Island-Hopping Sails


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15 Best Island-Hopping Sails Tours Worldwide

The best days on the water.

The 15 most popular island-hopping sails tours. What each sail costs, how long you are on the water, and which crews run it well.

15 Best Island-Hopping Sails Tours Worldwide

Hurghada: 3 Islands, Dolphins & Snorkel Yacht Trip w/ Lunch - Getting picked up and onto the harbor without stress
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

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.

Most Popular★ 4.7

“🌊☀️ 3 Islands Day Trip – Hurghada Such a fantastic day and definitely worth it! Everything was well organised, the staff were lovely, and the boat was comfortable. The islands were beautiful with crystal-clear water, and the snorkeling was amazing 🐠🤿 Plenty of time to swim, relax, and take photos. One of the best experiences…”

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Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time - Shell Island time: more than just a stop
Catamaran Cruises, Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Island-Hopping Sails, Panama City Beach, Panama City Beach Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time

Punta Cana: Catamaran Boat to Saona Island with Buffet Lunch - Speedboat out, catamaran back: this is the fun engine
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

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

“Christian really made us feel welcome, he explained the history of the area and we got to learn about the religion of typical Dominicans. I would recommend this trip to those who just want to relax and enjoy the beach. there were a lot of people when we visited the beach and the swimming spot,…”

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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Small-Group Sailing with a hard cap of 14
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

Cartagena: Rosario Islands Catamaran with Lunch and Snorkel - On Board the Bona Vida Catamaran: Seating, Shade, and the Bar
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

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

“It was a perfect day to spend on the sea. Swimming and snorkeling in open water was so much fun. Lunch was delicious. If something could change, it would be the location of the 2nd swimming location. All in all, we had lots of fun.”

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Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch - Kona-to-Kealakekua: The Catamaran Ride That Sets the Tone
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

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 trip! it was our second time on this trip and it was just as good as the first! Aiden is awesome and the whole team ensured your safety and comfort. highly recommend!!”

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Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise - Sailing to Cayo Icacos: The Part Where You Feel the Caribbean Shift
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

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT - Boarding The VI Cat: check-in timing and getting to the right Marriott
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

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

“Highglight of our trip. Honestly one of the best snorkeling trips we have done anywhere. We saw several green turtles up close and the tropical fish just off Bucks Island were spectacular in variety and color. Professional captain and crew. Very well organized. A do not miss.”

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Sunset & Dolphin Catamaran Cruise with Island Time - Key Things to Know Before You Board
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

Phuket: James Bond Island and Phang Nga Bay by Premium Yacht - Hotel Pickup and Ao Por Pier Check-In: Keep It Stress-Free
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

Icacos Island Catamaran Day Sail from Fajardo - From Puerto del Rey Marina to Your Catamaran Day Sail
Catamaran Cruises, Cruises & Boat Tours, Fajardo, Fajardo Sailing Trips, Island-Hopping Sails, Sailing, Tour Reviews

Icacos Island Catamaran Day Sail from Fajardo

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Picking the right option: shared half-day, private, or 1-hour coastal
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

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Picking the right option: shared half-day, private, or 1-hour coastal
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

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

“Relaxing day. Knowledgeable and attentive crew. Lunch was tasty and they had all of the equipment for water activities, e.g., noodles, snorkels, googles, flippers. Great way to spend our last day in Heraklion!”

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From Faro: 4 Stops, 3 Islands in Ria Formosa Catamaran Tour - Entering Ria Formosa by Boat: Channels, Marsh Edges, and Birds
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

Ras Mohamed & White Island luxury Yacht Trip Sharm el Sheikh - How the timing works: 8 hours that start early
Cruises & Boat Tours, Island-Hopping Sails, Luxury Yacht Trips, Sailing, Sharm El Sheikh, Sharm el Sheikh Sailing Trips, Tour Reviews, VIP

Ras Mohamed & White Island luxury Yacht Trip Sharm el Sheikh

15.Ras Mohamed & White Island luxury Yacht Trip Sharm el Sheikh

Luxury yacht trip from Sharm el Sheikh to Ras Mohamed and White Island with two guided snorkeling stops, lunch, drinks, and pickup.

★ 4.5

“Excellent experience. From being collected from my hotel, kept safe and entertained through the whole trip to the lovely lunch and efficient return to hotel! The snorkeling was fabulous with so many fish ..even more than last time I went on this trip in '23! Highly recommend”

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More Island-Hopping Sails Tours Worldwide

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The sailing ports worth the trip, grouped by the sea they sit on.