15 Best Island-Hopping Sails Tours Worldwide

Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Hurghada, Hurghada Sailing Trips, Island-Hopping Sails, Lunch Experiences, Luxury Yacht Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Hurghada: 3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch

/ June 12, 2026

1.Hurghada: 3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch

Hurghada yacht trip to Orange Bay, Giftun & Magawish with dolphin watching, snorkeling, and breakfast plus seafood lunch.

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time

/ June 12, 2026

2.Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time

3-hour Shell Island catamaran cruise from Panama City Beach with wild dolphin spotting, snorkel time at St. Andrews Bay, gear, and slide.

★ 5.0

“Great boat, very comfortable, easy to see marine life. Great crew, very attentive, lots of really good information. Perfect spot for exploring Shell Island and alittle snorkeling. Drinks were amazing. Whole afternoon was relaxed and great fun. Book Island Time for sure!”

4,362 reviews3 hours (approx.)From $57.59by Island Time Sailing

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Buffet Experiences, Catamaran Cruises, Cruises & Boat Tours, Dinner & BBQ Cruises, Island-Hopping Sails, Lunch Experiences, Punta Cana, Punta Cana Sailing Trips, Sailing, Tour Reviews

Punta Cana: Catamaran Boat to Saona Island with Buffet Lunch

/ June 12, 2026

3.Punta Cana: Catamaran Boat to Saona Island with Buffet Lunch

Ride a speedboat to Saona Island, swim in a starfish natural pool, enjoy a buffet lunch and open bar, then party back on a catamaran.

★ 4.4

“Great trip. Stunning Cristal clear blue water of the Caribbean coast.”

3,822 reviews8 hoursFrom $82by CARIBBEAN ROUTE PUNTA CANA

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Cruises & Boat Tours, Heraklion, Heraklion Sailing Trips, Island-Hopping Sails, Sailing, Swim-Stop Cruises, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

/ June 12, 2026

4.Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Small-group Dia Island sail from Heraklion with swimming, snorkeling, SUP, a Mediterranean meal, and unlimited drinks on board.

★ 4.8

“Perfect friendly Crew. Nice Katamaran. Good drinks and delicious food. It was my third time with this company. Sofia, Giannis and our Captain Petros are a super Crew. I will make the Dia Tour again. I love it sooooo much. Thank you Guys. Nicole”

2,579 reviews5.5 hoursFrom $95by Cretan Sailing Cruises

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Cartagena, Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Snorkel Sailing Trips, Tour Reviews

Cartagena: Rosario Islands Catamaran with Lunch and Snorkel

/ June 12, 2026

5.Cartagena: Rosario Islands Catamaran with Lunch and Snorkel

From Cartagena to the Rosario Islands by catamaran: lunch, snacks, snorkeling gear, and two clear-water swim stops.

★ 4.5

“Very well run. The team on the boat are friendly and work hard. The boat is really comfortable. The toilets are well maintained which is always a good sign. Nice and laid back. 2 swimming spots are fine but please bear in mind that you don’t visit the islands or any beaches. Food was really…”

2,479 reviews7.5 hoursFrom $107by BONA VIDA CATAMARANES S.A.S

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Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Snorkel Sailing Trips, Tour Reviews

Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

/ June 12, 2026

6.Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

Snorkel historic Kealakekua Bay from Kona on a power catamaran, with gear, lunch, and chances to spot dolphins and humpbacks.

★ 5.0

“This was a great excursion. The group running this is fantastic, super friendly people. The boat is great, the location is awesome, tons of beautiful fish to see, and the food they provide on board is A LOT! So often with these tours, you get a little snack. They provided plenty of sandwiches, fruit, desserts,…”

2,232 reviews4 hours (approx.)From $85.00by Hang Loose Boat Tours

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Catamaran Cruises, Cruises & Boat Tours, Fajardo, Fajardo Sailing Trips, Island-Hopping Sails, Sailing, Snorkel Sailing Trips, Tour Reviews

Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

/ June 12, 2026

7.Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

Barefoot IV catamaran from Fajardo to Icacos: snorkeling gear, a deserted island beach, and a build-your-own sandwich lunch with drinks.

★ 5.0

“Trip was fantastic, staff were true shipmates, could not have been better! Reef at island is still recovering, but there are clear signs of new growth. Saw all the regular reef fish plus a moray eel and huge lobster!”

2,202 reviewsFrom $138.50by Castillo Watersports

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Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

/ June 12, 2026

8.Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

3-hour catamaran snorkel to Turtle Cove at Little Buck Island in St Thomas, with gear, sea turtles, snacks, and an open bar.

★ 5.0

“Do it! Fun time. Good views, food, and music. And of course, drink. Large variety of drink hard and soft. Serena, Isaac, and Tim were great hosts.”

2,100 reviewsFrom $119.00by The VI Cat

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Catamaran Cruises, Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Evening Experiences, Island-Hopping Sails, Panama City Beach, Panama City Beach Sailing Trips, Sailing, Sunset Sails, Tour Reviews

Sunset & Dolphin Catamaran Cruise with Island Time

/ June 12, 2026

9.Sunset & Dolphin Catamaran Cruise with Island Time

Sail into Panama City Beach sunset on a 2-hour catamaran cruise with dolphin sightings, music, and dockside games. Group stays small.

★ 5.0

“Relaxing, beautiful, fun, friendly informative staff..loved the sails going up and coming down...great boat ride”

1,867 reviews2 hours (approx.)From $57.59by Island Time Sailing

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Cruises & Boat Tours, Island-Hopping Sails, Luxury Yacht Trips, Phuket, Phuket Sailing Trips, Sailing, Tour Reviews

Phuket: James Bond Island and Phang Nga Bay by Premium Yacht

/ June 12, 2026

10.Phuket: James Bond Island and Phang Nga Bay by Premium Yacht

Luxury yacht day from Phuket to James Bond Island and Phang Nga Bay, with Hong Island canoeing and sunset dinner included.

★ 4.6

“Excellent tour! if you're visiting from America you must go do this. worth every penny!”

1,656 reviews7 hoursFrom $120by One Asia Corporation

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Catamaran Cruises, Cruises & Boat Tours, Fajardo, Fajardo Sailing Trips, Island-Hopping Sails, Sailing, Tour Reviews

Icacos Island Catamaran Day Sail from Fajardo

/ June 12, 2026

11.Icacos Island Catamaran Day Sail from Fajardo

Sail from Fajardo to Cayo Icacos on a luxury catamaran for snorkeling, swimming, deli lunch, and rum drinks with El Yunque views.

★ 5.0

“I’ve done a number of boat excursions, but this one was the best ever! Great team led by Captain Jose, beautiful vessel, and stunning views.”

1,483 reviewsFrom $140.00by East Island Excursions

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Crete, Crete Sailing Trips, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

/ June 12, 2026

12.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Cruise from Heraklion to Dia Island on a luxury yacht with snorkeling and included lunch and drinks, plus optional private and short sails.

★ 4.8

“It takes a conciderable while to get to the island and there isn't a lot to look at in the meantime, I wish the boat was faster. The island looks nice upclose, but it's unfortunatelly not allowed to take a look around from a hill - you can only stay on the beach and visit…”

1,405 reviews1 hourFrom $35by SAILINGTRIPS.GR

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Crete, Crete Sailing Trips, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Tall Ships & Sailing Boats, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

/ June 12, 2026

13.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

Sail from Heraklion to Dia Island for snorkeling, unlimited drinks, and lunch on a yacht, with easy pickup options available.

★ 4.9

“Had the most wonderful experience with Vasilis and Polina! My family of 5 set out to Dia on a beautiful sailboat and Vasilis explained everything to us and made us feel comfortable especially because my 3 kids had never been on one. The day was gorgeous and we were able to snorkel and swim and…”

1,287 reviewsFrom $90by SAILINGTRIPS.GR

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Algarve, Algarve Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Sailing, Tour Reviews, Tours

From Faro: 4 Stops, 3 Islands in Ria Formosa Catamaran Tour

/ June 12, 2026

14.From Faro: 4 Stops, 3 Islands in Ria Formosa Catamaran Tour

Catamaran from Faro through Ria Formosa: 4 stops on 3 islands, snorkel time, lighthouse photos, oyster farming, and optional fish lunch.

★ 4.6

“4 stops, 3 islands, one unforgettable day on the catamaran. Pedro was more than a guide, he brought the Ria Formosa to life with his stories and local knowledge. This is not just a boat tour, you will be walking a lot, exploring and really experiencing each place. The first stop was Ilha Deserta, peaceful…”

1,129 reviews5 hoursFrom $47by Estrela da Ria Formosa

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