Greek Islands Sailboat Tours & Trips
Explore a wide diversity of sailboat tours through Greek Islands. We have 19 tours that vary from 5 days to 15 days. With the greatest number of departures in May, this is also the most popular time of the year.
19 Greek Islands Sailboat trips with 105 reviews
Sailing Greece - Mykonos to Santorini
"Excellent sailing tour! Had some great time!"
- destinations
- Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Family, Sailboat, Discovery+1 more
- operator
- G Adventures
-15%- Tour length
- 8 days
- Price per day
- $157
- From $1,479
- US$1,257
You save: $222More informationMed Sailing in Greece
"So let me preface this by saying I have not gone on a sail yet and with Corona happening,..."
- destinations
- Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos
- age range
- 18 to 80 year olds
- Islands
- Greek Islands, Ionian Islands+1 more
- Travel style
- Sailboat
- operator
- Med Sailing Holidays
- Tour length
- 8 days
- Price per day
- $176
- From
- US$1,410
More informationSailing Greece - Santorini to Mykonos
"Great country, excellent tour leader but very poor comfort...so think about it twice..."
- destinations
- Santorini, Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos, Mykonos
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Family, Sailboat, Discovery+1 more
- operator
- G Adventures
-15%- Tour length
- 8 days
- Price per day
- $157
- From $1,479
- US$1,257
You save: $222More informationSail Greece: Mykonos to Santorini
"Fantastic trip! Highly recommend"
- destinations
- Mykonos, Naxos, Cyclades, Amorgos, Ios, Santorini
- age range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Motor boat, Sailboat, Discovery+1 more
- operator
- Intrepid Travel
- Tour length
- 8 days
- Price per day
- $184
- From
- US$1,475
- +$113 local payments
More informationHidden Cyclades Sailing Adventure
- destinations
- Athens, Kythnos, Serifos, Vathi, Kimolos, Polyaigos, Sifnos, Platis Gialos, Kea
- age range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- Intrepid Travel
- Tour length
- 10 days
- Price per day
- $195
- From
- US$1,950
- +$125 local payments
More informationSailing Greece - Santorini to Santorini
"Fantastic 10 days with great company and a great tour company. Seeing some of the..."
- destinations
- Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Family, Sailboat, Discovery+1 more
- operator
- G Adventures
-15%- Tour length
- 10 days
- Price per day
- $157
- From $1,849
- US$1,572
You save: $277More informationSailing & Exploring the Islands South of Corfu
- destinations
- Corfu, Sivota, Lakka, Paxos, Antipaxos, Ammoudia, Plataria, Lefkimmi
- age range
- 25 to 55 year olds
- Ship
- Morpheus
- Regions
- Greek Islands, Ionian Islands, Northern Greece+2 more
- operator
- Windventures
- Tour length
- 8 days
- Price per day
- $122
- From
- US$974
More informationPride Sailing in Greece (Mykonos)
- destinations
- Mykonos, Paros, Ios, Santorini, Naxos
- age range
- 18 to 55 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Sailboat, Sailing
- operator
- Med Sailing Holidays
- Tour length
- 8 days
- Price per day
- $225
- From
- US$1,801
More informationSailing Greece - Santorini to Athens
"Incredible trip. Skipper was fantastic, knowledgeable, and looked after our every..."
- destinations
- Santorini, Folegandros, Ios, Kimolos, Sifnos, Antiparos, Paros, Naxos, Mykonos, Syros, Kythnos, Kea, Hydra, Aegina, Athens+6 more
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat
- operator
- G Adventures
-15%- Tour length
- 15 days
- Price per day
- $156
- From $2,749
- US$2,337
You save: $412More informationCorfu & Beyond - Sailing and Exploring the North Ionian Islands
- destinations
- Corfu, Kalami, Erikoussa, Othonoi, Paleokastritsa, Lakka, Lefkimmi
- age range
- 25 to 55 year olds
- Ship
- Morpheus
- Islands
- Greek Islands, Ionian Islands+1 more
- operator
- Windventures
- Tour length
- 8 days
- Price per day
- $122
- From
- US$974
More informationGreece Ionian 7 Days Sailing (Catamarans)
- destinations
- Gouvia Marina, Kassiopi, Sivota, Parga, Antipaxos, Gaios, Lakka
- age range
- 18 to 35 year olds
- Regions
- Greek Islands, Ionian Islands, Northern Greece+2 more
- Travel style
- Sailboat, Discovery
- operator
- MedSailors
-6%- Tour length
- 7 days
- Price per day
- $158
- From $1,176
- US$1,105
You save: $71More informationSailing Greece - Athens to Santorini
- destinations
- Athens, Aegina, Hydra, Kythnos, Kea, Syros, Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini+3 more
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Family, Sailboat, Discovery+1 more
- operator
- G Adventures
-15%- Tour length
- 15 days
- Price per day
- $156
- From $2,749
- US$2,337
You save: $412More informationSail Greece: Santorini to Mykonos
- destinations
- Santorini, Ios, Amorgos, Cyclades, Naxos, Mykonos
- age range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Sailboat, Discovery
- operator
- Intrepid Travel
- Tour length
- 8 days
- Price per day
- $184
- From
- US$1,475
- +$113 local payments
More informationSailing Greece - Mykonos to Mykonos
- destinations
- Mykonos, Syros, Paros, Folegandros, Santorini, Ios, Naxos
- age range
- 16 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Family, Sailboat, Discovery+1 more
- operator
- G Adventures
-15%- Tour length
- 10 days
- Price per day
- $157
- From $1,849
- US$1,572
You save: $277More informationSail the Greek Cyclades
"Amazing week, the good weather helped, Alex was the best sort of captain, eager to..."
- destinations
- Athens, Kea, Kythnos, Loutra, Serifos
- age range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery, Hiking & Trekking+2 more
- operator
- Personality Journeys Greece
- Tour length
- 5 days
- Price per day
- $167
- From
- US$833
More information
Greek Islands Sailboat Tour Reviews
"It was a very good experience to visit the islands of Greece by boat. The team was..."
Sailing Greece - Mykonos to Santorini"Just absolutely unbelievable. Was the trip of a lifetime! I’ve never had such fun...."
Med Sailing in Greece"Great country, excellent tour leader but very poor comfort...so think about it twice..."
Sailing Greece - Santorini to Mykonos"Fantastic trip! Highly recommend"
Sail Greece: Mykonos to Santorini"Sailing the Greek Islands was an amazing experience. I had been to Greece several..."
Sailing Greece - Santorini to Santorini"Incredible trip. Skipper was fantastic, knowledgeable, and looked after our every..."
Sailing Greece - Santorini to Athens