Island hopping · WINE TOURS
Good wine tours sell out weeks ahead in high season and the early departures go first. Below: the 11 to book now, what each includes and how they differ.
You’ll spend four hours with a local English-speaking skipper such as Mario, Tony, Gogo, or Roko, visiting Kostanj Bay, Osljak, and Preko. Swim, snorkel, walk to an old church, sip wine or G&T, and enjoy a lively small-group ride for up to 12 people.
“Very enjoable trip. Great views. Cool space for swimmimg”
Join DanEri Yachts for a five-hour afternoon cruise from Heraklion to Dia Island. Enjoy coffee and Cretan snacks, swim in a calm bay, use SUPs and snorkeling gear, and eat a fresh seafood and meat dinner with unlimited drinks as the sun sets.
“I had the pleasure of traveling with the Daneri yacht company, and it was an extraordinary experience. Everything was perfectly organized, and I was impressed by the quality of the services provided. First of all, the food was delicious and very tasty. We had a variety of dishes at our disposal that delighted our taste buds. Also, the drinks were plentiful and of very good quality. The music on the yacht was pleasant and created a relaxing and cheerful atmosphere. The sea was calm and had an absolutely stunning color, which made the trip even more enjoyable. A big plus was our driver, George. A friendly and very nice person…”
Join DanEri Yachts for a 3.5-hour catamaran cruise from Heraklion to Dia Island. You get Prosecco, Cretan wine, Greek beer, snacks, snorkeling, SUP boards, and a sunset stop. Crew members such as Sergei have earned praise for warm, attentive service. Hotel pickup is optional.
“It was really good, very friendly and we had drinks, snacks, fresh fruits and enough time to take photos and explore around, definitely worth it”
This 4.5-hour private speedboat trip from Split combines Trogir’s old town, Blue Lagoon or Green Lagoon, Čiovo, swimming, snorkeling, bottled wine, and local guidance from skippers such as Karlo, Josip, and Lucian. You can adjust the pace and stops for your group.
“Best day of our holiday Karlo was amazing so friendly and fun. The boat was great and places we visited were lovely. Definitely worth making the time for this trip. Thanks k you Karlo. 👏”
Spend two hours sailing from Stock Island aboard a schooner with eight wines, five beers, sodas, and charcuterie. The crew, including guides such as Tony, Maria, and Lexi on some departures, serves drinks and helps you enjoy a calm sunset on the water. Ages 13 and up.
“This was an awesome experience. The food and wine selection was great! Staff was awesome! And the views of the sunset were top notch! Would highly recommend!”
Spend 1.5 hours aboard Funtastic Cruises’ luxury catamaran off the Capricorn Coast. You’ll receive champagne, deli meats, cheese, fruit, and bread, while hosts such as Steve, Angie, and Terry keep the cruise friendly and relaxed. Bring your own beer, wine, or premixed drinks, but leave glass bottles at home.
“This was a fantastic trip. Small numbers. Plenty of nibbles & wine! Great team on board”
Cruise around Ortigia with an English or Italian-speaking host, admire Maniace Castle and Syracuse’s sea caves, then stop at Plemmirio for several swims. Antonio and Nino have hosted the outing, which includes onboard appetizers, a first course, fruit, water, wine, and prosecco.
“Antonio and Nino did such a wonderful job hosting seven of us on the boat. It was such a beautiful experience with so much to drink and eat. There were three different spots to jump in and swim in addition to many stops. We met two lovely couples on the boat as well. For lunch we had a delicious assortment of antipasti and spaghetti with mussels. I would highly recommend this experience.”
Ride from Mylopotas to Sikinos in a twin-engine RIB, then tour Hora, Kastro, the Folklore Museum, a monastery, and the ancient Episcopi monument by bus and on foot. Guide Robby has led the tour, which ends with wine tasting at Manali Winery and a return to Ios.
“Lovely day trip to Sikinos! Robby is a fantastic guide! Definitely recommend.”
Spend about 10.5 hours on a yacht from Piraeus, visiting Agistri, Moni Island, and Aegina. Enjoy brunch, a cooked lunch, unlimited wine, beer, soft drinks, and water, with shaded seating, swimming stops, and time to explore the islands.
“Was a great day. Excellent service. Great food. Wonderful visiting islands. Staff exceptional helpful nothing was any trouble”
Meet your captain at Perry Hotel & Marina, then board a historic schooner for a two-hour sunset sail. Expect eight wines, five premium beers, charcuterie, and a relaxed English-guided evening on the water. The $133 price suits travelers seeking a polished, intimate alternative to a basic sunset cruise.
“Apps were light but good! Wine and drinks were also nice. Gorgeous evening! We really enjoyed it.”
Take a 90-minute ferry from Auckland across the Hauraki Gulf to Man O’ War Vineyard on Waiheke Island. You can order a wine flight, eat at the Tasting Room, relax on the lawn, use the playground, or swim in Man O’ War Bay before the return cruise.
“Comfortable journey on the ferry across to Waiheke island and warm welcome to Man o war winery.”
By hull, by landing, by how long you want to be out.
