ISLAND HOPPING · SAILING ISLAND TRIPS

15 Sailing Island Trips Worth Flying For

67 tours  ·  from $27 a head

Under sail the itinerary is a suggestion and the wind writes the rest. The 15 below compare the day sailings on group size, on whether lunch is cooked aboard and on where they run from.

Hurghada: 3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch - Orange Bay: one hour of sand, sun, and photos
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Hurghada: 3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch

1.3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch

★★★★★★★★★★4.7 · 4,609 reviews · 8 hours · from $47Our pick

Join Go Shalabi for an eight-hour yacht trip from Hurghada to Orange Bay, Giftun Island, and Magawish Island. You get two snorkeling stops, dolphin watching, breakfast, seafood lunch, fruit, and unlimited drinks. Guides such as Fouad, Ahmed, Saef, Ashraf, and Talal help beginners feel safe while the crew keeps the day lively.

“The visit to the 3 islands & the snorkeling session were extremely well organised. The food was good ( though the calamari was very chewy & cold ) Very good value for money & as very good day out.”

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Sailboat tour from PALAU to the Maddalena Archipelago. - Seeing the Pink Beach from the sea
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Sailboat tour from PALAU to the Maddalena Archipelago.

2.Sailboat tour from PALAU to the Maddalena Archipelago.

★★★★★★★★★★5.0 · 952 reviews · 7 to 8 hours (approx.) · from $107Top rated

Set out from Palau at 9:30 a.m. for a 7 to 8 hour sailing day around La Maddalena and Spargi. The crew may include skippers such as Giuseppe, Simone, Claudia, Alberto, or Massimiliano. Expect swimming stops, snorkeling, Sardinian snacks, fish pasta, Vermentino, and views of the protected Pink Beach from the water.

“very nice crew, Max the skipper speaks a perfect french very kind trip, beautiful beaches, good food and drinks +++++”

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From Palau or La Maddalena: Archipelago Sailing Ship Tour - Budelli and the famous pink beach
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From Palau or La Maddalena: Archipelago Sailing Ship Tour

3.Archipelago Sailing Ship Tour

★★★★★★★★★★4.4 · 903 reviews · 7 hours · from $77

Spend seven hours aboard a vintage motorsailer visiting Budelli, Santa Maria, and Spargi. A multilingual guide, including Letizia on many departures, explains the archipelago while you swim from the boat, reach sandy beaches by tender, and buy pasta, crepes, and drinks onboard. Bring cash, swimwear, a towel, and something warm for the ride home.

“It was a little bit chaotic at first because it was very windy but we had so much fun. The crew was amazing, so sweet and reassuring. The beaches were also beautiful. Je recommande chaudement !”

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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago - Starting from Santa Teresa di Gallura
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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

4.Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

★★★★★★★★★★5.0 · 628 reviews · 7 to 8 hours (approx.) · from $119

Set out from Santa Teresa di Gallura at 9:30 a.m. on a 49-foot sailing boat with up to 12 people. Carlo, Andrea, Marco, Lorenzo, and other crew members have hosted these trips. Expect three scenic stops, snorkeling, swimming, lunch, drinks, and a flexible route shaped by the wind.

“Excellent experience. The crew were excellent, the boat was pristine, the sights and swimming were amazing and the food was awesome! My only note is that the parking is hard to find so leave yourself lots of time!”

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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago - Sailing toward Spargi and its clear bays
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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

5.Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

★★★★★★★★★★5.0 · 306 reviews · 8 hours (approx.) · from $119

Spend about eight hours aboard a 15-meter sailboat from La Maddalena, visiting Spargi, Budelli’s Pink Beach, Port Madonna, Razzoli, and Cala Santa Maria. Swim, snorkel, eat a Sardinian lunch, and enjoy wine and mirto with a small group of up to 12 people. The crew may include Giuseppe, Salvatore, Denny, Ettore, or Max, depending on the day.

“I enjoyed this day together with my son! The crew was very nice and knew a lot about the area and the history. A small point of attention is that by default more water is given when you visit an island, but when you think of this yourself you can ask the crew for water before you leave the boat for a while;)Auto-translated”

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Island Hopper Day Cruise - sailing to wildlife sanctuary island - 6 hr cruise - What the live commentary adds
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Island Hopper Day Cruise – sailing to wildlife sanctuary island – 6 hr cruise

6.Island Hopper Day Cruise – sailing to wildlife sanctuary island – 6 hr cruise

★★★★★★★★★★5.0 · 301 reviews · from $139

Spend six hours aboard a small catamaran with Barefoot Sailing Adventures, sailing among the Bay of Islands’ 144 islands. Luke and his crew provide live commentary, morning tea, lunch, snorkel gear, paddleboards, and a two-hour stop at a wildlife sanctuary island for swimming, walking, or relaxing.

“We spent an excellent day discovering the bay of isilands. Luke gave many information about sailing, nature and history. During the 2 h lunch break we were walking on an island discovering the birds, swimming, snorkelling and stand up paddeling. I recommend this trip”

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Pattaya: Full-Day 2 Islands Yacht Trip with Lunch and Sunset - Koh Phai: three hours for water and beach time
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Pattaya: Full-Day 2 Islands Yacht Trip with Lunch and Sunset

7.Full-Day 2 Islands Yacht Trip with Lunch and Sunset

★★★★★★★★★★4.8 · 234 reviews · 7 hours · from $109

Spend seven hours aboard Ocean Yachting’s spacious catamaran, visiting Koh Phai and Koh Rin from Pattaya. Your day includes snorkeling gear, paddleboards, fishing equipment, a slide, floating pool, Thai buffet lunch, fruit, drinks, towels, and hotel transfers. English and Thai guides lead the trip, with crew members such as Ruby and Riley praised for attentive service.

“We had an amazing day with the crew! They were super friendly, helpful and took all the time to show and explain us everything! Thank you so much for this wonderful experience!”

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Full-Day Bay of Islands Tour by Vigilant Yacht Charters - An island stop with time to choose your own pace
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Full-Day Bay of Islands Tour by Vigilant Yacht Charters

8.Full-Day Bay of Islands Tour by Vigilant Yacht Charters

★★★★★★★★★★5.0 · 219 reviews · from $114

Join Vigilant Yacht Charters at 10am in Russell for a 5.5-hour sailing day across the Bay of Islands. Nat, Natalie, Dallas, Anita, or Nick may guide the trip, depending on the crew. Expect island stops, swimming, kayaking, snorkeling, lunch, local stories, and a chance to take the helm.

“Unreal day for this boat trip. They held out despite the weather forecast being bad and it ended up being amazing. They served an absolutely lovely lunch and were so friendly and chilled the entire time. Couldn’t recommend enough, the whole group absolutely loved it. Thankyou so much!”

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Sailing boat tour in the Maddalena Archipelago - The route from La Maddalena and Palau
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Sailing boat tour in the Maddalena Archipelago

9.Sailing boat tour in the Maddalena Archipelago

★★★★★★★★★★5.0 · 217 reviews · 7 hours (approx.) · from $145

Spend about seven hours sailing around La Maddalena, Budelli, Spargi, Santa Maria, Santo Stefano, and Caprera. Swim, snorkel, use the SUP board, and enjoy aperitivi, Sardinian food, pasta, wine, beer, and coffee onboard. The sailing boat carries up to 14 people, with pickup arranged from La Maddalena or Palau.

“What an experience! A must try Amazing group of people, amazing professional guides who made the trip a 100 times more fun ❤️”

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Pattaya: 3-Island Hopping Sunset Yacht & Buffet with Live DJ - From Pattaya City to the marina
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Pattaya: 3-Island Hopping Sunset Yacht & Buffet with Live DJ

10.3-Island Hopping Sunset Yacht & Buffet with Live DJ

★★★★★★★★★★4.0 · 125 reviews · 8 hours · from $79

Spend eight hours sailing from Pattaya aboard an 82-foot yacht with hotel pickup, a welcome mocktail, Thai BBQ buffet, snacks, and drinks. Stop at Koh Phai, Koh Rin, and Monkey Island, with snorkeling gear, clear kayaks, paddleboards, floats, and a water slide included. The boat carries up to 100 passengers and crew.

“The program was varied and offered good value for money. Unfortunately, the female members of the accompanying staff were not helpful at all, except for the lady shown in the picture. Our phone was about to run out of battery and we wanted to ask for a little charge, but they refused and were not kind. The lady in the picture helped immediately, smiled, and was kind. She gave us her own power bank. Perhaps the others should not be dealing with customers if it is such a burden for them…”

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La Maddalena Archipelago Sailing Tour with Lunch from Palau - Budelli and Spiaggia Rosa: the signature stop
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La Maddalena Archipelago Sailing Tour with Lunch from Palau

11.La Maddalena Archipelago Sailing Tour with Lunch from Palau

★★★★★★★★★★5.0 · 121 reviews · 7 hours (approx.) · from $108

Spend about seven hours sailing from Palau with a maximum of 14 people. Swim at Cala di Santa Maria and Cala Granara, visit Budelli by dinghy, see Spiaggia Rosa, and enjoy aperitivo, lunch, wine, beer, soft drinks, coffee, and dessert. English-speaking crew members such as Yuri, Ines, Andre, and Samuel lead the day.

“We had a beautiful day of sailing and swimming/snorkeling and Andre and Ilia were great hosts. Knowledgeable friendly and very helpful. Food and drinks were excellent too. We would highly recommend.”

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Seacret Luxury Catamaran Yacht Group Island Hopping Tour - Big Lagoon and the classic El Nido cliffs
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Seacret Luxury Catamaran Yacht Group Island Hopping Tour

12.Seacret Luxury Catamaran Yacht Group Island Hopping Tour

★★★★★★★★★★4.5 · 119 reviews · from $155

Spend about seven hours aboard Seacret, a 50-foot sailing catamaran run by El Nido Yachting Club. You’ll visit three or four island stops, such as Big Lagoon, Hidden Beach, Seven Commandos, or Cadlao Lagoon, plus the club’s private Star Beach. Lunch, towels, life jackets, a guide, and the environmental fee are included.

“Exceptional tour!! The crew was very well trained and they made our whole experience so smooth and special. The places we visited were amazing and we also had access to a private beach. Lunch was delicious as well. I highly recommend this tour!!”

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Daily sailing trip in the La Maddalena Archipelago - Why the route is never exactly the same
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Daily sailing trip in the La Maddalena Archipelago

13.Daily sailing trip in the La Maddalena Archipelago

★★★★★★★★★★5.0 · 114 reviews · 7 hours (approx.) · from $120

Spend about seven hours sailing from Palau through the La Maddalena Archipelago with a crew such as Dimitri, Fabio, Edi, or Enzo. Expect three stops shaped by weather and crowds, two beach visits by dinghy, one swim from the boat, onboard lunch and refreshments, and a maximum of 12 people.

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Private Sailing Tours in Zadar Archipelago - Ošljak: one hour for swimming and snorkeling
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Private Sailing Tours in Zadar Archipelago

14.Private Sailing Tours in Zadar Archipelago

★★★★★★★★★★5.0 · 102 reviews · 4 hours (approx.)

Set out from Zadar with a private boat, skipper, and snorkeling gear for a four-hour trip to Ošljak and Ugljan. Laura and Tony, or Tonci, shape the day around your group, with time to swim, explore, ask questions, and stop for lunch. The boat carries up to seven people.

“An absolute must do! My friends and I had the best time on this day trip as part of my bachelorette. We swam in beautiful water and explored amazing islands. This was truly one of the best days of our life! Tony was so kind, accommodating, and knowledgeable. He catered to how we wanted to spend our day, took our photos, and even let us have an extra hour of time. It was an amazing day and I highly recommend!”

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Sailing Cruise in Maddalena Archipelago from Maddalena - Budelli and the famous Spiaggia Rosa
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Sailing Cruise in Maddalena Archipelago from Maddalena

15.Sailing Cruise in Maddalena Archipelago from Maddalena

★★★★★★★★★★4.5 · 101 reviews · 7 hours (approx.) · from $108

Spend about seven hours sailing from La Maddalena to Santa Maria, Budelli, and Spargi. Swim and snorkel from the boat, visit Spiaggia Rosa by dinghy, and enjoy snacks, lunch, wine, beer, soft drinks, coffee, and water. The multilingual crew keeps the mood relaxed, with guides such as Olek and Florencia praised for warm, attentive service.

“The crew, Samuel and Ilia, were attentive and friendly. We had a wonderful day on the boat. We highly recommend the experience!”

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