sailing Catamaran “Scarlett” up to 16 people

★★★★★★★★★★5.0 · 65 reviews · 2 hours (approx.)

Set out from Doca do Bom Sucesso on the private catamaran Scarlett for about two hours of Lisbon waterfront views. Your skipper handles the sailing, points out major sights, and provides water. Bruno and Justin have hosted some departures. Bring your own food, expect limited alcohol, and note the €50 sunset supplement.