REVIEW · GREECE
Sail Away in Kos: Unveil 3 Greek Isles’ Secrets!
The best part of this Kos boat trip is the variety packed into one day. You get open-sea sailing, a swim at Platy, a stop in Kalymnos, time on Pserimos, and a possible dolphin sighting, all from an 80-foot wooden yacht. The mix of islands and swimming stops keeps the day from feeling like a long ride on the water.
I like the clean, well-kept boat, with cushioned sundecks, shade, and an onboard bar. I also like that lunch and one drink are included, which makes the $35 price unusually good for a seven-hour outing. Crew member Ariel has earned special praise for bringing fun energy to the boat.
The main caution is the sea. Strong wind can leave the lower areas wet and chilly, even on a hot day. Vegetarian food may also be quite basic, so you should ask exactly what will be served before booking if you do not eat meat.
At a glance
- Three islands in one day: Visit Kalymnos, Platy, and Pserimos, each with a different purpose and feel.
- A real wooden yacht: The Santa Maria and Captain Hook boats offer cushioned sundecks, shade, and a bar.
- Dolphin watching included: The crew looks for dolphins during the open-water sailing, though sightings are never guaranteed.
- Good value at $35: Lunch and one free drink are included in the seven-hour trip.
- Bring protection from the sun and sea: Pack a hat, swimwear, sunscreen, beachwear, and cash for extra drinks or purchases.
- Watch the food details: Vegetarian and vegan options are advertised, but the meal may be limited to side dishes and bread.
What the seven-hour sailing day is really like

This is a full-day sea outing from Kos, not a quick sightseeing cruise. You meet the crew at the Santa Maria and Captain Hook wooden boats, then settle in for a route across the Dodecanese.
The boat itself is a major part of the experience. You can stretch out on padded sundecks, find shade when the sun gets strong, and buy drinks from the bar. That matters on a seven-hour trip. A boat with no comfortable place to sit can turn a beautiful day into a tiring one.
The route balances time underway with stops ashore and in the water. You will not spend the whole day rushing from one island to the next. The schedule includes sightseeing from the boat, swimming, lunch, and free time, though the exact order and timing can shift with sea conditions.
The crew speaks English, German, Greek, Italian, Dutch, and French. That helps keep instructions clear when the boat is moving, passengers are getting ready to swim, or the crew is organizing lunch.
More sailing trips around Greece:
- Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music
★ 4.6 · 5,886 reviews - Santorini: Luxury Catamaran Day Trip with Meal and Open Bar
★ 4.8 · 3,678 reviews - Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar
★ 5.0 · 2,975 reviews
Leaving Kos and watching for dolphins

The first stretch takes you out among the Greek islands, with around 15 minutes set aside for dolphin watching. This is a pleasant way to begin, since you can take in the wide sea before the first island stop.
Keep your expectations sensible. Dolphins are a possibility, not a promise. Some passengers have seen them, which makes the sighting especially memorable, but wildlife does not follow a timetable. Have your camera ready, but do not spend the whole crossing staring at one patch of water.
The open-sea ride can also be the roughest part of the day. One particularly windy outing left people in the lower seating areas wet, and the wind made them cold despite temperatures around 30 C. If you are sensitive to motion or spray, choose a sheltered spot when possible and bring a light layer in addition to swimwear.
A sunny Greek day does not always mean a warm boat ride. Wind across the water can feel sharp, especially after swimming. A towel and a dry cover-up are practical additions, even though the required packing list focuses on sun and beach items.
Kalymnos: town life, Vathy, and island character

Kalymnos is the cultural stop rather than simply a beach break. The boat spends about 80 minutes on a sightseeing cruise around the island, followed by a visit, lunch, and free time.
The description of the stop centers on Vathy, a picturesque town with small streets and a modest port. This gives you a chance to see more than a beach. You can walk through the alleys, look around the harbor area, and get a feel for everyday island life before returning to the boat.
Kalymnos is closely linked with sponge fishing, an important part of the island’s identity. You may also find local honey and orange juice during your free time. These small tastes and shopping opportunities help make the stop feel tied to the island instead of being just another photo stop.
The time here is limited, so plan your priorities. You will not have hours to wander or explore every corner. I would use the first few minutes to get oriented, then choose either a short walk through town, a look at the port, or a quick stop for a local product.
Lunch is served onboard, with around 30 minutes listed for the meal and free time. The food has been praised as surprisingly good by some passengers, but the vegetarian option deserves caution. One meat-free meal reportedly consisted mostly of extra salad and bread after the meat was removed. If you are vegetarian or vegan, ask the crew before departure what the alternative includes.
Platy gives you the best water time

Platy Island is the main swimming stop, with about one hour set aside for the water. This is where you can enjoy the clear Dodecanese sea without trying to squeeze a swim into a short pause.
The stop suits anyone who wants time for swimming and snorkeling rather than a quick dip. Previous passengers have found the swimming periods long enough to enjoy, which is important because getting changed, finding a place on deck, and entering the water can eat into a brief stop.
Bring your own basic swim gear and sun protection. The supplied information does not promise snorkeling equipment, so do not assume masks or fins are provided. Pack your own if you want to look beneath the surface.
Platy may be the most relaxing part of the route, but it is still an organized boat stop. You are swimming near the yacht, not spending a private day on an empty beach. The appeal is the clear water and generous time, not solitude.
After Platy, the boat continues with another sightseeing cruise of about 20 minutes. Use this stretch to dry off, find shade, and buy a drink if needed. Only one beverage is included, and additional drinks cost extra.
Same coast, a different sort of boat:
- Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar
★ 4.8 · 2,822 reviews - Heraklion: Dia Island Sailboat Cruise with Swimming and Meal
★ 4.8 · 2,579 reviews - Santorini: Catamaran Caldera Cruise with Meal and Drinks
★ 4.7 · 2,255 reviews - Rhodes: All-Inclusive Catamaran Cruise with Lunch and Drinks
★ 4.8 · 2,002 reviews
Pserimos adds a second island stop

Pserimos is scheduled for a visit, sightseeing, and swimming. The listed duration says 45 hours, which cannot fit a seven-hour tour and is clearly inconsistent with the rest of the schedule. It appears to mean approximately 45 minutes, but you should confirm the exact timing with the operator.
That uncertainty is worth noting because Pserimos can be either a pleasant final swim or a rushed stop depending on the day’s sea conditions and schedule. You will have a chance to see the island, look around, and enter the water, but do not plan a long independent walk.
The island is a useful contrast with Kalymnos. Kalymnos gives you a town, port, local products, and a little cultural context. Pserimos is more about the small-island setting, sea views, and a final chance to swim.
The route then includes roughly 80 minutes of sightseeing cruise before returning to the Santa Maria or Captain Hook boat in Kos. That final ride is part of the experience, not just transport. You can settle onto the deck, watch the coastline recede, and let the day wind down.
The boat, seating, and sea conditions

An 80-foot wooden yacht gives the trip more character than a plain ferry ride. The wooden hull, open decks, cushions, shaded area, and bar create a setting where you can spend time outside the scheduled stops.
The boat has also been described as clean and in very good condition. That is not a minor detail on a full-day cruise. Clean seating, usable shade, and enough room to move around make a clear difference after several hours in the sun.
The tradeoff is exposure. This is a sea outing, so spray and wind are part of the deal. During rough conditions, people who could not stay on the upper deck became wet during the first two crossings. If you want to stay dry, sit where the crew suggests and avoid treating the lower seating areas as guaranteed shelter.
The sun can be just as demanding as the sea. Wear sunscreen, bring a hat, and carry a cover-up. Cash is useful for extra drinks and purchases during the island stops.
Lunch and what the $35 price covers

At $35 per person, this is a strong-value day if you plan to use the included elements. The fee covers the boat trip, lunch, and one free beverage. For seven hours on the water with three island stops, that is a reasonable package.
The value is strongest for people who want a ready-made day rather than arranging separate transport, meals, and swimming locations. You get a boat, a route, a crew, and a meal without having to coordinate island connections.
The price does not cover additional beverages. Since the day is long and the Greek sun is strong, you may want more than the included drink. Budget a little extra for the bar, especially if you are not bringing your own water.
Lunch is a practical part of the package, but I would not book solely for the meal. The standard food has been well received, while the vegetarian alternative may be less substantial. If your diet is important, contact the operator before paying and ask for a clear description of the available vegetarian or vegan plate.
Who will enjoy this Kos boat trip most

I would recommend this outing to couples, families, and friends who want several island experiences in one day. It works particularly well if you enjoy swimming but also want a town visit and a little local flavor.
It is also a good fit for visitors with limited time in Kos. Instead of choosing one island and arranging your own route, you can sample Kalymnos, Platy, and Pserimos in a single day.
You should think twice if you strongly dislike wind, spray, or boat motion. The tour is not a sheltered ferry crossing. You should also be cautious if you need a detailed vegetarian meal, since the alternative may not be a full protein-based dish.
The activity is not suitable for people over 95. The supplied information does not give further mobility details, so anyone with specific access or boarding needs should ask the operator before booking.
Booking, cancellation, and what to bring

You can cancel up to 24 hours before departure for a full refund. A reserve-now-and-pay-later option is also available, which helps if your Kos plans are still moving around.
Starting times depend on availability. The activity lasts seven hours, so leave enough space in your day for the complete outing rather than planning another fixed appointment soon afterward.
Bring:
- Sun hat
- Sunscreen
- Swimwear
- Beachwear or a dry cover-up
- Cash
- A towel and extra layer for windy conditions
The crew waits at the Santa Maria and Captain Hook wooden boats. Look for those boats and the tour staff at the stated meeting point rather than assuming every nearby vessel is part of the trip.
Should you book the three-island cruise?

Book it if you want good value, open-sea views, swimming time, and three different island stops in one day. The clean wooden yacht, friendly crew, included lunch, and chance of seeing dolphins give the outing plenty of appeal for $35.
I would choose it over a simple beach cruise if you want some culture and town time in addition to swimming. Kalymnos is the key stop for that reason, while Platy and Pserimos provide the water time.
I would not book without asking about food if you are vegetarian or vegan. I would also pack for wind, not just sunshine, and confirm the exact Pserimos timing because the published duration is inconsistent.
For most visitors who want an easy, affordable day on the Dodecanese waters, this is a sensible choice. Go for the scenery, the boat, and the range of stops. Treat dolphins as a lucky bonus, and you will have the right expectations.
FAQ
How long does the boat trip last?
The activity lasts seven hours, including sailing, sightseeing, island visits, swimming, and lunch.
Which islands does the tour visit?
The route includes Kalymnos, Platy Island, and Pserimos.
Is lunch included?
Yes. Lunch is included in the price, and vegetarian or vegan options are advertised.
Are drinks included?
One beverage is included. Additional drinks can be bought onboard for an extra charge.
Can I swim during the trip?
Yes. Swimming is scheduled at Platy and Pserimos.
Is dolphin watching guaranteed?
No. The crew provides time for dolphin watching, but sightings depend on wildlife and sea conditions.
Where does the tour meet?
The crew waits at the Santa Maria and Captain Hook wooden boats.
What languages does the crew speak?
The host or greeter service is available in English, German, Greek, Italian, Dutch, and French.
Can I cancel for a refund?
Yes. You can cancel up to 24 hours in advance for a full refund.
Just added around Greece
- Volos: Pagasetic Gulf Full-Day Sailboat Experience★ 4.2 · 2 reviews
- Mamma Mia Island Sailing Cruise from Skiathos (Small Group)★ 5.0 · 15 reviews
- Private Full-Day Cruise on a Catamaran in Nikiti★ 5.0 · 4 reviews
- Santorini Private Luxury Yacht Sunset Cruise★ 5.0 · 2 reviews
- Shared Catamaran Romantic Sunset Cruise from Santorini via Volcano★ 3.0 · 2 reviews
- Santorini: Private Sailing Yacht Cruise with Meal and Drinks★ 5.0 · 6 reviews
- Small Group Santorini Catamaran Cruise with BBQ★ 5.0 · 16 reviews
- Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise★ 5.0 · 8 reviews
Greece Sailing Trips: the rest of the fleet.

Catamaran Tour with BBQ Dinner, Drinks, and Music
Read our review →
Luxury Catamaran Day Trip with Meal and Open Bar
Read our review →
Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar
Read our review →
Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar
Read our review →
Dia Island Sailboat Cruise with Swimming and Meal
Read our review →
Catamaran Caldera Cruise with Meal and Drinks
Read our review →
All-Inclusive Catamaran Cruise with Lunch and Drinks
Read our review →
