Astypalaia is one of those Greek islands that feels like a well-kept secret. Its rugged coastlines, crystal-clear waters, and tranquil coves make it perfect for boat adventures. Whether you prefer a guided cruise with all the extras or the freedom of renting your own boat, this island offers options that let you enjoy its beauty on your terms. We especially love how the Astypalea: Day Cruise to Koutsomitis & Kounoupes with Lunch combines stunning scenery, multiple swim stops, and a relaxed atmosphere, all aboard a luxurious yacht (see more here). Meanwhile, the 4.5-Meter Boat Rental Without License lets you explore at your own pace, perfect for those who want to discover remote beaches and take photos without a schedule.
In this guide, we’ll introduce you to two top boat experiences in Astypalaia. The first offers a semi-private day cruise packed with snorkeling, sightseeing, and delicious Greek food. The second provides total freedom with a no-license boat rental to chase secluded beaches and enjoy the island’s untouched beauty. Both options are fantastic but suited for different kinds of travelers.
1. Astypalea: Day Cruise to Koutsomitis & Kounoupes with Lunch
At number 1 on our list, this all-inclusive day cruise stands out for its combination of comfort, stunning scenery, and small group atmosphere. Boarding the Merillo, a 19-meter Ferretti yacht, you’ll cruise around some of Astypalaia’s most beautiful islets, including Red Rock, Koutsomiti, and Kounoupa. With a maximum of 14 passengers, this semi-private experience offers personalized service and plenty of space to relax.
The cruise includes snorkeling gear, beach towels, and an open bar with wine, spirits, and soft drinks. The itinerary features stops for swimming and snorkeling in crystal waters, exploring caves, and relaxing on remote beaches. The highlight is the carefully crafted lunch onboard, served with local flavors that pair perfectly with the scenic surroundings. The entire trip spans about 7 hours, letting you soak in the sights without feeling rushed.
Many guests appreciate the crew’s multilingual service, and the fact that the tour is all-inclusive makes it a good value at $181 per person. One reviewer mentions, “The cave exploration with Mate Mike was fantastic—something I’ll never forget.” This cruise is ideal for travelers who want comfort, small-group intimacy, and a mix of sightseeing and relaxation.
Bottom Line: This cruise offers a luxurious, guided experience with all the perks—perfect for couples or small groups wanting a stress-free day on the water.
2. Astypalaia: 4.5-Meter Boat Rental Without License
For those who want total control, the 4.5-meter boat rental without a license offers a chance to explore Astypalaia’s quiet beaches and coves at your own pace. This option is priced for a full day of freedom, allowing you to create your own itinerary without a guide. It’s perfect for independent travelers comfortable with small boat handling or willing to rent with a skipper.
What makes this experience special is the ability to visit remote beaches that are tricky to reach by land. Imagine anchoring in a secluded cove, snorkeling in clear waters, or enjoying a picnic on a deserted beach. The rental includes everything needed to set out on your own—just bring your sense of adventure and maybe a packed lunch or some local specialties from nearby beach bars. It’s a flexible way to experience the island’s natural beauty without the constraints of scheduled tours.
Guests who have rented this boat rave about the freedom to explore untouched parts of the island. One reviewer calls it “the best way to see the real Astypalaia away from tourist crowds.” Keep in mind, you’ll need to be comfortable with boat handling or hire a skipper through the rental for a smooth trip.
Bottom Line: If independence and discovering hidden beaches appeal to you, this boat rental delivers a personalized day on the water, with the chance to craft your own island adventure.
How to Choose Between These Astypalaia Boat Experiences
Deciding which boat tour suits your style depends on your priorities and travel style. If you’re after a luxurious, all-in-one day trip with snorkel gear, guides, and a tasty lunch included, then the Astypalea: Day Cruise to Koutsomitis & Kounoupes with Lunch is your best bet. It’s ideal for small groups, couples, or anyone wanting a relaxed, guided day with plenty of scenic stops.
On the other hand, if you prefer complete independence, enjoy exploring remote beaches, snorkeling at your own pace, and creating your own schedule, then the 4.5-meter boat rental offers that flexibility. It’s suited for confident boaters or travelers willing to hire a skipper for safety and ease.
Consider your budget, how much time you want to spend on the water, and whether you prefer guided comfort or solo exploration. Booking early is recommended, especially during peak season, to ensure availability and secure the best boats.
Final Thoughts
Astypalaia offers a range of boat experiences that let you see its stunning coastlines from the water. The guided cruise provides a stress-free day filled with scenic stops, delicious food, and VIP service—great for those looking for comfort and companionship. Meanwhile, the self-guided boat rental opens the door to a completely customizable adventure, perfect for adventurous spirits eager to uncover the island’s quieter corners.
Whether you choose the structured elegance of the day cruise or the freedom of your own boat, both options promise an authentic way to experience the island’s beauty. We recommend booking early, especially in high season, to secure your preferred date. Now, all that’s left is to decide how much control you want over your island adventure—and then set sail.
