Introduction: A Day on the Water in the Dodecanese

This review takes a close look at the Kos 3-Island Cruise with Lunch and Hotel Transfer, offered by Smilies Holidays Kos. If you’re after a day filled with sunshine, scenic views, and a taste of island life, this trip promises to deliver. The cruise departs in a stylish wooden yacht, complete with a bar, and takes you to three different islands: Platy, Kalymnos, and Pserimos.
What immediately stands out is the combination of convenience and genuine Greek charm. The included hotel transfers mean you don’t have to worry about navigating busy local transport, and the onboard lunch makes the experience more relaxing—no frantic searches for a restaurant. The boat’s design, with sun decks and shaded areas, invites you to unwind comfortably while you soak up the sights.
Two things I especially like: First, the chance to encounter dolphins in their natural environment—a real thrill for those who love marine life. Second, the opportunity to explore Kalymnos’ local culture, from sponge diving to tasting honey and fresh orange juice at Vathy village. But keep in mind, if you’re prone to seasickness, the open sea might be a challenge, as the tour involves some time sailing between islands.
Overall, it’s a well-organized, value-packed way to see a slice of the Dodecanese, with plenty of authentic moments and a touch of luxury. Now, let’s unpack what makes this trip special, what to expect, and who it’s best suited for.
Key Points / Takeaways

- Luxury Wooden Yacht: The boat’s beautiful design and comfortable sun decks make for a relaxing sailing experience.
- Authentic Cultural Touches: The stop at Kalymnos offers insights into sponge diving, local honey, and orange juice.
- Dolphin Encounters: Playful dolphins are often spotted along the route, adding a dash of magic.
- Worry-Free Transfers: Hotel pick-up and drop-off make planning straightforward.
- Well-Structured Day: The itinerary balances sailing, stops, swimming, and dining.
- Ideal for Relaxed Explorers: Those seeking a mix of comfort, scenic views, and cultural flavor will find this experience rewarding.
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Setting Sail: What the Experience Looks Like

I like how this cruise manages to feel both luxurious and genuine. The wooden boat, with its classic charm, promises a smooth and comfortable ride. As you settle onto the soft, sun-warmed seats on the deck, you’ll start to get a sense of what makes this trip unique—this isn’t just a boat tour; it’s a taste of Greek island life.
The Departure and Transfer

The experience kicks off with a pick-up from over 40 locations around Tigaki and Kos town, making it quite flexible. The transfer is straightforward, with friendly staff guiding you onto the bus with a “Smilies Holidays” sign—simple, fuss-free. The drive is around 40 minutes, giving you time to relax and get ready for the day ahead.
Sailing Through the Dodecanese

Once aboard, I love the way the boat’s design encourages leisurely lounging. The sundecks with plush seats and shaded areas are perfect for soaking up the sun or enjoying a cool drink from the bar (note: drinks are not included). The crew is attentive and friendly, ensuring everyone feels at home.
The cruising part of the day offers plenty of opportunities to spot dolphins—many guests report seeing them playfully leaping alongside the boat. The open sea provides a refreshing feeling, with the gentle breeze and the sounds of the waves. It’s one of those moments where you realize how special the journey really is.
Island Stops: Platy, Kalymnos, and Pserimos

- Stop 1: Platy — The first island offers a glimpse of unspoiled beaches and clear waters. Depending on the weather and timing, you might have a chance to swim or snorkel, which the reviews suggest is a highlight for many.
- Stop 2: Kalymnos — The jewel of this trip. Known for sponge diving, this small island feels authentic and lively. Here, you’ll visit Vathy, a quaint village where you can explore the local culture. Guests have raved about the chance to learn about sponges, enjoy local honey, and sip fresh orange juice. This stop also allows for leisurely exploration or relaxing on the beaches.
- Stop 3: Pserimos — Smaller and quieter, this island is perfect for a peaceful swim. The calm waters and scenic views make it a lovely place to unwind before heading back.
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The Lunch on Board: Savoring Greek Flavors

The included lunch is served on deck, giving you a chance to enjoy authentic Greek fare amid stunning surroundings. Guests have praised the quality and variety—fresh salads, grilled meats, and local specialties—making it a satisfying meal without the need to hunt for a nearby tavern.
Winding Down: Return Journey and Drop-Off

After hours of exploring, swimming, and soaking up rays, the boat heads back to Kos. The drop-off service is just as straightforward as the pickup, ensuring a stress-free end to your day. Many reviews highlight the efficiency of the transfers, with one traveler mentioning, “Abholung direkt vom Hotel, hat super geklappt.” It’s clear that the organizers prioritize a seamless experience.
Who Will Love This Cruise?

This trip is perfect for travelers who want a relaxed, all-in-one day of sailing, sightseeing, and authentic local culture. If lounging on a sun deck, spotting dolphins, and exploring small Greek villages appeals to you, this cruise is a great fit. The hotel transfer makes it especially appealing for those who prefer not to navigate public transport or rent cars.
However, if you’re sensitive to seasickness, you might want to consider your comfort level with open-sea sailing, as some time is spent on the water. Also, those seeking a very active or adventure-packed day might find this more sedate.
Price and Value

Considering that the tour includes hotel pick-up and drop-off, an authentic lunch, and the chance to explore three islands, it offers good value. The ability to relax without worrying about logistics makes the cost worthwhile for many travelers. Plus, the chance to encounter dolphins and see local culture adds memorable touches that justify the price.
Final Thoughts: Is It Worth It?
For anyone craving a laid-back day with stunning views, cultural insights, and some fun in the sea, this cruise delivers. The mix of comfort and authentic experiences makes it suitable for a wide range of travelers—from couples seeking romance to families wanting a relaxed adventure.
The well-organized nature, friendly crew, and beautiful scenery make this a memorable way to experience the Dodecanese without the hassle of planning every detail yourself. Just be prepared for a full day in the sun and some open water sailing, and you’ll be well on your way to a fantastic Greek island outing.
FAQ: Your Questions Answered
Is hotel pickup included?
Yes, the tour provides hotel pickup and drop-off from over 40 locations around Tigaki and Kos town, making logistics one less thing to worry about.
How long does the cruise last?
The total experience lasts about 8.5 hours, with actual sailing, stops, and lunch included. Check your specific departure time when booking.
What’s the best part of the trip?
Many guests highlight the chance to see dolphins, the scenic sailing, and the visit to Kalymnos with its cultural charm and local products.
Are drinks included?
No, drinks at the onboard bar are not included. You might want to bring some cash or a card for beverages.
Is this tour suitable for children?
Generally, yes, but it’s best for families with children who are comfortable on boats and in the sun. Seasickness might be a concern for sensitive kids.
What should I bring?
A hat, swimwear, towel, sunscreen, and a camera are recommended to make the most of your day.
Is there snorkeling or swimming?
Yes, swimming and diving are available opportunities during stops at the islands, often a highlight for guests.
Can I learn about local culture?
Absolutely. At Kalymnos, you can learn about sponge diving and taste local honey and orange juice, which many reviews say is a memorable part.
What’s the weather like?
Expect sunny, warm conditions typical for Greece in season, so dressing accordingly is wise.
Can I cancel if my plans change?
Yes, full refunds are available if you cancel up to 24 hours in advance, providing flexibility for your travel plans.
In the end, this cruise offers a well-rounded glimpse into Greek island life, wrapped in comfort and scenic beauty. It’s worth considering if you want a memorable, stress-free day on the water—one packed with sights, tastes, and a few dolphin surprises along the way.
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