Greek Islands Sailboat Tours & Trips
Explore a wide diversity of tours through Greek Islands. We have 27 tours that vary from 3 days to 15 days. With the greatest number of departures in September, this is also the most popular time of the year.
Find your perfect Click Frenzy dealends on 27 Feb 2019
Greek Islands Sailboat Tours & Trips
Sort: Popularity
Filters
Greek Islands Sailboat Tours & Trips
Sort by
Sort by
Sailing Greece - Mykonos to Santorini
"Highly recommend doing a Sail Greece. It was a week packed full of activities, Islands..."
Instant BookingJust $99 deposit- destinations
- Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini+5 more
- starts/ ends in
- Mykonos / Santorini
- age range
- 12 to 70 year olds
- accommodation
- Berth / Cabin
- transport
- Ship, Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Sailboat, Discovery
- operator
- G Adventures
-20%- Duration
- 8 days
- Price per day
- $145
- From $1,449
- US$1,159
Sign up to save $33628 Apr 20192 spaces left5 May 20194 spaces leftMore informationSailing Greece - Santorini to Mykonos
"Great country, excellent tour leader but very poor comfort...so think about it twice..."
Instant BookingJust $99 deposit- destinations
- Santorini, Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos, Mykonos+7 more
- starts/ ends in
- Santorini / Mykonos
- age range
- 12 to 70 year olds
- accommodation
- Berth / Cabin
- transport
- Ship, Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Sailboat, Discovery
- operator
- G Adventures
-20%- Duration
- 8 days
- Price per day
- $143
- From $1,429
- US$1,143
Sign up to save $3321 May 20198 spaces left5 May 20196 spaces leftMore informationSail Greece: Mykonos to Santorini
"Fantastic trip! Highly recommend"
Instant BookingJust $99 deposit- destinations
- Mykonos, Naxos, Cyclades, Amorgos, Ios, Santorini+4 more
- starts/ ends in
- Mykonos / Santorini
- age range
- 15 to 99 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Motor boat, Sailboat, Discovery+1 more
- operator
- Intrepid Travel
- Duration
- 8 days
- Price per day
- $185
- From
- US$1,482
- +$113 local payments
You save $3818 May 20197 spaces left1 Jun 20197 spaces leftMore informationHidden Cyclades Sailing Adventure
10 day sailing tour through Athens, Serifos, Sifnos and 4 other destinations in Greece
Instant BookingJust $99 deposit- destinations
- Athens, Serifos, Sifnos, Kimolos, Polyaigos, Kythnos, Kea+5 more
- starts/ ends in
- Athens / Athens
- age range
- 15 to 99 year olds
- accommodation
- Berth / Cabin
- transport
- Ship
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- Intrepid Travel
- Duration
- 10 days
- Price per day
- $185
- From
- US$1,848
- +$125 local payments
You save $4711 May 20192 spaces left21 May 20197 spaces leftMore informationBig Fat Greek Holiday - Sailing Greece
"Such a lovely experience thanks to the guide David who was amazing!"
Instant BookingJust $99 deposit- destinations
- Lefkada, Ithaca, Kefallonia, Meganisi, Kalamos, Zakynthos+4 more
- starts/ ends in
- Lefkada / Lefkada
- age range
- 18 to 60 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Islands
- Greek Islands, Ionian Islands+1 more
- Travel style
- Boat, Adventure, Beach, Sailboat+1 more
- operator
- Yacht Batch
-24%- Duration
- 7 days
- Price per day
- $163
- From $1,506
- US$1,140
- +$129 local payments
You save $3671 Jun 20198 spaces left8 Jun 20198 spaces leftMore informationSantorini to Mykonos - Sailing Greece
"Thanks guy for the unique experience!"
Instant BookingJust $99 deposit- destinations
- Santorini, Ios, Naxos, Mykonos, Paros+2 more
- starts/ ends in
- Santorini / Santorini
- age range
- 18 to 60 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, In-depth Cultural+1 more
- operator
- Yacht Batch
-24%- Duration
- 7 days
- Price per day
- $163
- From $1,506
- US$1,140
- +$129 local payments
You save $3671 Jun 20198 spaces left8 Jun 20198 spaces leftMore informationGreece Ionian 7 Days Sailing (Premier Plus)
7 day sailing tour through Gouvia Marina, Kassiopi, Sivota and 4 other destinations in Greece
Just $99 deposit- destinations
- Gouvia Marina, Kassiopi, Sivota, Parga, Antipaxos, Gaios, Lakka+6 more
- starts/ ends in
- Gouvia Marina / Gouvia Marina
- age range
- 18 to 35 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Ionian Islands, Northern Greece+2 more
- Travel style
- Sailboat, Discovery
- operator
- MedSailors
-8%- Duration
- 7 days
- Price per day
- $127
- From $969
- US$892
- +$98 local payments
You save $768 Jun 20196 spaces left15 Jun 20193 spaces leftMore informationMed Sailing in Greece
8 day sailing tour through Lefkada, Meganisi, Ithaca and 4 other destinations in Greece
Instant BookingJust $99 deposit- destinations
- Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos+5 more
- starts/ ends in
- Lefkada / Lefkada
- age range
- 18 to 80 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Islands
- Greek Islands, Ionian Islands+1 more
- Travel style
- Sailboat
- operator
- Med Sailing Holidays
- Duration
- 8 days
- Price per day
- $171
- From
- US$1,369
You save $428 Jun 20194 spaces left15 Jun 20194 spaces leftMore informationGreece Ionian 7 Days Sailing (Catamarans)
7 day sailing tour through Gouvia Marina, Kassiopi, Sivota and 4 other destinations in Greece
Just $99 deposit- destinations
- Gouvia Marina, Kassiopi, Sivota, Parga, Antipaxos, Gaios, Lakka+6 more
- starts/ ends in
- Gouvia Marina / Gouvia Marina
- age range
- 18 to 35 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Ionian Islands, Northern Greece+2 more
- Travel style
- Sailboat, Discovery
- operator
- MedSailors
-8%- Duration
- 7 days
- Price per day
- $143
- From $1,085
- US$1,000
- +$111 local payments
You save $858 Jun 20192 spaces left22 Jun 20198 spaces leftMore informationPride Sailing in Greece (Mykonos)
8 day gay travel tour through Mykonos, Paros, Ios, Santorini, Naxos in Greece
Instant BookingJust $99 deposit- destinations
- Mykonos, Paros, Ios, Santorini, Naxos+2 more
- starts/ ends in
- Mykonos / Mykonos
- age range
- 18 to 55 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Sailboat, Sailing
- operator
- Med Sailing Holidays
- Duration
- 8 days
- Price per day
- $410
- From
- US$3,277
You save $10117 Aug 20196 spaces left24 Aug 20195 spaces leftMore informationSailing & Hiking Explore Cyclades Greece
"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
Instant BookingJust $99 deposit- destinations
- Lavrion, Kea, Kythnos, Syros, Serifos+2 more
- starts/ ends in
- Lavrion / Lavrion
- age range
- 15 to 99 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- Personality Journeys Greece
- Duration
- 8 days
- Price per day
- $135
- From
- US$1,084
You save $3313 Apr 201910 spaces left4 May 201910 spaces leftMore informationAegean Sea Sail and Hike Tour
9 day sailing tour through Athens, Serifos, Milos and 3 other destinations in Greece
Just $99 deposit- destinations
- Athens, Serifos, Milos, Sifnos, Kythnos, Sounio+4 more
- starts/ ends in
- Athens / Athens
- age range
- 15 to 80 year olds
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Yoga, Sailboat, Hiking & Trekking+1 more
- operator
- Aegean Outdoors
- Duration
- 9 days
- Price per day
- $671
- From
- US$6,037
You save $18718 May 20198 spaces left25 May 20198 spaces leftMore informationMykonos - Paros 6 nights - 7 Days Tour.
"A glorious week sailing between beautiful unspoilt islands, staying in small quiet..."
Instant BookingJust $99 deposit- destinations
- Mykonos, Delos, Naxos, Iraklia, Koufonissia, Antiparos, Paros+4 more
- starts/ ends in
- Mykonos / Paros
- age range
- 12 to 80 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- Blue Aegean Sailing
- Duration
- 7 days
- Price per day
- $173
- From
- US$1,210
- +$1,219 local payments
You save $375 May 20196 spaces leftMore informationCorfu Flexi 7 day Sailing trip
7 day sailing tour through Corfu, Sivota, Paxos, Lefkas, Preveza in Greece
Just $99 deposit- destinations
- Corfu, Sivota, Paxos, Lefkas, Preveza+2 more
- starts/ ends in
- Corfu / Corfu
- age range
- 18 to 65 year olds
- accommodation
- Berth / Cabin
- Islands
- Greek Islands, Ionian Islands+1 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- YachtHop
- Duration
- 7 days
- Price per day
- $280
- From
- US$1,957
You save $6113 Apr 20196 spaces left20 Apr 20196 spaces leftMore informationSailing and Climbing in The Greek Islands
8 day sailing tour through Kos, Kalymnos, Astypalaia, Nisyros Island in Greece
Just $99 deposit- destinations
- Kos, Kalymnos, Astypalaia, Nisyros Island+2 more
- starts/ ends in
- Kos / Kalymnos
- age range
- 18 to 99 year olds
- transport
- Boat
- Islands
- Greek Islands, Dodecanese Islands, Aegean Islands+2 more
- Travel style
- Adventure, Sailboat, Hiking & Trekking+1 more
- operator
- Rug and Rock Adventures
- Duration
- 8 days
- Price per day
- $294
- From
- US$2,355
You save $7313 Apr 20198 spaces left8 Jun 20198 spaces leftMore 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"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"Such a lovely experience thanks to the guide David who was amazing!"
Big Fat Greek Holiday - Sailing Greece"Great overall experience! still in touch with the group i met there. we will repeat..."
Santorini to Mykonos - Sailing Greece"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
Sailing & Hiking Explore Cyclades Greece