Europe Sailing Tours
Get ready to hoist the sails on a sailing adventure of Europe. Whether you are island hopping or gliding along the coast, with 416 sailing holidays lasting from 1 days up to 24 days, we have made finding the right sailboat tour a breeze! Click here to see all sailing holidays.
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Elliot • traveled in September, 2025
Amazing captain. He made this trip a fantastic sailing experience
Greece Sailing Adventure: Cyclades Islands - S
Sara • traveled in May
Got upgraded to a different ship, which was great but I get getting information from the first book I had booked like time of departure instead of the new boat I was booked on. Thankfully I was there earlier enough on day of departure and boat left later then the first boat I booked on. Trip was great, guides were great, food was great, cruise members were great. Would recommend and would book again!
Sailing Split (Premium Plus) - 8 days - M
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)
Our traveler's Moments
Greece Sailing Adventure: Cyclades Islands
KaterinaSRSara
Sailing Split (Premium Plus) - 8 days
Cyclades Luxury Sailing Adventure (Catamaran)Marla
1-Week Sailing Yoga & SUP in the Saronic or/and Cycladic Islands ACCORDING WEATHER CONDITIONS. BREAKFAST & LIGHT LUNCHES INCLUDED.Roann
Sailing Adventure through the Saronic GulfLynn
Sailing Greece - Mykonos to SantoriniFabio
SFShannon
Croatia Sail AdventureLWLaurence
Sailing Croatia 8 day -Split, Blue Lagoon, Vis, Hvar, Bol and Trogir
DMDeborah
Sailing Split (Premium) - 8 days
CECilla
Sailing Croatia - Split to DubrovnikCCatherineWilkosz
Med Sailing in Greece - Ionian Sea
Med Sailing in Croatia (from Dubrovnik to Split)Rosana
CECilla
Croatia Sailing Adventure: Dubrovnik to Split
Sailing Greece - Santorini to SantoriniSarah
10 best sailing trips in Europe
Compiled by
NadineEurope travel expert at TourRadar
- Greece Sailing Adventure: Cyclades Islands
- Sail Greece: Santorini to Mykonos
- 6-Day Sailing Yoga & SUP in the Greek Islands with Overnight Hotel Stays
- Sailing Italy to Croatia
- Sailing Split (Premium Plus) - 8 days
- Cyclades Luxury Sailing Adventure (Catamaran)
- Sailing Adventure through the Saronic Gulf
- Sail Greece: Mykonos to Santorini
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Santorini to Santorini
Greece Sailing Adventure: Cyclades Islands
20 Reviews by TourRadar travelers“Amazing visits to the islands, each unique. The trip surpassed my expectations.”
Susan, traveled in May
The seas between Santorini's dramatic caldera and Mykonos' cosmopolitan ports await aboard a 54-56ft yacht. Hidden coves and vibrant harbors dot the journey. Perfect for ages 18+, with swim stops at secluded beaches.
Duration 10 days Destinations Santorini, Ios, Oia, Amorgos, Katapola, Cyclades, Koufonisia, Iraklia, Naxos, SyrosSee all destinations Age Range Ages 15+ Operator Intrepid Travel From
- US$2,840+$129 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 54-56ft yacht carries you from Santorini's dramatic cliffs to Mykonos's charming harbor. Professional skippers guide the vessel through the Aegean's most picturesque waters, stopping at secluded bays and historic ports over 8 memorable days.
Duration 8 days Destinations Santorini, Ios, Amorgos, Koufonisia, Iraklia, Naxos, Syros, Mykonos Age Range Ages 15+ Operator Intrepid Travel From
- US$2,015+$117 local payments
Ancient ruins and island treasures await on this Saronic Gulf adventure from Athens. A professional skipper guides the vessel past Ancient Epidaurus and volcanic Methana, visiting historic ports and secluded bays.
Duration 6 days Destinations Athens, Aegina, Palaia Epidavros, Poros, Methana Age Range Ages 18+ Operator Med Sun Yachts From
- US$1,748
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
Venetian waters mark the starting point of this sailing adventure through Slovenia to Croatia. The journey reveals Grado's basilicas, Piran's medieval charm, and Pula's Roman ruins before reaching the pristine Kvarner archipelago.
Duration 10 days Destinations Venice, Grado, Rovinj, Pula, Losinj Island, Dugi Island, Molat Island, Zadar Age Range Ages 16+ Operator G Adventures From $2,079
25% Off- US$1,559You save $520
Sailing Split (Premium Plus) - 8 days
3 Reviews by TourRadar travelers“Trip was great, guides were great, food was great, cruise members were great. Would recommend and would book again!”
Sara, traveled in May
Split to Dubrovnik's ancient walls marks this maritime odyssey. The Premium Plus vessel stops at Mljet's emerald lakes and Korcula's Renaissance palaces. A/C cabins and fresh cuisine ensure comfortable sailing.
Duration 8 days Destinations Split, Mljet Island, Dubrovnik, Sipan Island, Korcula Island, Hvar Island, Brac Age Range Ages 16+ Operator On The Go Tours From $1,925
45% Off- US$1,059You save $866
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“The views were unbeatable, and everything was smoothly run!”
Marley, traveled in July
The Mediterranean unveils its beauty on this catamaran adventure through 8 Cycladic islands. A professional skipper guides 209 nautical miles from Athens, passing Milos's volcanic coastline and Polyegos's pristine beaches. Seven nights aboard 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 $2,863
10% Off- US$2,577You save $286
Sailing Adventure through the Saronic Gulf
2 Reviews by TourRadar travelers“What a fabulous trip to Greece! From start to finish it was an amazing trip.”
Lynn, traveled in April
Duration 8 days Destinations Athens, Aegina, Ermioni, Spetses, Hydra, Poros, Epidaurus Age Range Ages 10+ Operator Joyride Charters From
10% Off- US$3,725
Sail Greece: Mykonos to Santorini
15 Reviews by TourRadar travelers“The trip was fantastic - we saw some amazing places, had a really good mix of activities and even got a chance to try sailing.”
Lily, traveled in May
Crystal waters stretch from Mykonos's bustling harbors to Santorini's dramatic caldera. Seven distinct islands offer hidden coves, ancient ruins, and traditional fishing villages to discover aboard a well-equipped 54-56ft yacht.
Duration 8 days Destinations Mykonos, Syros, Naxos, Amorgos, Ios, Santorini Age Range Ages 15+ Operator Intrepid Travel From
10% Off- US$2,110+$117 local payments
Sailing Greece - Mykonos to Santorini
54 Reviews by TourRadar travelers“Best experience of my life. I would recommend this trip to anyone and everyone.”
Rebekah, traveled in September
Eight islands reveal their secrets as you master sailing techniques in Europe's most beautiful archipelago. The route from Mykonos's cosmopolitan harbor to Santorini's volcanic caldera includes hidden coves, ancient ruins, and authentic island culture.
Duration 8 days Destinations Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini Age Range Ages 18+ Operator G Adventures From $1,699
25% Off- US$1,274You save $425
Sailing Greece - Santorini to Santorini
30 Reviews by TourRadar travelers“The very best way to see the islands and avoid the crowds. Loved the boat family we created.”
Jacqueline, traveled in May
A 57-foot yacht carries you to 8 distinctive ports under expert guidance. Mykonos' Little Venice, secluded beaches near Homer's tomb on Ios, and hidden swimming spots around Paros' Venetian ruins highlight the journey.
Duration 10 days Destinations Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros Age Range Ages 16+ Operator G Adventures From $2,349
25% Off- US$1,762You save $587
