Where to Sail: the 13 Best Two-Day Sailing Trips Worldwide

1.Whitsunday Islands 2-Day Sailing Tour

★★★★★★★★★★4.5 · 452 reviews · 2 days · from $350Our pick

Review of OzSail’s 2-day Matador sailing tour from Airlie Beach, with Whitehaven Beach, reef snorkeling, meals, tips, comfort, and value.

“A very enjoyable trip. The snorkelling locations were fantastic and seeing Whitehaven beach before anyone else was great. The food supplied was very nice and had good variety. I would recommend bringing your own drinking water and some beverages to enhance the experience of watching the sunset. The crew onboard were excellent - thank you!”

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2.2-Day Oriental Sails Junk Cruise of Halong Bay

★★★★★★★★★★4.5 · 399 reviews · from $349

Review of the 2-day Oriental Sails Halong Bay cruise, with cabin details, food, activities, costs, transport, and practical booking advice.

“The boat, food and staff were amazing for this one day stopover tour. The weather wasn't brilliant but we enjoyed the kayaking and boat trip to the pearl farm. In sunny weather it must be fantastic.”

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3.Paradise Sails Cruise 2 days 1 night Halong Bay Tour

★★★★★★★★★★5.0 · 306 reviews Top rated

Review of Paradise Sails’ two-day Halong Bay cruise, with caves, islands, meals, transfers, cabin advice, costs, and practical tips.

“The cruise was fabulous especially with a 6 month infant. Blue, cruise manager was amazing. He and his staff made our stay extremely comfortable and enjoyable. Will definitely recommend.”

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4.2 Day & 2 Night Whitsunday Islands Sailing Adventure on Condor

★★★★★★★★★★5.0 · 302 reviews · from $501

Sail two nights through the Whitsundays aboard Condor, with Whitehaven Beach, snorkeling, meals, hammocks, and an upbeat crew.

“The passengers and crew were amazing and as a solo traveler I felt so embraced and comfortable sooner than I would’ve ever expected. I had a lovely time even though we didn’t catch the best conditions. Everyone’s attitude and williRead more”

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5.2-Day Whitsunday Islands Sailing Snorkel Tour

★★★★★★★★★★4.4 · 215 reviews · 60 hours · from $488

Review of OzSail’s 60-hour Avatar sailing trip from Airlie Beach, with Whitehaven Beach, snorkeling, meals, stargazing, and practical tips.

“I loved this trip!!! I was travelling solo and met so many wonderful people. The boat was clean, well organised and the crew where outstanding. Food was great too (thanks chef). We went snorkelling and visited Whitehaven beach. We encountered some rough weather on the second day, however I felt safe the entire time and it just added to the adventure. One thing I will mention is the sleeping situation. I was on the avatar and all the beds are double beds (with only one single and one triple bed). As a solo traveler I was under the impression there would be more single beds. Luckily I befriended some lovely…”

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6.2 Day & 2 Night Whitsundays Sailing Adventure on Broomstick

★★★★★★★★★★5.0 · 207 reviews · from $501

Review of Prosail’s 2-night Broomstick sailing trip from Airlie Beach, with Whitehaven Beach, snorkelling, meals, crew, price, and practical tips.

“Before mentioning the trip- Ben, Bam and Lauren as crew were fantastic. Their attention to detail to make it the best trip possible didn’t go unnoticed. Ben as captain made everyone feel safe, involved and well educated. The trip itself was fantastic and jam packed from the moment your picked up to when your dropped off. 10/10”

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7.2 Day & 2 Night Whitsunday Sailing Adventure on Hammer

★★★★★★★★★★5.0 · 163 reviews · from $501

Review of Hammer’s 2-night Whitsunday sailing trip from Airlie Beach, with snorkeling, Whitehaven Beach views, meals, costs, and practical tips.

“We had such an amazing experience spending the New Year on Hammer! Our crew was outstanding and this experience made me want to spend more time on a sailboat than I ever expected. The food is great, the snorkeling spotRead more”

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8.Siska – 2 day 1 Night – Maxi Sailing Tour of the Whitsundays

★★★★★★★★★★4.5 · 155 reviews · from $351

Review of Siska’s two-day Whitsundays sailing tour, with Whitehaven Beach, Hill Inlet, snorkeling, meals, bunks, price, and practical tips.

“I had an amazing time on Siska! The weather was just right, the views are incredible and if you love sailing, this is the perfect tour! The crew, Isaac, Zack and Rysh made me feel very welcome on board. I would have loved to stay for a weeRead more”

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9.2 day sailing to Sotogrande from Marbella

★★★★★★★★★★5.0 · 5 reviews · 2 days (approx.)

Review of a private two-day sailing trip from Marbella to Sotogrande, with cabins, meals, drinks, crew, and practical booking advice.

“A must do! a very nice trip with nice (father/daughter) guidance. A drink and snack was included and we were even allowed to take the wheel for a while. This is a small-scale tour with personal attention. The starting point (Puerto Banus) is also worth a visit and can therefore be easily combined. Maximum number of stars from us!”

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10.Great Barrier Reef 2-Day, 2-Night Sailing Tour

★★★★★★★★★★5.0 · 4 reviews · 3 days · from $460

Spend three days sailing the Whitsundays aboard Mandrake, with reef snorkeling, Whitehaven Beach, fresh meals, and a tiny group.

“We had the best time! Kate is the perfect tourguide, you can feel how much she loves the reef and she even works with it. In between our snorkeling sessions, we had lots of time to relax and hang out with the group. One of the snorkeling trips also included „working with the reef“, after kate works with the government we were taking notes about the existing animals under water to help checking on the health of the reef which was pretty cool. Whilst that, Kianna takes care of the boat and prepares the meals and ngl the food was f*cking banging!! Both of them are lovely characters, would always…”

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11.2-Day Combo: Isla Mujeres Sailing And Tulum Mayan Ruins

★★★★★★★★★★4.0 · 4 reviews · 2 days (approx.) · from $79Best value

Compare Tulum ruins, a cenote swim, Isla Mujeres, snorkeling, lunch, and boat fun in this practical two-day Cancun tour review.

“Communication was really bad prior to our trips. I messaged multiple times without any reply. It's a bit unclear whether the two days have to be two consecutive days. I wanted two consecutive days and I messaged them to double check that. That is what we needed up getting so all worked out. Tulum is not really worth the entire day in my opinion. It took an hour to get to and the day felt quite unorganised and we wasted a lot of time. Getting into the ruins took ages with a lot of queuing. We also all had to wait whilst some of our group got lunch with an…”

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12.Sea trip in a fast and comfortable sailboat in Leucate: privatization 1/2d

★★★★★★★★★★5.0 · 4 reviews

Review of Leucate’s private 4-hour sailboat trip, with swimming, paddleboarding, snorkeling, sunset options, and routes toward Collioure.

“Unforgettable moment at sea, we were able to privatize the boat with cousins. Strong sensation, explanation of the basics of sailing and the region, swimming near the cliff (sea urchins, various fish we were amazed) and ready to paddle. Read more”

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13.2-Day Halkidiki Sailing Cruise

★★★★★★★★★★5.0 · 4 reviews · from $954

Review of a private two-day Halkidiki sailing cruise with overnight yacht stay, snorkeling, Sithonia beaches, skipper, fuel, and fees included.

“Lovely experience that everyone should try. Great energy. Marcos and Simon were very helpful and nice I will highly recommend to book with babasail. The boat was very clean and had all we need for our experience to be awesome.”

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