Sailing Tours & Trips in Mediterranean
Picture yourself sailing around the Mediterranean, taking in Croatia and Montenegro to name just two. Check out Diocletian's Palace in Split, Korčula (which claims to be Marco Polo's birthplace), and Montenegro's Bay of Kotor with its fjord-like vibes. Head to Podgorica, and enjoy Budva's beaches. So much to see, so little time!
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Marley • traveled in July
It was an awesome experience! Having done something similar in Croatia, we were hoping this tour would have more planned excursions at each island stop (or at some of them; eg a walk to a historic site or bike rides at a given island etc), and instead the structure was that we’d get somewhere and then be free to sunbathe, wander the small town, get food on our own. Also great, but much more oriented to a very laid back, nearly zero activity sort of vacation. The crew was amazing, the boat was great, the views were unbeatable, and everything was smoothly run!
Cyclades Luxury Sailing Adventure (Catamaran) - P
Pete • traveled in July, 2025
What a week! What a team at Koda! What a crew on board! Our trip to Croatia with Koda Sail was the ultimate holiday and ultimate experience. It has been the best trip, made the best of friends for life with people that we met only a week before and got to see the most amazing places and experience the most amazing things. You make of a sail with Koda what you want of it. But my advice is to follow the recommendations of the Koda team because they will absolutely make sure you have the best of experiences. From what to do, where to eat, even what to order at the restaurants. Every part of it the trip is taken care of with genuine care and passion for the experiences they are delivering and WOW does it show in the experience you get. Can't thank Chris, Holly and the crew on board enough for delivering the BEST experience in the most magical places across Croatia.
CROATIA SAIL - Split to Dubrovnik (The Southern Discovery)
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10 best Sailing Mediterranean tour packages
Compiled by

MelissaMediterranean travel expert at TourRadar
- Sail Croatia and Explore Montenegro
- Greece Sailing Adventure: Cyclades Islands
- CROATIA SAIL - Split to Dubrovnik (The Southern Discovery)
- Sailing Split (Premium Plus) - 8 days
- Sail Greece: Santorini to Mykonos
- Sailing Croatia to Italy
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Santorini to Santorini
- Sailing Greece - Mykonos to Mykonos
- Sailing Greece - Athens to Santorini
A 16m yacht takes you along Croatia's Dalmatian coast, stopping at Hvar's marina, Korčula's quiet coves, and Mljet National Park (a UNESCO site). You'll anchor in Milna's peaceful bay and swim in turquoise waters around the Croatian Islands. Sunset drinks on deck with the crew are part of the experience. This 15-day sailing trip includes seven nights on the yacht, with stops in Montenegro's Bay of Kotor before finishing in Tirana.
Duration 15 days Destinations Croatia, Montenegro, Albania Age Range Ages 12+ Operator G Adventures From
- US$3,699
Greece Sailing Adventure: Cyclades Islands
20 Reviews by TourRadar travelers“This was on my bucket list and it has exceeded my expectations, loved every minute of it.”
Deborah, traveled in June
A 54-56ft yacht glides through Mediterranean waters, revealing hidden coves and vibrant harbors. Routes stretch from Santorini's caldera to Mykonos' coastline, featuring swim stops at secluded beaches like Paradisi and Gaidharos Bay.
Duration 10 days Destinations Santorini, Oia, Ios, Amorgos, Katapola, Koufonisia, Iraklia, Schoinousa, Naxos, SyrosSee all destinations Age Range Ages 15+ Operator Intrepid Travel From
- US$2,555+$126 local payments
CROATIA SAIL - Split to Dubrovnik (The Southern Discovery)
54 Reviews by TourRadar travelers“What a week! What a team at Koda! What a crew on board! Our trip to Croatia with Koda Sail was the ultimate holiday and ultimate experience.”
Pete, traveled in July
Cruise the Mediterranean's crystal waters on an A+ category vessel with private en-suite cabins and sundeck lounging. Zlatni Rat beach, Hvar's historic quarter, and Mljet's National Park highlight the journey, accompanied by freshly prepared Croatian cuisine and daily swim stops.
Duration 8 days Destinations Split, Bol, Hvar Island, Makarska, Korcula Island, Mljet Island, Dubrovnik Age Range Ages 25-40 Operator Koda Sail From
- US$1,548+$115 local payments
Sail Greece: Santorini to Mykonos
1 Review by TourRadar travelers“We had a great time meeting lots of new friends who all got on from many nationalities. Without the disputes!”
Peter, traveled in September
A 56ft yacht sails from Santorini's dramatic cliffs to Mykonos's bustling harbor. Professional skippers guide you through the region's most scenic routes, stopping at hidden coves and historic ports over 8 unforgettable days.
Duration 8 days Destinations Santorini, Ios, Amorgos, Koufonisia, Iraklia, Naxos, Syros, Mykonos Age Range Ages 15+ Operator Intrepid Travel From
20% Off- US$1,715+$115 local payments
Sailing Croatia to Italy
2 Reviews by TourRadar travelers“Pula and Isola were the highlights.”
Ann, traveled in May
A 16m yacht carries passengers from Zadar to Venice through pristine Mediterranean waters. The route includes Kvarner Gulf's secluded coves, Rovinj's seafood restaurants, and Pula's Roman heritage, with a professional skipper guiding through three countries' waters.
Duration 10 days Destinations Zadar, Molat Island, Dugi Island, Losinj Island, Rovinj, Pula, Grado, Venice Age Range Ages 16+ Operator G Adventures From $2,079
30% Off- US$1,455You save $624
Sailing Greece - Mykonos to Santorini
54 Reviews by TourRadar travelers“Well organized, boat in good condition and the particioant fun. We ankered in some remote beaches which was a wonderful experience.”
Brigitte, traveled in August
A 57-foot yacht provides the perfect platform for Mediterranean navigation between Mykonos and Santorini. The skipper shares sailing expertise while visiting ancient temples, Venetian ruins, and traditional villages.
Duration 8 days Destinations Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini Age Range Ages 18+ Operator G Adventures From $1,699
30% Off- US$1,189You save $510
What our customers ask about Sailing Tours & Trips in Mediterranean
What are the typical sailing routes and destinations covered?
Mediterranean sailing tours connect many of Europe's most well-known coastal destinations. Popular routes weave through the Greek Cyclades linking Santorini Mykonos and Naxos. The Dalmatian Coast route covers Croatian highlights from Split to Dubrovnik with stops in Hvar. Along Italy's coastline boats navigate the waters between Capri Positano and the Amalfi Coast. A typical Santorini departure might include time at Ios Island's Manganari beach a visit to Naxos's Temple of Dimitra and exploration of Mykonos's narrow streets. As one TourRadar traveler noted: "Each island offered something unique - from the beach clubs of Hvar to the historic walls of Dubrovnik."
What is the best time of year to book a Mediterranean sailing tour?
The Mediterranean's sailing calendar peaks from May through September. Each region offers distinct conditions. Croatia's Dalmatian Coast sees ideal conditions in July and August with warm water and reliable winds. The Greek Cyclades work best in June and September when the strong Meltemi winds ease. Water temperatures stay comfortable at 75-85°F (24-29°C) perfect for swimming at spots like Hvar's coves or Santorini's beaches. One TourRadar traveler shared their experience: "We got really lucky with weather so we were able to visit 7 islands in 7 days but it never felt rushed!"
What kind of activities are available during port stops?
Each stop brings opportunities for both cultural and water-based activities. Visitors can walk Dubrovnik's UNESCO-listed walls paddle through Hvar's hidden coves or taste wines in Croatian villages like Trstenik. Greek itineraries often include visits to Delos's ancient sites beach time on Naxos and evening views from Santorini. Most tours blend scheduled activities with free time. A TourRadar traveler confirms: "Highlights included our daily swims cycling around Mljet National Park and wine tasting in Trstenik."
How rough are the waters during Mediterranean sailing tours?
From May to September the Mediterranean tends to offer stable sailing conditions. Croatia's Adriatic waters usually stay calm while Greece's Cyclades can get choppy from Meltemi winds particularly in July and August. Modern boats come equipped with stabilization systems and experienced captains plan routes around weather patterns. According to one TourRadar traveler: "We had perfect sailing conditions with calm mornings for swimming and afternoon breezes for sailing between islands like Mykonos and Ios."
What kind of meals are provided on Mediterranean sailing tours?
Food service typically follows a split format. Most tours provide on-board breakfast and lunch through a shared food fund (usually 60-80 USD weekly per person). Dinners happen at local restaurants in port towns. Along the Amalfi Coast this might mean fresh seafood at Capri's Marina Piccola or pasta at family-run establishments. A G Adventures guest reported: "The food kitty system worked well for breakfasts and lunches while evenings gave us the chance to explore amazing local restaurants."
How many people typically share a sailing vessel on Mediterranean tours?
Boats usually carry between 8 and 12 passengers. G Adventures uses 16m yachts with 4 twin/double cabins and 3 shared bathrooms. Larger operators like Emerald Cruises run bigger vessels for more guests. The intimate setting allows for both social time and quiet moments as confirmed by a TourRadar traveler: "The group size was perfect we had an AWESOME group and there was plenty of space to socialize or find quiet time."

























