Sailing trips · 2-HOUR EXPERIENCES

The 15 Two-Hour Sailing Trips in the World That Earn Their Price

49 trips  ·  from $8 a head

This is the shortlist you would send a friend: 15 two-hour sailing trips worth the money, each with its price, its traveller verdict and the one thing to know before the lines come off.

2 Hour Lisbon Sunset and Wine Sailing Tour - Setting out past Belém’s waterfront
2-Hour Experiences, Evening Experiences, Lisbon Sailing Trips, Portugal Sailing Trips, Sailing Trips, 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

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”

Check availability →Read our full review

Alicante: 2-Hour Late Afternoon Catamaran Cruise - Albufereta and Cabo de la Huerta from the water
2-Hour Experiences, Catamaran Cruises, Catamaran Cruises in Spain, Spain Sailing Trips, Tour Reviews

Alicante: 2-Hour Late Afternoon Catamaran Cruise

2.2-Hour Late Afternoon Catamaran Cruise

★★★★★★★★★★4.5 · 1,265 reviews · 2 hours · from $38

Spend two relaxed hours on a comfortable catamaran from Alicante’s port. Sail past Albufereta and Cabo de la Huerta, stop for swimming and snorkeling, and enjoy fruit, music, unlimited soft drinks, and one included beer or wine. The crew speaks Spanish, English, French, and German.

“Very friendly staff who made the whole experience memorable. Very well organised with seating arrangements in plcae too so all went smoothly. Great day had and a memorable experience too, thanks.l”

Check availability →Read our full review

Mallorca: 2-Hour Coastline & Malgrat Islands Catamaran Tour - Sailing Toward the Malgrats Islands
2-Hour Experiences, Bay, Harbour & Coastal Sailing, Catamaran Cruises, Catamaran Cruises in Mallorca, Catamaran Cruises in Spain, Island Hopping Sailing Trips, Mallorca Sailing Trips, Spain Sailing Trips, Tour Reviews, Tours

Mallorca: 2-Hour Coastline & Malgrat Islands Catamaran Tour

3.2-Hour Coastline & Malgrat Islands Catamaran Tour

★★★★★★★★★★4.3 · 966 reviews · 2 hours · from $29Best value

Spend two hours aboard a modern catamaran from Santa Ponça, Playa Tora, or Las Olas. You’ll see Paguera, Camp de Mar, Calvià, and the Malgrats Islands, with a 20-minute swim stop, onboard toilets, snacks, drinks, and multilingual commentary.

“Views were absolutely stunning & staff were friendly and helpful. Amazing value for money, even got to stop in the sea for a swim! Only downside was there was too many people on the boat and a lot of people (me included) couldn’t sit down.”

Check availability →Read our full review

Miami: 2 Hour Private Yacht Cruise - Bayside Marketplace from the Water
2-Hour Experiences, Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Tour Reviews, USA Sailing Trips

Miami: 2 Hour Private Yacht Cruise

4.2 Hour Private Yacht Cruise

★★★★★★★★★★5.0 · 899 reviews · 2 hours (approx.) · from $98

Take a private two-hour yacht ride from Miami with only your party aboard. Cruise past Bayside Marketplace and Star Island, play your own music, bring food and drinks, and use the onboard restroom. Captain and fuel fees cost extra, so check the full price before booking.

“We did a night ride. We really enjoyed ourselves seeing the Water seeing all the lights definitely a time to remember.”

Check availability →Read our full review

2 Hour Sailing Cruise on Lake Tahoe - Starting at Ski Run Boulevard in South Lake Tahoe
2-Hour Experiences, Sailing Trips, Tour Reviews, USA Sailing Trips

2 Hour Sailing Cruise on Lake Tahoe

5.2 Hour Sailing Cruise on Lake Tahoe

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

Sail Tahoe Blue takes you from South Lake Tahoe aboard Blue, a 40-foot sailing yacht with space for a small public group. Expect a wind-powered cruise, lake and mountain views, local beer and wine, soft drinks, and friendly crew members such as Justin, Nellie, David, and Kyle.

“Super fun trip out onto the lake! We didn’t want it to end! The smaller group size and the attentive crew made for the perfect way to see Tahoe from the water!”

Check availability →Read our full review

2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship - Narration, the app, and what you will learn
2-Hour Experiences, Bay, Harbour & Coastal Sailing, Norway Sailing Trips, Sailing Trips, Tour Reviews

2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship

6.2-Hour Oslo Fjord Sightseeing Cruise by Sailing Ship

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

Sail for two hours from Oslo City Hall past Hovedøya, Dyna Lighthouse, Bygdøy, and the Opera House. Choose from seven departures, use the 13-language app, and warm up with blankets or a drink from the onboard bar.

“Despite the rain, the ship was covered and heated, and provided blankets. Lovely tour of the Oslo-area fjords, with a recorded tour in English for commentary. Highly recommend.”

Check availability →Read our full review

La Rochelle: 2-Hour Sunset Sailing Cruise - What the 16-meter catamaran feels like
2-Hour Experiences, Evening Experiences, France Sailing Trips, Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in France, Tour Reviews

La Rochelle: 2-Hour Sunset Sailing Cruise

7.2-Hour Sunset Sailing Cruise

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

Meet Kapalouest by La Rochelle’s old harbor for a two-hour sunset sail on a spacious 16-meter maxi-catamaran. You’ll pass the Richelieu Tower and Les Minimes, stop the engine offshore, and return through the historic towers after dark. The crew speaks French, with some English help available.

“What a great couple of hours. Weather was perfect, crew were great too. Thoroughly recommend this trip..”

Check availability →Read our full review

Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink - Starting at Palmayachts in Belém
2-Hour Experiences, Evening Experiences, Lisbon Sailing Trips, Portugal Sailing Trips, Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in Lisbon, Sunset Sailing Cruises in Portugal, Tour Reviews

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

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

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

Sail the Tagus for two hours with a crew such as Benny, Luis, or Mateus, hearing stories about Lisbon’s monuments while you enjoy one wine, beer, soft drink, or water. The 12-person limit keeps the boat personal, and blankets help after sunset.

“Sunset was absolutely stunning. I highly recommend doing this while in Lisbon. Another perspective to see the city.”

Check availability →Read our full review

Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option - Leaving From Dubai Marina
2-Hour Experiences, BBQ, Dubai Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Private Sailing Charters, Private Sailing Charters in Dubai, Private Sailing Charters in United Arab Emirates, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Dubai, Sailing Trips with Lunch in United Arab Emirates, Tour Reviews, United Arab Emirates Sailing Trips, VIP

Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option

9.Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option

★★★★★★★★★★5.0 · 560 reviews

You’ll cruise Dubai Marina on a private yacht with a captain and two crew members, passing Bluewaters Island, Ain Dubai, JBR, and Burj Al Arab. The two-hour charter is private for your group of up to 15, with soft drinks, bring-your-own snacks, and an optional BBQ cooked onboard.

“Fabulous early evening, cruise around the Palm Jumarria ! The staff and the captain were very hospitable, and the two hour cruise was breathtaking”

Check availability →Read our full review

From Portimão: 2-Hour Catamaran Tour to Benagil Caves - The catamaran ride: room to look, listen, and take photos
2-Hour Experiences, Algarve Sailing Trips, Bay, Harbour & Coastal Sailing, Catamaran Cruises, Catamaran Cruises in Portugal, Portugal Sailing Trips, Tour Reviews, Tours

From Portimão: 2-Hour Catamaran Tour to Benagil Caves

10.2-Hour Catamaran Tour to Benagil Caves

★★★★★★★★★★4.8 · 443 reviews · 2 hours · from $35

From Portimão Marina, you’ll cruise east with guides such as Miguel or Elio, entering coastal caves and viewing Benagil from the water. The stable catamaran offers room for up to 35 people, followed by a short swim stop near Praia da Marinha. English, Portuguese, and Spanish are available.

“Amazing. The whole family loved it. Informative, beautiful and we were lucky enough to spot dolphins twice!”

Check availability →Read our full review

Dubai Marina 2 Hour Sunset Yacht Tour with Alcoholic Drinks - Photographing Ain Dubai from the water
2-Hour Experiences, Bay, Harbour & Coastal Sailing, Dubai Sailing Trips, Evening Experiences, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Sailing Trips with an Open Bar in Dubai, Sailing Trips with an Open Bar in United Arab Emirates, Sailing Trips with Open Bar & Drinks, Sunset Sailing Cruises, Tour Reviews, Tours, United Arab Emirates Sailing Trips

Dubai Marina 2 Hour Sunset Yacht Tour with Alcoholic Drinks

11.Dubai Marina 2 Hour Sunset Yacht Tour with Alcoholic Drinks

★★★★★★★★★★4.5 · 409 reviews · from $34

Set sail from Dubai Harbour for a two-hour sunset cruise past Ain Dubai, Jumeirah Beach Residence, and the Burj Al Arab area. A captain, crew, restroom, Wi-Fi, bottled water, soda, and snacks on the 5pm trip are included. Beer and wine are available to purchase, but confirm availability before boarding.

“The worker almost didn’t let me on despite the fact that I had a valid ticket. When I got on I sat at a seat, minded my business and tried to enjoy myself. They then sat the ashtray in front of me for guests to light their cigarettes and the ashes / fire flew RIGHT IN my face. I haRead more”

Check availability →Read our full review

America’s Cup 2-Hour Sailing Experience Waitemata Harbour - Meeting at Viaduct Harbour and getting ready
2-Hour Experiences, Bay, Harbour & Coastal Sailing, New Zealand Sailing Trips, Sailing Trips, Tour Reviews

America’s Cup 2-Hour Sailing Experience Waitemata Harbour

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

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

Join a professional crew aboard an authentic America’s Cup yacht in Auckland’s Viaduct Harbour. You can steer, work the grinders, help raise sails, or simply enjoy the views. No sailing experience is needed, but comfortable shoes and the ability to move around the boat will help.

“Had a lovely day 'sailing' Crew was very responsive and interactive!!! People took turns at the helm and others were 'grinding' and helping the crew. A very informative and delightful afternoon!”

Check availability →Read our full review

Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks - Sailing beside Barceloneta and Montjuïc
2-Hour Experiences, Barcelona Sailing Trips, Sailing Trips, Sailing Trips with an Open Bar in Barcelona, Sailing Trips with an Open Bar in Spain, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Barcelona, Sailing Trips with Lunch in Spain, Sailing Trips with Open Bar & Drinks, Spain Sailing Trips, Tour Reviews, Tours

Barcelona: 2-Hour Sailboat Tour with Snacks and Drinks

13.2-Hour Sailboat Tour with Snacks and Drinks

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

Join skipper Jorge or another multilingual captain aboard the modern Amaris from Port Olímpic. Sail past Port Vell, Barceloneta, Montjuïc, and the Olympic Towers, then enjoy local snacks, wine, cava, and music. Sunset departures offer the best light, while winter trips include blankets.

“Simply excellence experience. Jorge was a great skipper and host!”

Check availability →Read our full review

2-Hour Sailing Tour in Barcelona with Open Bar & Snacks - A yacht made for a small group
2-Hour Experiences, Barcelona Sailing Trips, Drinking Tours, Sailing Trips, Sailing Trips with an Open Bar in Barcelona, Sailing Trips with an Open Bar in Spain, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Barcelona, Sailing Trips with Lunch in Spain, Sailing Trips with Open Bar & Drinks, Spain Sailing Trips, Tour Reviews, Tours

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

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

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

Meet at Port Olímpic for a relaxed two-hour yacht sail with a professional skipper, drinks, snacks, shaded seating, and bow cushions. You may swim when conditions allow, and skippers such as Carlos, Marie, Daniel, Pau, Luigi, or Oscar may add local insight.

“What a fantastic, relaxing way to discover another aspect of Barcelona’s natural beauty! Our skipper, Marie, was very skilled, knowledgeable and personable, and made this a truly lovely experience. This intimate 2-hour sailing excursion was definitely one of the highlights of our vacation and I highly recommend it!!”

Check availability →Read our full review

2 Hours Private Sailing Tour in Lisbon - Belém Tower from the Tagus
2-Hour Experiences, Lisbon Sailing Trips, Portugal Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Lisbon, Private Sailing Charters in Portugal, Sailing Trips, Tour Reviews, Tours

2 Hours Private Sailing Tour in Lisbon

15.2 Hours Private Sailing Tour in Lisbon

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

Take a private two-hour sail from Doca do Bom Sucesso for up to 12 people. Your skipper guides you past Belém Tower, the Discoveries Monument, the 25 de Abril Bridge, Cristo Rei, and Lisbon’s main square, with crackers and one beer or soft drink per person.

“We were lucky and had a windy but sunny 2 hours out on the sea. Our very funny and literate skippers enjoyed the ride just as much as we did. We had a very beautiful sailing boat. Totally recommend this experience.”

Check availability →Read our full review

Palma: 2-Hour Sunset Catamaran Cruise with Drinks - Leaving La Lonja Marina Charter
2-Hour Experiences, Catamaran Cruises, Catamaran Cruises in Mallorca, Catamaran Cruises in Spain, Evening Experiences, Mallorca Sailing Trips, Sailing Trips with an Open Bar in Mallorca, Sailing Trips with an Open Bar in Spain, Sailing Trips with Open Bar & Drinks, Spain Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in Mallorca, Sunset Sailing Cruises in Spain, Tour Reviews

Palma: 2-Hour Sunset Catamaran Cruise with Drinks

16★ 4.82-Hour Sunset Catamaran Cruise with DrinksFrom $117204 reviews

New in 2-Hour Experiences

★ 5.0Cancun Bay Private 2-Hour on a Luxury Yacht45 reviews
★ 4.02-hour Private Sunset Cruise on a luxury yacht in Cancun Bay 25P1814 reviews
★ 5.0Private yacht rental for 2 hours15 reviews
★ 4.02 Hour Sunset Tour on Catamaran in Cabo San LucasFrom $8530 reviews
★ 5.0Wonderful 2 Hour Sailing trip including open bar and Pinchos20 reviews
★ 5.0A 2 hours Local Tapas and sailing adventure in BarcelonaFrom $1079 reviews
★ 5.02-hour sunset tour by sailboat with aperitif.From $6019 reviews
★ 5.0Private Sunset Yacht 2h Cruise from Albufeira Marina14 reviews
★ 4.8Two Hour Luxury Sailing Experience with Open BarFrom $8513 reviews
★ 5.02-Hour Sailing Yacht Cruise & Guided Tour w/2 drinksFrom $5362 reviews
★ 4.22 hour Dolphin Catamaran ExcursionFrom $41129 reviews
★ 4.72 Hour Sunset Dinner Sail with Open Bar and AppetizersFrom $14965 reviews
★ 4.9sunset sailboat trip Drinks-Snacks,2 hourFrom $6529 reviews
★ 5.0Lisbon 2 Hours Sailing Day Tour and Cruise With DrinksFrom $4726 reviews
★ 4.3Coastline Catamaran 2h with drinks, pickupFrom $6535 reviews

Keep browsing

Catamaran Cruises933Sunset Sailing Cruises458Luxury Yacht Cruises439Sailing & Snorkeling Trips293Island Hopping Sailing Trips320Private Sailing Charters233
Scroll to Top

Every kind of sailing day

Pick the boat, the hour on the water or the country.

Kinds of boat

Catamaran CruisesYacht CruisesPrivate ChartersAll Sailing TripsBay and Harbour Sails

What is on board

Open BarLunch and BBQDinner CruisesParty SailsSunset Sails

In the water

Sail and SnorkelSwim StopsWhales and DolphinsIsland Hopping

Big sailing countries

SpainThe USAGreeceMexicoPortugal