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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Kathy • traveled in October
I did a review for G Adventures a few hours ago.The trip could not have been bettered. Just the right number of other passengers, no-one smoked,.our captain was very professional, the boat was very clean, kitchen utensils were of good quality, the toilet/shower facilities at the marinas were first rate and it was traven experience I had not had before.
Sailing Italy to Croatia - R
Robin • traveled in October, 2025
Our guide was great! The itinerary was perfect.our Captain and Ida the cook was the best. Our food was so good!! A trip of a lifetime for sure. Highly recommend! Kieran was so nice also. We had lots of swim stops, jumping off the boat was a plus.croatia is so beautiful, a must trip for anyone!!
Sailing Croatia 8 day -Split, Blue Lagoon, Vis, Hvar, Bol and Trogir - M
Mike • traveled in September, 2025
Fantastic trip with a fantastic leader.. a few small hiccups along the way but nothing controllable really.
Croatia Sail Adventure
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10 best Sailing Mediterranean tour packages
Compiled by

MelissaMediterranean travel expert at TourRadar
- Sail Croatia and Explore Montenegro
- Sailing Italy to Croatia
- Sailing Croatia 8 day -Split, Blue Lagoon, Vis, Hvar, Bol and Trogir
- Croatia Sail Adventure
- Sailing Croatia Split- Blue Lagoon and Trogir
- Greece Sailing Adventure: Cyclades Islands
- Cyclades Luxury Sailing Adventure (Catamaran)
- Croatia Sailing Adventure - 8 days
- Sailing Split (Premium Plus) - 8 days
- Sail Greece: Santorini to Mykonos
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
Sailing Italy to Croatia
1 Review by TourRadar travelers“The trip could not have been bettered. Just the right number of other passengers, no-one smoked.”
Kathy, traveled in September
From Venice's canals, a 52-foot yacht charts a course through the Gulf of Trieste to Slovenia's historic ports. The journey continues along Croatia's Istrian peninsula and the secluded Kvarner islands before reaching ancient Zadar.
Duration 10 days Destinations Venice, Grado, Rovinj, Pula, Losinj Island, Dugi Island, Molat Island, Zadar Age Range Ages 16+ Operator G Adventures From $2,279
30% Off- US$1,595You save $684
Sailing Croatia 8 day -Split, Blue Lagoon, Vis, Hvar, Bol and Trogir
3 Reviews by TourRadar travelers“The itinerary was perfect. Croatia is so beautiful, a must trip for anyone!!”
Robin, traveled in September
Split's coast, Hvar's medieval charm, and Biševo's Blue Cave highlight this Mediterranean adventure. Berth cabin accommodation, chef-prepared meals, and guided historic port tours included. Local cuisine showcased through optional eco-farm visits.
Duration 8 days Destinations Split, Stomorska, Hvar Island, Milna (Brac Island), Bol, Primosten, Vis, Biševo, Ciovo island, Trogir Age Range Ages 21+ Operator Rhythm Travel Experience From $1,055
20% Off- US$844+$12 local paymentsYou save $211
Croatia Sail Adventure
111 Reviews by TourRadar travelers“Lazy mornings on the boat included sunbathing and swim stops in the ocean with floaties and boat jumps.”
Devon, traveled in August
From Split to Dubrovnik, this premium vessel with ensuite cabins and spacious sundeck traverses the Mediterranean's clearest waters. Guests visit secluded bays, climb Hvar's Spanish Fortress, and kayak around UNESCO-listed walls while enjoying daily three-course Croatian lunches.
Duration 10 days Destinations Split, Makarska, Mljet, Dubrovnik, Trstenik, Korčula, Hvar Island Age Range Ages 18-49 Operator INTRO Travel From
20% Off- US$2,524
Sailing Croatia Split- Blue Lagoon and Trogir
1 Review by TourRadar travelers“We visited remote locations far off the usual tourist trail—places I never would have discovered on my own.”
Raj, traveled in September
Split opens doors to secluded bays and historic ports. Marvel at Bisevo's Blue Cave, venture through Vis's submarine tunnels, and admire Trogir's Renaissance architecture. Comfortable cabins feature air conditioning and WiFi, plus chef-prepared meals and wine tastings.
Duration 5 days Destinations Split, Primosten, Vis, Biševo, Ciovo island, Trogir Age Range Ages 21+ Operator Rhythm Travel Experience From $591
20% Off- US$473+$12 local paymentsYou save $118
Greece Sailing Adventure: Cyclades Islands
20 Reviews by TourRadar travelers“Lots of time spent on the boat, beautiful swimming spots and a great way to spend a short time at lots of islands.”
Shannah, traveled in August
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
20% Off- US$2,555+$127 local payments
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“The views were unbeatable, and everything was smoothly run!”
Marley, traveled in July
Luxury catamaran cruising through Cyclades waters awaits. Admire Milos's volcanic coastline, relax at Polyegos's untouched beaches, and soak in Kythnos's thermal springs. Professional skipper leads 209-nautical-mile route with daily swimming stops.
Duration 8 days Destinations Athens, Sounio, Serifos, Kimolos, Polyaigos, Milos, Sifnos, Kythnos Age Range All Ages Welcome Operator Trails Beyond From $2,828
18% Off- US$2,319You save $509
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."






























