Worldwide · SUNSET SAILS FOR TWO
A small boat leaving an hour before the light goes, usually with a drink and rarely with dinner. These 15 sails are compared on how many people come aboard, how long you are out and whether the boat can be taken for two.
Spend one hour on a shared boat from Dubrovnik’s Old Town port, cruising past the city walls, Lokrum Island, beaches, and caves as the sun sets. Guides such as Neno, Nemo, and Anton share local stories, help with photos, and keep the ride relaxed. Bring warm clothing.
“Fantastic driver, very knowledgeable and friendly. Worked hard to make sure everyone had good photo opportunities.”
Sail Santorini’s Caldera aboard a small catamaran, stopping at Red Beach, White Beach, and the volcanic hot springs. Enjoy swimming, snorkeling, Greek barbecue, Santorinian wine, beer, and soft drinks before watching the sunset near Oia. Hotel pickup and drop-off are available.
“The crew was thoughtful and would provide tips on where we were and a bit of history. The meal served was adequate and we were provided with a gluten free chicken breast and cold salads. I would recommend this excursion to everyone.”
Join Molo in Foša Harbor for a 75-minute sunset cruise along Zadar’s coast. Your English or Croatian-speaking skipper, often Ari, Nino, Edi, or Dom, shares local stories while you enjoy music, sea views, and one Aperol Spritz or Prosecco.
“Very beautiful boat trip to enjoy sunset. It’s definitely worth tanking in Zadar😊And our guide Ari is so nice to introduce the Zadar’s history and let us enjoy the fantastic sunset. And also the great “ sunset Champaign “ 🥳🥳🥳”
Join Marija or another English-speaking host at Cavtat harbor for a relaxed 45-minute sunset cruise. Sip wine, beer, soft drinks, or local rakija while passing Mlini, Srebreno, Plat, and the islets of Mrkan, Bobara, and Supetar. The crew pauses for sunset photos before returning in time for dinner.
“This was an amazing experience. Not too many on the boat, guide was lovely as were the crew. Definitely recommend and nature was good to us we had an amazing sunset.”
Set out from Foša harbor with a small group of up to 12 people. Your captain guides you past the Sea Organ, Roman Forum, and Church of St. Donatus before finding a quiet spot in the canal for sunset. Enjoy one Aperol Spritz or Prosecco while Italian and Croatian serenades play onboard.
“Arian the boatmaster gave us the most important highlights of Zadar during the trip in a sympathetic way and had suitable answers to all questions. You experience the sunset in a small group and on a boat it looks completely different than on land. There was enough space on board and perfect all-round visibility. The sunset was really a highlight and you had all the opportunities to take pictures. A perfectly prepared Aperol Spritz completed the experience. Definitely recommendedAuto-translated”
Sail from Heraklion to Dia Island on a semi-private catamaran with a Prosecco welcome, cheese and cold-cut platters, unlimited Cretan wine and Greek beer, snorkeling, SUPs, and sunset views. Sergei has been praised for warm hosting, but service depends on the crew assigned to your sailing.
“Awesome trip! The team was very friendly and cared a lot about our needs. The bay at Dia island was greatful and the water was very clear. The sunset was also beautiful. It was a special experience which we can recommend to everyone.”
Sail privately around Santorini for about five hours with up to 12 people. Swim at the volcanic hot springs, Red Beach, and White Beach, then enjoy a BBQ, Greek appetizers, open drinks, snorkeling, and SUP. Day and sunset departures are available, with hotel pickup arranged in advance.
“Our sunset private boat tour in Santorini was absolutely magical. From the moment we stepped on board, our two lovely hosts made us feel so welcome and relaxed. They were warm, attentive, and made the whole experience feel incredibly personal and special. The food served on board was absolutely delicious, fresh, beautifully prepared, and full of local flavour. As we cruised along the coast, the views were simply breathtaking, with the iconic cliffs and white-washed villages glowing in the golden light. And the sunset - what can we say? It was truly one of the most beautiful we’ve ever seen. Watching it from the water, with a glass of wine…”
Set sail from Riva 27 in Hvar in the late afternoon for a two-hour cruise toward the Pakleni Islands. Bring your own drinks and snacks, choose shared or private sailing, and enjoy sunset views with skippers such as Victor, Petar, Alex, or Tony, subject to availability.
“Really nice experience with some really beautiful sunset views. Our guide was really passionate of clicking nice pictures”
Sail from Anaeho‘omalu Bay on Hawaii Nautical’s Spirit of Aloha catamaran. Captain Michael and the local crew serve cocktails, beer, wine, snacks, and island views of Mauna Kea and Hualālai as the sun sets.
“Fun, bartender had great voice was a plus! very friendly crew, took photos, showed fishing techniques”
Spend eight hours traveling from Khao Lak to Cheow Lan Lake with a small group of up to eight people. Guide Shane or another English-speaking guide leads the long-tailed boat trip, swimming, kayaking, snacks, sparkling wine, and an afternoon wildlife search.
“We had a lovely day at Khao Sok Nationalpark. The pick-up at the hotel was on time, the transportation was very comfortable. Boom and Edwin were great and created us an unforgettable day with lifetime memories. On our way to the Nationalpark we talked about many interesting things in Thailand. Although it was a rainy day, we were lucky and saw wild elephants. The views on the lake were amazing. Thank you Boom an Edwin! We will never forget this day!”
Set out from Zadar with skipper Mario for a 75-minute sunset ride along the Dalmatian coast. Expect a small boat, island views, local history, time to enjoy the sunset, and a relaxed return to the harbor. The boat holds no more than 10 people.
“This man loves his job! He said a lot of interesting things about the city and more. 😃”
Sail privately from Corralejo with an experienced local crew, often led by Juan, toward Lobos Island. Stop at Playa de la Concha for swimming, snorkeling, paddleboarding, or quiet time on deck, then enjoy dinner, wine, and the sunset before returning to port.
“Captain Juan and Dan met us in the harbour and we left the port for Lobos Island. They asked us a bit about ourselves and we told them we booked as it's a sailing boat, they then spent most of the time with the sails down and engine off. They said essentially the boat was ours whilst we were sailing and could do as we pleased. It was just us and the sea. We stopped just off Lobos Island where we could've swam, snorkeling or paddleboarding but we decided to just sit on the deck and drink the wine that they provided. Juan cooked us his own grandma's recipe for…”
Take a private two-hour cruise for two from Dubai Marina, with sushi, drinks, lounge music, and sunset views of JBR and Palm Lagoon. Captains including Arun, Santhos, and Sharati have been praised for friendly service and proposal-ready celebrations. Transportation to Marina Gate is not included.
“Capitan Sharati did a great Job on his Boat Jellyfish. The tour was beautiful, Capitain Sharati took us to great vantage points and reported a lot of interesting things, he had a great feeling for the right places to take great photos and he takes great photos. thank you for an unforgettable Tour into the sunset. Petra & Peter”
Spend two hours sailing from Zadar on a modern 36-foot yacht with up to eight people. Your skipper may share local stories, point out the Sea Organ and Greeting to the Sun, and let you help steer when conditions allow. Bring wine, drinks, and snacks for the onboard fridge.
“This was a lovely experience and David was an amazing sailer. He was will informed about Zadar and was ready to answer away at any questions. He saved us a $30 cab ride by dropping us off at the main pier in Zadar. THANK YOU DAVID”
Meet your skipper at Hvar’s main harbor for a two-hour sunset sail on a modern 36ft yacht. With room for up to 16 people, a fridge, toilet, kitchen, and space for your own wine and snacks, you’ll cruise past the Pakleni Islands with skippers such as Petar, Peter, Victor, or Alexander.
“Super small group, beautiful scenery route, the team was lovely and very friendly and accomodating The boat is also super new and well taken care of”
Pick an evening, a ceremony or a boat.
