ISLAND HOPPING · GREECE ISLAND HOPPING
Three islands, a swim stop and lunch is the standard Aegean shape, from Kos, Athens and the caldera. These 15 are sorted by sailing time, by what the buffet is and by what it costs a head.
Sail from Athinios Port on a traditional wooden boat with multilingual commentary. Hike Nea Kameni, swim from the boat to Palea Kameni’s sulfur springs, stop at Thirassia, and admire Santorini from the water. Choose the Oia extension for free time and sunset views, with bus transfers included.
“Atmosphere during the trip. Guys were amazing. Also they were very responsible during swimming.”
Spend about 7.5 hours aboard the blue Odyssey from Kos, visiting Kalymnos, Plati, and Pserimos. Captain Yanas and his crew serve a Greek buffet with vegetarian choices, offer affordable drinks, and guide you to clear-water swim stops. Expect soft music, island walks, possible dolphins, and a friendly, family-suitable day at sea.
“Amazing food! Enough time to stop and have a look round the islands. So cheap considering everything that is included”
Spend about 10 hours aboard a wooden sailing ship from Marina Zea, visiting Agistri and Aegina with a swim stop near Moni or Metopi. The five-person crew serves coffee, pastries, a generous Greek buffet, wine, beer, and soft drinks. Sam, Mo, and Elizabeth are often part of the welcoming onboard team.
“Nice peaceful day on the water, we went in mid October so some things had already closed for the season but it was nice walking around with no crowds.”
Spend 7.5 hours aboard the Barco de Pirata from Kos, visiting Pserimos and Kalymnos before a swim and waterslide stop at Plati. You get lunch, music, crew-led fun, snorkeling gear, and safety equipment. Kostas may help introduce Kalymnos, while Yanis and the bar team keep the boat lively. Drinks cost extra.
“Amazing experience, exploring all the 3 islands with great staff on board the boat! Very friendly, cheerful and helpful staff. The food is very good and also the slide is fun! We even got to see dolphins playing in the water aswell! Overall a great experience and would recommend anyone to do it!”
Cruise from Marina Zeas to three Saronic Gulf stops on a full-day boat trip with Jason and an energetic crew. Explore Agistri and Aegina, swim from the boat at a weather-selected island, and enjoy Greek lunch, snacks, coffee, cake, unlimited beer, wine, soft drinks, and snorkeling gear. Hotel pickup is available within 15 kilometers.
“I had so much fun! The water was clear and such a lovely shade of turquoise blue that day. The staff on the boat did a great job making sure everyone was safe and having a good time. I loved the part where we anchored and got to swim next to the boat in the sea. I had lots of fun diving off the side and swam around the boat even seeing its eyes. A really liked how they took us to different islands to go look around. I especially liked Aegina island, the pistachio ice cream there was to die for! It was a fun experience overall and a…”
Spend about 7 hours and 15 minutes cruising from Kos with Captain Giannis and the Odyssey crew. Visit Vathi on Kalymnos and Pserimos, swim near Plati, watch for dolphins by the fish farms, and eat a Greek BBQ lunch onboard. Drinks cost extra, seating can be tight, and early arrival helps you find shade.
“Long day but beautiful views, the island stops were fabulous, particularly the two that you leave the boat to visit. Seeing dolphins was an added bonus. The seating was a little uncomfortable for the number of hours you are on the boat. Crew friendly and helpful. The swimming experience is not necessarily ideal for all due to the options of jumping off the side of the boat from quite a height or a vertical descent by ladder, I wasn’t confident enough to try either sadly. All in all, a good trip and would recommend as long as aware of the practicalities. Value for money.”
Spend six hours sailing from Agios Ioannis to Delos and Rhenia. Explore Apollo’s ancient island with a guide or on your own, then swim and snorkel from the yacht before a Greek meat-and-vegetable BBQ. Beer, wine, coffee, soft drinks, towels, and gear are included. Hotel transfers and Delos guiding cost extra.
“Just a great time for your money highly recommend!”
Spend about eight hours at sea from Kos, visiting tiny Pserimos, Kalymnos village Vathi, and Plati for swimming. Lunch, onboard toilets, WiFi, and air conditioning are included. Crew members such as Yannis, Costas, and Mike have led some departures, with music and dancing on the way back. Pickup is available, but confirm the meeting point.
“This trip was really good value for money. It was a comfortable boat with friendly crew. The islands were beautiful. Lunch was a bit average. But overall a good day out. We didn't actually get picked up at our hotel and had to walk to the bus stop on the main road. But it wasn't too far, just a bit unexpected.”
Spend 7.5 hours aboard the 85-foot Captain Hook, a wooden ship with sun decks, covered seating, and a bar. Stop at Kalymnos for lunch and local flavors, swim near Platy, and enjoy beach time on Pserimos. An audio guide is available on your phone in English, German, Greek, French, and Italian.
“The best day of our holiday! Lovely islands, excellent lunch, great value for money! Recommend to anyone!”
Spend about 7.5 hours at sea aboard Barco de Pirata Cruises, sailing from Kos to Kalymnos, Pserimos, and Plati. Swim, snorkel with provided gear, watch for dolphins, and choose chicken, pork, fish, vegan, or vegetarian barbecue. The lively crew, including Spiros, keeps the pirate-style ship moving with music and a friendly party mood.
“Great day out ,highly recommended, lunch provided on board drinks very good and good price atmosphere was fantastic”
Join Sail Away Tours at Kos port at 10am for a seven-hour pirate-boat cruise to Pserimos, Kalymnos, and Plati. Expect a golden beach, a short visit to Kalymnos town, souvlaki and salad on board, music, cocktails, a diving platform, and a water slide. Hotel pickup is available for an extra charge, and vegetarian meals require advance notice.
“End of season, very relaxed and having a really good experience.”
From Kos, you’ll spend about 7.5 hours aboard the Santa Maria, visiting Pserimos, Plati, and Kalymnos. Expect a sandy beach, turquoise swimming stops, a short dolphin-watching session, a port visit in Vathy, and a traditional BBQ lunch served on board. A smartphone audio guide, restroom, and WiFi are included.
“Beautiful relaxing day with swimming opportunities. Staff were friendly and helpful. Enjoyed the trip.”
Set out from Kos at 9:30 am for a 7.5-hour boat trip to Kalymnos, Pserimos, and tiny Platy. You’ll look for dolphins near fish farms, visit Vathy, swim from the boat and beach, enjoy a Greek lunch, and use a smartphone audio guide. Wi-Fi, a restroom, music, and drinks for purchase are included on board.
“The trip was fun. The boat is a bit bigger than others so it was likely steadier in the water. Get there early if you want.a spot to layout on deck rather than a seat. Crew was entertaining.”
Spend about six hours sailing Santorini’s caldera by traditional wooden caïque, walking across volcanic Nea Kameni, swimming near Palea Kameni, and visiting Thirassia. A local guide, multilingual boat commentary, and optional village pickup keep the day organized. Expect steep walking, crowds, a €5 volcano fee, and a short swim from the boat to the warm water.
“There was a lot of people during the excursion but that was definitely a cool experience to discover the islands.”
Spend about seven hours aboard the Santa Maria, an 80-foot wooden boat, visiting Kalymnos, Platy, and Pserimos. Swim from the boat, watch for dolphins, enjoy a Greek barbecue, and use a free phone audio guide in your language. Guides such as Alex and Alexander add humor and energy, while drinks and souvenirs cost extra.
“Had the best day! Excellent value for money! The lunch was delicious and drinks tasty! The staff were amazing especially Ariel! Made our holiday!”
Pick a coast, then pick a hull.
