A Boutique Private Charter Experience

Discover Santorini surroundings on this Gaff cutter Trechandiri 50 ft traditional boat
Boating is fun with a Classic in Santorini
This 50.0' Trechandiri 50 ft traditional cand take up to 12 passengers around Santorini
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From
€900
€900
per ½ day

Sailboat for rental in Santorini, GR

Trechandiri 50 ft traditional • Gaff cutter • 1999
5.01 reviews
ioannis
Hosted by ioannis
Since 2025 •5.0(1)
50 feet
12 Guests
3 Cabins
2 Bathrooms
2 Showers
Captained

Description

a boutique private charter designed for guests who value comfort, calm, and an authentic connection to the sea. Ideal for couples, families, or small groups, the boat offers generous deck space, comfortable seating, and an easy, stable ride—perfect for relaxed cruising along the coast. Whether you’re planning a morning escape, a leisurely day on the water, or a magical sunset cruise, provides a beautifully unhurried setting to enjoy every moment.

Each charter is fully private and flexible, allowing you to tailor the experience to your preferences and sea conditions. Cruise past hidden coves and dramatic coastline, stop for swimming in crystal-clear waters, or simply lounge on deck and take in the views. Onboard, you’ll be welcomed with carefully selected local food and drinks, adding a tasteful culinary touch to your time at sea. Thoughtful hosting, attention to detail, and a relaxed atmosphere make more than just a boat—it’s a complete sea experience. Perfect for special occasions or simply spending quality time on the water, this charter offers a refined yet genuine way to explore the coast at your own pace.

This boat has 1 additional addons available.

Details

Manufacturer
Trechandiri 50 ft traditional
Model
Gaff cutter
Build year
1999
Max Capacity
12
Number of engines
1
Horsepower per engine
160

Accommodations

Cabins
3 x
Sleeps
8 x
Bathrooms
2 x
Showers
2 x
Layout

This boat has a maximum capacity of 12 people. For guests it features 2 cabins with an overnight sleeping capacity of 6 (1 of which is in the common area), 2 bathrooms and 2 showers. Additionally, for captains and crew it features 1 cabin with an overnight sleeping capacity of 2, 0 bathrooms, and 0 showers.

Guests
Cabins
2
Sleeps
5 + 1
Bathrooms
0 + 2
Showers
0 + 2
Crew
Cabins
1
Sleeps
2
Bathrooms
0
Showers
0

Add-ons

This boat has 1 additional service(s) available for half day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.

Optional (1)

Barbeque
€350
per booking

Amenities

Stove / grill
Fishing
Stereo AUX input mp3 hookup
Fishing rod
WiFi/Internet
Sonar
Refrigerator
Chart plotter
Dining

Reviews

5.0
from 1 review
Cleanliness
5.0
Well maintained
5.0
Accuracy
5.0
Communication
5.0
Anna
Anna
5, June 4th, 2026

There are certain experiences in life that stay with you long after they are over. They become the stories you tell friends and family, the memories you revisit when you need a reminder of how wonderful a day can be, and the adventures against which you measure all future experiences. Our recent boat charter was exactly that kind of experience. From the moment we stepped aboard until the time we reluctantly returned to shore, every detail exceeded our expectations. What we anticipated would be a pleasant week on the water turned into one of the most memorable, relaxing, and enjoyable experiences we have ever had. From requests for isolated private islands to nights spent living it up long into the early morning we were constantly taken care of by our captain who provided endless recommendations for our time.

The boat itself was absolutely stunning. It was impeccably maintained, spotless, and beautifully equipped. Every surface gleamed, every area was comfortable, and it was clear that tremendous care went into keeping the vessel in exceptional condition. The seating areas were spacious and inviting, offering plenty of room to relax and take in the scenery and the pictures that emerged were ones for the scrapbook!!

One aspect that deserves special recognition is the captain’s remarkable professionalism. Operating a vessel requires significant expertise and responsibility, and it was clear from the outset that we were in extremely capable hands. His confidence, knowledge, and attention to safety allowed us to relax completely and enjoy the experience without concern. Every maneuver was smooth and deliberate, and his calm demeanor inspired trust throughout the journey.

For anyone considering a boat charter, I can say without hesitation that this experience set a standard that will be difficult to surpass. The memories created during this journey will remain with us for years to come! Five stars are simply not enough to describe the quality of this experience. If there were a higher rating available, this charter would deserve it. Our only regret is that the day eventually had to come to an end. Until next time, thank you for an unforgettable journey, exceptional hospitality, and memories that we will cherish forever. Thank you Ioannis from the bottom of our hearts and we truly cannot wait to join you again next year!

Policies

Cancelation policy: Strict

Full refund if renter cancels 31 days or more before the trip start date.
No refund if renter cancels 30 days or less before the trip start date.

Owner

ioannis
About ioannis
5.01 reviews
    Lives in Oia, GR
    Speaks English, Greek
    Response time within 2.5 hours
    Response rate 100%

Location & Destination Guide

With some of the most spectacular and famous vistas, the islands of Greece offer something for everyone. Whitewashed buildings dotting rolling hillsides, dazzling seas lapping on white sand beaches and lazy days sipping retsina in the hot summer sun. These are just some of the incredible experiences awaiting you when sailing the Greek islands.

Sailo offers boat rental across the Greek archipelago, from Corfu to Rhodes. Some of our most popular boat rentals from Athens starting.

FAQs

What type of yacht should I charter?
No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! Read more
What should I bring?
Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. Read more
How long does a rental last?
The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. Read more
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