Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in Mediterranean Sea

Incredible sailboat rentals in Mediterranean Sea, .

Page 6 of 67 • 1,603 listings

Apreamare 10 Luxury Boat Tour – Amalfi Coast & Capri
Events in Amalfi · 12 guests

Apreamare 10 Luxury Boat Tour – Amalfi Coast & Capri

New
$213/hour
Instant Book
Enjoy the beauty of black sea coast on board, located in Bulgaria, varna marina,
Sailing in Varna · 14 guests

Enjoy the beauty of black sea coast on board, located in Bulgaria, varna marina,

5.0
$280/hour
Sailing cruises around Naxos and small Cyclades
Sailing in Naxos · 13 guests

Sailing cruises around Naxos and small Cyclades

5.0
$1,255+/day
Istanbul bosphorus tour & sunset
Events in Istanbul · 12 guests

Istanbul bosphorus tour & sunset

5.0
$65/hour
Local Tapas and sailing adventure in Barcelona with Cyclades 43 Sailboat
Sailing in Ciutat Vella · 10 guests

Local Tapas and sailing adventure in Barcelona with Cyclades 43 Sailboat

5.0
$132/hour
43ft Trawler of elegance and relax, for rent in La Spezia, IT
Powerboats in La Spezia · 8 guests

43ft Trawler of elegance and relax, for rent in La Spezia, IT

5.0
$224/hour
3 or 5 hours private sailing trip to West Sithonia, Halkidiki
Sailing in Neos Marmaras · 10 guests

3 or 5 hours private sailing trip to West Sithonia, Halkidiki

5.0
$112/hour
Daily sailing charter in Santa Maria di Leuca - lunch included
Sailing in Leuca · 10 guests

Daily sailing charter in Santa Maria di Leuca - lunch included

New
$202/hour
Athens Riviera Half and Full Day Cruise
Sailing in Vari · 15 guests

Athens Riviera Half and Full Day Cruise

5.0
$841/day
Charter and Daily Cruise  Lagoon 400 S2 Apollon
Sailing in Naxos · 20 guests

Charter and Daily Cruise Lagoon 400 S2 Apollon

5.0
$1,793/day
Cruising Monohull Trips in Ayia Napa, Cyprus
Sailing in Sotira · 6 guests

Cruising Monohull Trips in Ayia Napa, Cyprus

4.8
$168/hour
Jeanneau Sun Odyssey Sailing experience with aperitivo and crystal-clear coves
Sailing in Cagliari · 14 guests

Jeanneau Sun Odyssey Sailing experience with aperitivo and crystal-clear coves

New
$84/hour
Lagoon 450 Cruising Catamaran for Charter in Ibiza, Spain
Sailing in Ibiza · 12 guests

Lagoon 450 Cruising Catamaran for Charter in Ibiza, Spain

5.0
$146/hour
Crystal Clear Cruising - Fiskardo/Ag. Efimia - 65ft Yacht
Sailing in Fiskardo · 12 guests

Crystal Clear Cruising - Fiskardo/Ag. Efimia - 65ft Yacht

5.0
$962+/day
Sailing Yacht in Herzliya Private Cruise with Captain-Tourists & Groups up to 13
Sailing in Herzliya · 13 guests

Sailing Yacht in Herzliya Private Cruise with Captain-Tourists & Groups up to 13

5.0
$289+/hour
35 meters Sailing Ketch - Charter
Sailing in Ibiza · 12 guests

35 meters Sailing Ketch - Charter

New
$7,072+/day
Lagoon 42 Artemis Cruising Catamaran Charter in Naxos, Greece
Sailing in Naxos · 22 guests

Lagoon 42 Artemis Cruising Catamaran Charter in Naxos, Greece

5.0
$2,802/day
37ft Beneteau Oceanis Sailing Yacht  in Chania, Greece
Sailing in Chania · 6 guests

37ft Beneteau Oceanis Sailing Yacht in Chania, Greece

5.0
$785/day
Sailing Beneteau Oceanis Clipper 411 Cruising Monohull Charter in Estepona
Sailing in Estepona · 9 guests

Sailing Beneteau Oceanis Clipper 411 Cruising Monohull Charter in Estepona

5.0
$140/hour
TREATON / Private Luxury Morning Trips (5.5 h) to Dia island - up to 16 guests
Sailing in Crete Region · 16 guests

TREATON / Private Luxury Morning Trips (5.5 h) to Dia island - up to 16 guests

New
$157/hour
Captained Charter on Luxury Sailing Boat from Palau
Sailing in Palau · 12 guests

Captained Charter on Luxury Sailing Boat from Palau

5.0
$2,017/day
Charter 45' Charm & Charismatic Myabca Motor Yacht in Port d'Andratx, Spain
Events in Balearic Islands · 9 guests

Charter 45' Charm & Charismatic Myabca Motor Yacht in Port d'Andratx, Spain

5.0
$336/hour
Cruising Catamaran for max. 75, and max. 115 Guests in Barcelona
Sailing in Sant Martí · 80 guests

Cruising Catamaran for max. 75, and max. 115 Guests in Barcelona

New
$949+/hour
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$123/hour

Sailing Reviews in Mediterranean Sea

  1. Riaan

    Riaan

    Sailing cruises around Naxos and small Cyclades

    I feel lucky to be able to leave the first review for Sail Naxos on here, because they absolutely deserve every one that follows. We booked the sunset cruise and it delivered beyond expectations. Captain Pantelis was the perfect host: warm, welcoming, and full of local knowledge that made the whole experience feel personal rather than touristy. The sailing itself was stunning, but the swim stop was genuinely one of the best swims of my life, the kind of moment you talk about for years. What really set it apart was the mezze at the end: local cheese, olives, the works. It felt like a genuine Greek experience rather than an afterthought. If you’re visiting Naxos and you’re on the fence about booking, don’t be. This was the highlight of our entire trip to the island.​​​​​​​​​​​​​​​​

  2. Travis

    Travis

    43ft Trawler of elegance and relax, for rent in La Spezia, IT

    Rocco and Victoria hosted us on a lovely day trip to Cinque Terre. Rocco is an experienced captain and knowledgeable host. Pachiro II provided the perfect Italian setting for a day at sea. Lunch was served with fresh, local ingredients. By the end of the trip, we were exchanging contact information for the next time we might see our new friends. 6 out of 5 stars!

  3. SA

    Sarah

    Athens Riviera Half and Full Day Cruise

    Mike was great, very kind, we all enjoyed a lovely day on the boat. Even when the water was a little more choppy and we had some people with nausea, Mike very kindly took us somewhere that was more still and helped those to feel less sick. Overall was a great day and boat trip, felt so personal stopping at places for just us to swim without loads of other boats/people

  4. BS

    Beth

    Athens Riviera Half and Full Day Cruise

    Had an amazing time on our boat trip with Mike. We were a hen party of 14 and would highly recommended this trip if you are looking for a fun, chilled and friendly host! The swim stops were stunning and Mike had plenty of drinks on board to keep the party going! You can also play your own music through the boats sound system which was great for playing our ABBA songs! The hen had an amazing day …. thank you so much to Mike for making it so special

  5. AP

    Axenia

    Cruising Monohull Trips in Ayia Napa, Cyprus

    Panos and his crew were very professional and helpful. He was a great captain and provided both safety and an enjoyable experience for us all. He communicated very clearly with us and offered exactly what we were looking for. The boat is well equipped and lacking nothing that is needed for a great adventure along th coast of Larnaca. I have no hesitation in recommending Panos and his boat and look forward to returning soon.

  6. Elizabeth

    Elizabeth

    Dubrovnik: Luxury Sailboat Tours (1-7 days)

    We absolutely loved the personal and flexible experience of spending more time in certain places. The group was impressed by the attention to detail and captain’s effort to make everyone’s day perfect. We would highly recommend this experience to anyone looking to enjoy a beautiful day on the water in Croatia.