Sailboat Tours & Trips in Cyclades Greece
Explore a wide diversity of sailboat tours through Cyclades Greece. We have 12 tours that vary from 5 days to 15 days. With the greatest number of departures in September, this is also the most popular time of the year.
12 sailboat Cyclades Greece tours with 90 positive reviews
Sailing Greece - Mykonos to Santorini
"This was a great sailing adventure partly because of our wonderful skipper Dov. He..."
- Destinations
- Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini
- Age Range
- 16 to 70 year olds
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Family, Sailboat, Private, Group, Fully Guided, Easy, Discovery+4 more
- Operator
- G Adventures
-15%- Tour length
- 8 days
- Price per day
- $157
- From $1,479
- US$1,257
You save: $221More 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
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Family, Sailboat, Private, Group, Fully Guided, Moderate, Discovery+4 more
- Operator
- G Adventures
-15%- Tour length
- 8 days
- Price per day
- $157
- From $1,479
- US$1,257
You save: $221More 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, Private, Group, Fully Guided, Discovery+4 more
- Operator
- Intrepid Travel
- Tour length
- 8 days
- Price per day
- $180
- From
- US$1,440
- +$123 local payments
More 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, Private, Group, Fully Guided, Discovery+2 more
- Operator
- Intrepid Travel
- Tour length
- 8 days
- Price per day
- $180
- From
- US$1,440
- +$123 local payments
More 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, Private, Group, Partially Guided, Easy, Discovery, Hiking & Trekking+6 more
- Operator
- Personality Journeys Greece
- Tour length
- 5 days
- Price per day
- $181
- From
- US$905
More informationSailing & Hiking Explore Cyclades Greece
"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
- Destinations
- Lavrion, Kea, Kythnos, Syros, Serifos
- Age Range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Adventure, Sailboat, Private, Group, Partially Guided, Moderate, Discovery, Hiking & Trekking+6 more
- Operator
- Personality Journeys Greece
- Tour length
- 8 days
- Price per day
- $184
- From
- US$1,471
More informationWestern Cyclades & Santorini Sailing Week
"Great skipper excellent choice of islands"
- Destinations
- Paros, Ios, Santorini, Folegandros, Kimolos, Milos, Sifnos
- Age Range
- 6 to 75 year olds
- Islands
- Greek Islands, Aegean Islands, Cyclades Greece+2 more
- Travel Style
- Adventure, Sailboat, Private, Group, Fully Guided, Easy, Discovery+5 more
- Operator
- YachtHop
- Tour length
- 7 days
- Price per day
- $332
- From
- US$2,327
More informationSmall Cyclades & Mykonos Sailing Week
- Destinations
- Paros, Antiparos, Iraklia, Ano Koufonisi Island, Naxos, Mykonos
- Age Range
- 6 to 75 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Adventure, Sailboat, Private, Group, Partially Guided, Easy, Discovery+5 more
- Operator
- YachtHop
- Tour length
- 7 days
- Price per day
- $332
- From
- US$2,327
More informationSailing Greece - Santorini to Santorini
"Hi Certainly not what I expected smooth seas lay in sun!!! The skipper Cornelius..."
- Destinations
- Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros
- Age Range
- 16 to 70 year olds
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Family, Sailboat, Private, Group, Fully Guided, Discovery+3 more
- Operator
- G Adventures
-15%- Tour length
- 10 days
- Price per day
- $157
- From $1,849
- US$1,572
You save: $277More informationSailing Greece - Mykonos to Mykonos
- Destinations
- Mykonos, Syros, Paros, Folegandros, Santorini, Ios, Naxos
- Age Range
- 16 to 70 year olds
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Family, Sailboat, Private, Group, Fully Guided, Discovery+3 more
- Operator
- G Adventures
-15%- Tour length
- 10 days
- Price per day
- $157
- From $1,849
- US$1,572
You save: $277More 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
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Adventure, Sailboat, Private, Group, Fully Guided+3 more
- Operator
- G Adventures
-15%- Tour length
- 15 days
- Price per day
- $156
- From $2,749
- US$2,337
You save: $412More 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
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Family, Sailboat, Private, Group, Fully Guided, Discovery+3 more
- Operator
- G Adventures
-15%- Tour length
- 15 days
- Price per day
- $156
- From $2,749
- US$2,337
You save: $412More information
See All Tour Operators in Cyclades Greece
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"Our guide Dov was great...very personnel and helpful"
Sailing Greece - Mykonos to Santorini"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"This was an excellent tour! The Aegean Sea and Greek Islands are beautiful. We went..."
Sail the Greek Cyclades"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
Sailing & Hiking Explore Cyclades Greece"Great skipper excellent choice of islands"
Western Cyclades & Santorini Sailing Week
Other Regions in Greece
- Greek Islands (381)
- Mainland Greece (345)
- Aegean Islands (337)
- Athens Santorini & Mykonos (324)
- Attica (92)
- Peloponnese Islands (81)
- Mykonos (56)
- Dodecanese Islands (43)
- Eastern Aegean Islands (42)
- Crete (41)
- Northern Greece (34)
- Ionian Islands (30)
- Santorini (28)
- Central Greece (27)
- Saronic Islands (6)
Other types in Cyclades Greece
- Private (310)
- Group (247)
- Partially Guided (197)
- Easy (158)
- Christmas & New Year (102)
- Sightseeing (87)
- Relaxing (72)
- Self-Guided (71)
- Discovery (65)
- Fully Guided (65)
- Independent (59)
- Beach (37)
- Adventure (34)
- In-depth Cultural (33)
- Explorer (33)
- Sailing (27)