2-HOUR EXPERIENCES

The 15 Best Two-Hour Sailing Trips on Any Coast

78 sailings  ·  from $13 a head

Wind, season and head-count decide more about a day afloat than the brochure does. These 15 two-hour sailing trips are set out with the hours, the price and the swim stops so the choice takes a minute.

2 Hour Lisbon Sunset and Wine Sailing Tour - Belém Tower from the river
2-Hour Experiences, Lisbon Sailing Tours, Portugal Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in Lisbon, Sunset Sailing Cruises in Portugal, Tour Reviews, Tours, Wine Tours

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 $66Our pick

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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2 Hour Sailing Cruise on Lake Tahoe - Leaving from 900 Ski Run Boulevard
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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

Spend about two hours sailing Lake Tahoe from 900 Ski Run Boulevard aboard Blue, a Coast Guard-certified 40-foot yacht. Public cruises are capped at 14 people, with local beer, wine, water, and soft drinks included. Captains such as Justin, Kyle, David, and Nellie share lake details while the route changes with the wind.

“Perfect day on the lake with such great captains! Wind was just enough that it was a nice and steady ride.”

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2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship - Boarding at Rådhusbrygge 3
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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 from Oslo City Hall, passing Hovedøya, Dyna Lighthouse, sheltered bays, summer cabins, and the Opera House. Choose from several departure times, use the free Oslo Fjord Guide app, and warm up with blankets or a drink from the onboard bar. Some departures may include guide John.

“Nice way to see Oslo by water. Well taken care of ship with character. Lots of seating. We were there on a cruise and had spare time so easily for into our schedule. Walkable from the other cruise terminal.”

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La Rochelle: 2-Hour Sunset Sailing Cruise - The Quiet Moment When the Engine Stops
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La Rochelle: 2-Hour Sunset Sailing Cruise

4.2-Hour Sunset Sailing Cruise

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

Meet Kapalouest opposite La Rochelle’s historic towers for a two-hour sunset sail on a 16-meter maxi-catamaran. Cruise past the Richelieu Tower and Les Minimes, shut off the engine at sea, and watch the sun drop under sail. Bring a picnic, warm clothes, and a camera. The host speaks French.

“The boat trip itself was great, unfortunately it was very cloudy so the sunset was not as visible as we would have liked. Still a very enjoyable experience overall. The guides were accommodating to our English speaking and tried to communicate efficiently with us. Would definitely do this again, with the hope that the seasickness wouldn't strike again!”

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Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink - Belém Tower at sunset
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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

Set out from Belém on a small sailboat for a two-hour sunset trip along the Tagus. Your crew, possibly including Benny, John, Luis, or Mateus, shares stories about Lisbon’s monuments while you pass Belém Tower, the 25th of April Bridge, Cristo Rei, Commerce Square, and Saint George’s Castle. One wine, beer, soft drink, or water is included.

“This Lisbon sunset cruise was even better than we could have imagined! The Captain and first mate were so attentive and friendly. The captain was so knowledgeable and explained all of the city basically to us along the way down the beautiful river. It was fun, educational, and very relaxing! I want to come back to Lisbon and take a longer tour with them again. Don’t hesitate! Book this tour You won’t regret it!”

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2-Hour Sunset Sail on the San Francisco Bay - Alcatraz and Angel Island from the water
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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

Meet the captain and first mate at Pier 39, then board the Privateer for a two-hour sunset sail. You’ll pass Alcatraz and Angel Island, cruise near Sausalito, and go beneath the Golden Gate Bridge when conditions allow. Two drinks are included, with beer, wine, soda, and water available. The boat carries up to 18 travelers.

“It was a great experience, better than we expected! The crew is very knowledgeable of what they’re doing, so just relax and enjoy your time out in the water with no worries.”

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America’s Cup 2-Hour Sailing Experience Waitemata Harbour - Meeting the yacht at Viaduct Harbour
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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 Explore Group New Zealand at Auckland’s Viaduct Harbour for two hours aboard a genuine America’s Cup yacht. After a safety briefing, you can help raise sails, work the grinders, steer under crew guidance, or simply enjoy the harbour views. No sailing experience is needed, but you should be comfortable moving around a working yacht.

“An exciting sailing trip. Thoroughly enjoyed the experience. I would definitely recommend it. The crew were great. The hands on experience was amazing. It’s definitely not for the faint hearted.”

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Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks - Passing under the port drawbridge
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Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks

8.2-Hour Sailboat Tour with Snacks and Drinks

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

Spend two hours sailing from Port Olímpic along Barcelona’s coast with a skipper such as Jorge, Luigi, or Frances. See Port Vell, Barceloneta, Montjuïc, the Olympic Towers, Sagrada Família, and Tibidabo from the water while enjoying local snacks, wine, beer, champagne, or Catalan cava. Sunset departures are especially scenic.

“Such a great experience with Jorge who was kind to explain about the trip and what we see. He gave us a lot of personal time to enjoy the sailing experience and constantly checked on us”

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2-Hour Sailing Tour in Barcelona with Open Bar & Snacks - Swimming in the Mediterranean, when conditions allow
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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 sailing from Port Olímpic on a yacht limited to nine people. Skippers such as Carlos, Marie, Pau, Daniel, Luigi, and Oscar serve drinks and snacks, point out Barcelona’s waterfront, and may stop for swimming when conditions allow. Expect comfort and good views, but not a full guided history tour.

“It was simply amazing! Two hours on the water with a great view on barcelonas skyline! Definately recommendable ☺️”

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Amazing Sunset sailing by Felucca in Luxor -2 Hours (Private) - Boarding the private felucca
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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 $17Best value

Sail the Nile beside Luxor for about two hours on a private felucca, with hotel pickup, bottled water, and Egyptian tea included. Your guide and crew handle the practical details while you watch Luxor Temple, both riverbanks, and the sunset from the water. Staff members named in guest feedback include Salah, Mustafa, Ahmed, Mahmoud, and Captain Sayed.

“This sunset cruise was a perfect way to end a busy day. From the moment we were picked up from our hotel, the experience was wonderful! The driver and the crew of the boat were extremely nice and helpful and the time on the Nile was peaceful and relaxing.”

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2 Hours Private Sailing Tour in Lisbon - Belém Tower from the water
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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.) · from $363 whole boat, up to 12

Set sail from Doca do Bom Sucesso with your own group of up to 12. A skipper guides the boat past Belém Tower, the Discoveries Monument, the 25th of April Bridge, Cristo Rei, and Terreiro do Paço. Expect crackers, one beer or soft drink per person, and a relaxed private setting. Sunset departures cost an extra €50.

“We had an unforgettable sunset sailboat ride in Lisbon! The views were stunning but what really made the experience stand out was the incredible staff. They were friendly, welcoming, and clearly passionate about what they do — they made us feel safe, relaxed, and completely taken care of the entire time. They answered all our questions, and even let our daughter get involved a bit. By the end of the trip, she was absolutely captivated — I think she may have found a new passion for sailing! It was peaceful, beautiful, and truly memorable. We’d recommend this experience to anyone visiting Lisbon.”

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Lisbon: 2-Hour Sunset Sailing Tour on Luxury Sailing Yacht - Boarding near the Discoveries Monument in Belém
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Lisbon: 2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

12.2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

★★★★★★★★★★4.9 · 171 reviews · 2 hours · from $70

Spend two hours on a handsome sailing yacht with Lisbon ByBoat, starting near the Discoveries Monument in Belém. Your guide points out Belém Tower, the 25 de Abril Bridge, Christ the King, Alfama, São Jorge Castle, and the Cathedral while you sip sparkling wine. Past guides have included Sebastian, Monica, Pedro, Paula, and Joao.

“i colori di Lisbona visti dal fiume sono spettacolari... aveva ragiobe Pessoa... non si può venire a Lisbona e non fare questa esperienza... e poi un equipaggio così affabile”

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2-Hour Private Sailing Experience in San Diego Bay - Harbor Island departure and the first minutes afloat
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2-Hour Private Sailing Experience in San Diego Bay

13.2-Hour Private Sailing Experience in San Diego Bay

★★★★★★★★★★5.0 · 168 reviews · 2 hours (approx.) · from $625 whole boat, up to 6

Join Captain Liz of Sterling Sails for a private two-hour cruise from Harbor Island. Your group of up to six can shape the route around the USS Midway, Maritime Museum, Cabrillo National Monument, Coronado, sea lions, skyline views, or sunset. The clean yacht includes a bathroom, snacks, beverages, champagne, and space to sit or stand on deck.

“Captain Liz and her sailboat were much fun. There is something magical about being on a small sailboat powered by the wind, and Liz demonstrated it. She was great with our kids, allowing them to steer the ship and hoist sails. She was also very happy to share her knowledge, has great pride in her ship, and clearly wanted us to have a great time. I think it will be a forever memory that will bring a smile to our faces. Thanks, Captain Liz.”

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Gold Coast 2 hour Sunset Sailing Cruise with Drinks&Tasting Plate - Meeting the yacht at Main Beach
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Gold Coast 2 hour Sunset Sailing Cruise with Drinks&Tasting Plate

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

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

Join Sun Sailing Gold Coast at 5 pm for a relaxed two-hour cruise on a 38-foot yacht. Catherine, Grant, and their crew host a small group of up to 10 people, serving drinks and a tasting plate as you sail past Marina Mirage, the Spit, SeaWorld, and nearby islands. Keep watch for dolphins and sea turtles.

“The experience is amazing. Staff are so nice and helpful. They provide drinks and snacks. And the staff offered to take photos for us too.”

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Lisbon Sailing Tour: 2-Hour Cultural Scenic Cruise with Wine - Jerónimos Monastery and the Age of Discovery
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Lisbon Sailing Tour: 2-Hour Cultural Scenic Cruise with Wine

15.Lisbon Sailing Tour: 2-Hour Cultural Scenic Cruise with Wine

★★★★★★★★★★5.0 · 131 reviews · 2 hours (approx.) · from $48

Board at Doca de Belém for a two-hour shared sailing cruise along the Tagus. Your skipper and guide point out Belém Tower, Jerónimos Monastery, the 25th of April Bridge, Praça do Comércio, MAAT, and more. Portuguese wine is included, and guides such as João, José, John, and Bruno are praised for warm hosting and useful local stories.

“Our captain and his mate were so personable, and shared so much about the history of the buildings and communities surrounding the river, during our trip. They were also good about talking about the wines we enjoyed and there familiarity with the Daro Valley. A great trip, certainly.”

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