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All listings in Mediterranean Sea

Incredible sailboat rentals in Mediterranean Sea, .

Page 8 of 691,655 listings

Sailing Charter On 40 ft Delphia Cruising Monohull In Mangalia, Romania
Sailing in Mangalia · 10 guests

Sailing Charter On 40 ft Delphia Cruising Monohull In Mangalia, Romania

5.0
$116/hour
Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)
Sailing in Split · 8 guests

Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)

5.0
$666+/day
Jeanneau Sun Odyseey 42.2 Sailing Yacht in Cadaqués, Spain
Sailing in Cadaqués · 11 guests

Jeanneau Sun Odyseey 42.2 Sailing Yacht in Cadaqués, Spain

5.0
$746+/day
Black Sea Yacht Picnic
Sailing in Balchik · 35 guests

Black Sea Yacht Picnic

5.0
$348/day
Searay 240 Sundeck Boat Rental in Marbella, Andalucía
Powerboats in Marbella · 11 guests

Searay 240 Sundeck Boat Rental in Marbella, Andalucía

New
$174/hour
Discover Corfu: Private Cruises from Corfu to Syvota, Paxos & All Paradise Areas
Events in Corfu · 25 guests

Discover Corfu: Private Cruises from Corfu to Syvota, Paxos & All Paradise Areas

New
$290/hour
Chania Sailing Tours with Panefi
Sailing in Chania · 8 guests

Chania Sailing Tours with Panefi

5.0
$100+/hour
Two days Trip w 42 foot Sailing Boat from Split
Sailing in Split · 8 guests

Two days Trip w 42 foot Sailing Boat from Split

5.0
$110+/day
13' Beach Catamaran Rental in Poli Crysochous
Sailing in Latsi · 2 guests

13' Beach Catamaran Rental in Poli Crysochous

New
$52/hour
Charter Stunning Bavaria C42 From Latchi Harbour
Sailing in Latsi · 12 guests

Charter Stunning Bavaria C42 From Latchi Harbour

New
$284+/hour
Skippered Catamaran Rental in Marmaris and Gocek
Sailing in Muğla Province · 6 guests

Skippered Catamaran Rental in Marmaris and Gocek

5.0
$116/hour
Gocek Mugla Yacht Trip and 12 Island Full-Day Tour with Lunch
Tours in Göcek Belediyesi · 50 guests

Gocek Mugla Yacht Trip and 12 Island Full-Day Tour with Lunch

New
Superowner
Best of 2026
$13/hour
Catamaran charting cruises Lavezzi 40 Halkidiki Sporades complex
Sailing in Kassandreia · 10 guests

Catamaran charting cruises Lavezzi 40 Halkidiki Sporades complex

5.0
$232/hour
Luxury Jeanneau Sun Odyssey 54 DS Sailing Yacht with Blue Hull in Barcelona
Sailing in Sant Martí · 12 guests

Luxury Jeanneau Sun Odyssey 54 DS Sailing Yacht with Blue Hull in Barcelona

New
$290/hour
Gommone Prestige 007 Center Console Boat Rental in Sicilia, Italy
Powerboats in Castellammare del Golfo · 7 guests

Gommone Prestige 007 Center Console Boat Rental in Sicilia, Italy

New
$232/day
Electric Eco Sailing Experience in Illes Balears, Spain
Sailing in Ibiza · 8 guests

Electric Eco Sailing Experience in Illes Balears, Spain

5.0
$160/hour
Large Catamaran for 100 People in Barcelona. Your event on board. Drinks, food
Sailing in Sant Martí · 100 guests

Large Catamaran for 100 People in Barcelona. Your event on board. Drinks, food

New
$1,337+/hour
Luxurious Fountaine Pajot Elba 45 Catamaran Charter in Greece
Sailing in Ligia · 20 guests

Luxurious Fountaine Pajot Elba 45 Catamaran Charter in Greece

New
$231/hour
4 Hours Private Sailing Trip around Thodorou & Lazaretta Islands in Chania
Sailing in Chania · 8 guests

4 Hours Private Sailing Trip around Thodorou & Lazaretta Islands in Chania

New
$255/hour
38ft Lagoon 380 Catamaran Sailing Trip Around Thodorou & Lazaretta Islands
Sailing in Chania · 11 guests

38ft Lagoon 380 Catamaran Sailing Trip Around Thodorou & Lazaretta Islands

New
$348/hour
Luxury Sailing Trips
Sailing in Rhodes · 17 guests

Luxury Sailing Trips

New
$116/hour
Four Winns 230H • Bowrider rental in Zadar
Powerboats in Zadar · 8 guests

Four Winns 230H • Bowrider rental in Zadar

4.0
$464/day
Captained Charter on 39' Hanse Sailing Sloop in Punta Sabbioni, Italy
Sailing in Punta Sabbioni · 6 guests

Captained Charter on 39' Hanse Sailing Sloop in Punta Sabbioni, Italy

5.0
$464/day
“Tintaro” Catalina 42 Economy Line" Cruising Monohull Rental in Genova, Liguria
Sailing in Genoa · 8 guests

“Tintaro” Catalina 42 Economy Line" Cruising Monohull Rental in Genova, Liguria

New
$564/day

Sailing Reviews in Mediterranean Sea

  1. AN

    Ann

    Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)

    Sailing with a skipper who knows the area and his boat like the back of his hand is worth every penny of this sailing charter. The boat and equipment are gently worn, but the value for the experience cannot be beat. Neno is a sailor and educator. He also dove for mussels one evening and prepared an exquisite meal! Neno is well-connected, calling ahead to friends for deals on moorings and meals. A real authentic Croatian experience!

  2. Kayla

    Kayla

    Jeanneau Sun Odyseey 42.2 Sailing Yacht in Cadaqués, Spain

    Highly highly recommend booking with Chilli Mare if you want the best experience on a sailboat in the Mediterranean Sea!!! The boat was clean, well kept and Pol the captain made the whole trip such a blast! Whether you're looking for a peaceful cruise or looking to have fun and go swimming - this is the place to book! Pol was always quick to respond and very informative. He took us to 2 different coves along the coast where we were able to anchor and swim in the beautiful Mediterranean. We also had the option to paddleboard as well which was an awesome addition! We were able to bring our own food and drink and there was plenty of room and space in the cabin to hold our towels and extra clothes. Couldn't have asked for a better day!

  3. VD

    Victor

    Black Sea Yacht Picnic

    We had an amazing experience on the boat trip! The communication before the trip was clear, and everything was well-organized. The food and drinks on board were great, and the atmosphere was perfect for enjoying the beautiful views. The crew was very friendly and made sure we had everything we needed. Highly recommended if you’re looking for a relaxing and enjoyable boat trip!

  4. FM

    Frederico

    Skippered Catamaran Rental in Marmaris and Gocek

    We were a group of 3 couples that rent the boat for 3 all days! What an experience, the best we could imagine. The captain (Merter) was incredible, always available to help us with anything we needed. He knows the area really well and showed us amazing spots, including cleopatra bath! The Catamaran was very clean and modern, with a lot of space for 6 people, to enjoy and have fun. 2 cabines with private bathrooms and 1 master bedroom. It also had 2 eating areas (inside and outside) and plenty of space in the front of the boat to relax! Furthermore, it has some cool extras like padel board and snorkeling equipment. We had great 3 days in the boat and made a new friend! We certainly recommend it to everyone and we are looking forward to repeat the experience next year!

  5. GF

    Gabi

    Sailing Charter On 40 ft Delphia Cruising Monohull In Mangalia, Romania

    All our kids (10 to 24) had a fantastic time with Paul. The 10 year old had a go of steering the yacht and the 24 helped with the sails. Paul was happy yo answer our questions. We highly recommend sailing with Paul.

  6. Barbara

    Barbara

    Sailing Charter On 40 ft Delphia Cruising Monohull In Mangalia, Romania

    Paul was very knowledgeable and a great captain! Took care of us fantastically, even the couple of us who had a bit of seasickness. Great English, very interesting life story. Highly recommend!