Reviewed · CRUISES & BOAT TOURS
Kos: Small Group Full-Day Sailing with Meal, Drinks, & Swim
The best part of this Kos sailing day is the chance to reach quiet swimming spots that you cannot visit from shore. You get two stops, time to snorkel, and a relaxed lunch on the water rather than a hurried meal at a crowded port.
I especially like the small-group feel and the care from crew member Nicki, who has been praised for keeping everyone comfortable and well fed. The boat’s padded teak deck is another plus. The main consideration is that this is a swim-and-sail outing, not a full sightseeing cruise, so commentary about the islands may be limited.
Key points
- Two long swim stops: Snorkel in clear Aegean water, swim from the boat, or simply enjoy the quiet coves.
- Pserimos by sea: Stop near this peaceful island for swimming, boat jumping, and views away from Kos Town.
- Lunch is served onboard: Expect Greek-style dishes, snacks, water, soft drinks, beer, and wine.
- A comfortable 20-meter boat: The teak deck is fully cushioned, with room to sit, sunbathe, and move around.
- Usually a small group: Past sailings have carried around 11 or 12 people, though numbers and boats can vary.
- Plan for the sun: Bring a towel, hat, sunglasses, sunscreen, and identification for port authorities.
A full day on the Aegean, not a quick boat ride

This seven-hour trip is built around time on the water. You meet Sail Kos beside the I Love Kos sign in Kos Harbor, on the right side as you face it, then board for a morning welcome and light snack.
After a short safety briefing, the crew remains available throughout the day. The pace is intentionally easy. You sail, stop, swim, eat, and sail again, with no hotel pickup or drop-off included.
The boat is described as a 20-meter Greek-made sailing vessel with a fully cushioned teak deck. Sail Kos uses more than one boat, so the exact vessel can vary with your booking date. That detail matters if you have your heart set on a particular hull or layout.
Past departures have often been intimate, with around 11 or 12 people onboard. That gives you a much better chance of finding a comfortable place to sit and getting personal attention than you would on a large excursion boat. It is still worth checking the expected group size when you book, since the operator reserves the right to use any available vessel.
A few more things to do in Kos worth a look
- From the Port of Kos: Full Day Boat Cruise to 3 Islands
★ 4.8 · 5,137 reviews - Full Day 3-Island Boat Cruise from Port of Kos
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The first secluded bay is about water time

Your first stop is a quiet bay chosen for swimming and snorkeling. The main attraction is the water itself: clear, fresh, and suited to looking for underwater life with the provided snorkeling equipment.
You can enter from the boat, swim at your own pace, or stay on deck and enjoy the setting. This is not a shore excursion with a formal walking route. The appeal comes from being able to reach a place that is difficult to access without a boat.
The stop also gives you a chance to settle into the day. If you are nervous about swimming from a sailing boat, this is a good point to take things slowly. The crew is available to help, but you should be comfortable in open water and able to manage boarding from the boat.
Snorkeling conditions depend on wind and sea conditions. The water can be wonderfully calm and clear, but the Aegean is not a swimming pool. One departure enjoyed strong wind, spray, and a noticeable tilt while sailing, which made the trip more exciting for some people but could feel less relaxing to others.
Pserimos brings a second kind of stop

The route continues toward Pserimos, a small and peaceful island in the Dodecanese. Here, the focus is again on being in the water rather than touring inland.
You can swim, jump from the boat, snorkel, or remain on the deck with a drink. The island gives the trip a stronger sense of place than two anonymous swimming bays would, even though the stop is still mainly about enjoying the sea and scenery.
The two swim stops are given enough time for you to choose your own rhythm. You are not pushed through a five-minute photo stop. You can spend the time swimming, exploring with a mask, or doing very little at all.
One point to keep clear: this is not the best choice if you want a detailed guided visit to Pserimos. The main information provided is about swimming and the surrounding scenery. One past passenger suggested that the crew could offer more information along the route. If island stories, archaeology, and structured sightseeing are your priority, choose a tour designed around those subjects instead.
Greek lunch tastes better at anchor

Lunch is served onboard in a calm bay after the swimming time. The meal is Greek-style and prepared fresh for the day, with snacks and drinks available as the cruise continues.
The food has been one of the strongest parts of this outing. Past menus are not specified, so you should not expect a fixed list of dishes, but the meal has been described as generous and very good. Snacks are served during the day, and the drink selection includes water, soft drinks, beer, and wine.
Eating on the boat changes the feel of the day. You do not have to dry off, find a restaurant, or give up your place on the deck. You simply remain on the water, with lunch served while the boat rests in a sheltered spot.
Tell Sail Kos about special dietary needs when booking. Do not wait until boarding, since the crew needs notice to plan the meal.
Same base, a completely different day:
- From Kos: 3-Island Pirate Cruise with Lunch and Waterslide
★ 4.5 · 2,564 reviews - From Kos: Nisyros Island Volcano and Panagia Spiliani
★ 4.3 · 2,429 reviews - Kos Town: Kalymnos & Pserimos Day Cruise & Optional Transfer
★ 4.5 · 1,122 reviews - From Kos: Independent Day Trip to Bodrum
★ 4.1 · 957 reviews
The crew makes the small boat work

The English-speaking crew is a major part of the experience. Nicki has frequently handled the food and hospitality, while the captain manages the sailing and safety. The crew provides the welcome, explains the basic safety points, serves snacks and lunch, and helps maintain a relaxed atmosphere.
That personal service is especially useful on a small boat. You may need help with snorkeling gear, getting back aboard, or finding a comfortable place to sit. The crew’s role is not just to steer from Kos to Pserimos. They help the day run smoothly from the first snack to the return to harbor.
The atmosphere can also be celebratory. One couple marking an engagement received a toast and a bottle of Prosecco. That kind of gesture is not promised, but it shows the warm, personal style Sail Kos aims for.
The crew may also share local background during the route, though the amount of commentary can vary. If you want a constant stream of historical explanation, this trip may feel light on information. If you prefer conversation, swimming, food, and sailing, the balance is likely to suit you.
Sailing comfort depends on the weather

A padded teak deck is a real advantage on a seven-hour trip. You have a more comfortable surface for sitting or lying down, and the boat feels better suited to a long day than a basic open speedboat.
The trade-off is exposure. You are spending the day outdoors, with little protection from sun, wind, and spray. Bring a hat, sunglasses, towel, and sunscreen. Use sunscreen without oil-based lotions, since the operator asks you to help protect the boat’s wood finish. Oil-based hair products are also discouraged.
Wind can improve the sailing. One departure found the spray and boat tilt exciting, with the weather adding energy to the journey. Another person may prefer a flatter, quieter ride. If you are prone to seasickness, consider how you normally handle a full day at sea and ask the operator about conditions before departure.
The route is subject to weather. Sail Kos may cancel, reschedule, or modify the cruise for safety and comfort. The trip may also be canceled if too few people book. These are normal concerns for a sailing excursion, but they matter if you have only one free day in Kos.
What the $170 price includes

At $170 per person, this is not the cheapest way to get into the Aegean. It is also more than a simple harbor cruise. The price includes seven hours on a sailing boat, fuel, port charges, snorkeling equipment, food, and drinks.
The value comes from combining several costs into one day. You are paying for a properly licensed English-speaking crew, a larger sailing boat, two swim stops, a meal, refreshments, and a small-group setting. You also avoid paying separately for lunch and equipment during the outing.
The experience makes the most sense if you plan to spend much of the day onboard. If you do not enjoy swimming, snorkeling, or sitting in the sun, you may not get full value from the price. The trip is also less useful for anyone mainly interested in visiting towns or historic sites.
For a couple, family group with older children, or friends who want a special day on the sea, the cost can be reasonable. Children under 12 are not accepted, and the activity is not suitable for people with mobility impairments or people over 75.
Practical details before you book

You meet at Sail Kos in Kos Harbor, beside the right side of the I Love Kos sign when facing it. Hotel pickup and drop-off are not included, so plan your own way to the harbor.
Bring:
- Passport or ID card
- Towel
- Hat
- Sunglasses
- Sunscreen
- Comfortable clothing for sun and wind
Port authorities require full passport details for every person in your group. You must provide each person’s name, surname, passport number, date of birth, and nationality. Missing information can lead to cancellation of the booking.
Pets are not allowed. The only listed tour language is English, and the host or greeter is also English-speaking.
You can cancel up to 24 hours before departure for a full refund. A reserve-now, pay-later option is available, which helps if your Kos plans are still moving around.
Who will enjoy this Kos sailing day

I would choose this trip if you want a relaxed day with a small group, good food, and genuine time in the water. It suits confident swimmers, casual snorkelers, couples, and friends who value comfort over a packed sightseeing schedule.
It also works well for a special occasion. The crew’s friendly approach, onboard meal, and drinks make it feel more personal than a basic transfer to Pserimos.
You should think twice if you dislike boats, strong sun, wind, or open-water swimming. You should also choose another excursion if you want a detailed island tour, extensive history, or a guaranteed specific boat.
The activity is adults-focused because of the age rules. It is not suitable for children under 12, people with mobility impairments, or people over 75. The boat may be comfortable, but this is still a marine activity with boarding, swimming, and changing sea conditions.
Should you book the Sail Kos cruise?

Book it if your ideal Kos day means clear water, two unhurried swim stops, a comfortable deck, and lunch served while you remain at sea. The combination of small numbers, attentive service from Nicki and the captain, fresh Greek food, and included drinks gives the $170 price a fair case.
Skip it if you mainly want history, a beach visit with easy shore access, or a guaranteed calm sea. For everyone else, this is a strong choice for seeing the quieter side of the Dodecanese without spending the day on a crowded boat.
FAQ
Where does the sailing trip meet in Kos?
Sail Kos is beside the right side of the I Love Kos sign in Kos Harbor, as you face the sign.
How long does the experience last?
The sailing trip lasts seven hours and returns to Kos Harbor in the afternoon.
Is lunch included?
Yes. A Greek-style lunch is prepared and served onboard. Snacks, water, refreshments, beer, and wine are also included.
Is snorkeling equipment provided?
Yes. Snorkeling gear is included, and the trip has two swimming and snorkeling stops.
Does the boat always stay the same?
No. Sail Kos operates several boats and may use any available vessel based on your booking date. The experience is described as sailing on a 20-meter Greek-made boat with a fully cushioned teak deck.
What identification details are needed when booking?
Port authorities require each participant’s full name, surname, passport number, date of birth, and nationality. Failing to provide the required information can result in cancellation.
Can the cruise be canceled because of weather?
Yes. Sail Kos may cancel, reschedule, or modify the route because of weather or an insufficient number of people booked. You can cancel your own booking up to 24 hours ahead for a full refund.
Just added in Kos
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- Kos: Wineries Tour w/ Wine Tastings & Transportation★ 4.5 · 283 reviews
- Kos: Zia Village Sunset Tour with Hotel Pickup★ 4.4 · 142 reviews
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- Kos: Sunset Cruise with Swimming and BBQ Dinner★ 3.9 · 37 reviews
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