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Sailing Tours/Trips in Cyclades
Find the best Sailing trips through Cyclades, Greece. There are 29 tours to choose from, that range in length from 4 days up to 15 days. The most popular month for these tours is May, which has the most tour departures.
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29 Sailing trips through Cyclades with 32 reviews
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Sailing Greece - Mykonos to Santorini
"Highly recommend doing a Sail Greece. It was a week packed full of activities, Islands..."
- 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
- Days
- 8
- Our saving
- $58
- From
- US $ 1,449
View MoreGetDownload Brochure- days
- 8
$181 per day28 Apr 2019 7 spaces left 5 May 2019 8 spaces left 
Sailing 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+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
- Days
- 8
- Our saving
- $57
- From
- US $ 1,429
View MoreGetDownload Brochure- days
- 8
$179 per day1 May 2019 8 spaces left 5 May 2019 6 spaces left 
Greece Sailing Adventure: Cyclades Islands
"The trip was the best holiday I have ever done . Great skipper who made sure we all..."
- destinations
- Santorini, Ios, Amorgos, Cyclades, Naxos, Mykonos, Sifnos, Folegandros+6 more
- starts/ ends in
- Santorini / 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, In-depth Cultural+1 more
- operator
- Intrepid Travel
- Days
- 10
- Our saving
- $46
- From
- US $ 1,779
- +$125 local payments
View MoreGetDownload Brochure- days
- 10
$178 per day11 May 2019 10+ spaces left 21 May 2019 6 spaces left - Greece Travel Guide
Prepare for an adventure in this stunning destination with our travel guide.
Sail Greece: Mykonos to Santorini
"Fantastic trip! Highly recommend"
- destinations
- Mykonos, Naxos, Cyclades, Amorgos, Ios, Santorini+4 more
- starts/ ends in
- Mykonos / Santorini
- age range
- 15 to 99 year olds
- accommodation
- Berth / Cabin, Stateroom / Suite+1 more
- 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
- Days
- 8
- Our saving
- $37
- From
- US $ 1,423
- +$113 local payments
View MoreGetDownload Brochure- days
- 8
$178 per day18 May 2019 8 spaces left 1 Jun 2019 9 spaces left Sailing & Hiking Explore Cyclades Greece
"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
- destinations
- Lavrion, Kea, Kythnos, Syros, Serifos+2 more
- starts/ ends in
- Lavrion / Lavrion
- age range
- 18 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
- Days
- 8
- Our saving
- $34
- From
- US $ 1,084
View MoreGetDownload Brochure- days
- 8
$135 per day13 Apr 2019 10 spaces left 4 May 2019 10 spaces left Mykonos - Paros 6 nights - 7 Days Tour.
"A glorious week sailing between beautiful unspoilt islands, staying in small quiet..."
- 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
- Days
- 7
- Our saving
- $37
- From
- US $ 1,211
- +$1,220 local payments
View MoreGetDownload Brochure- days
- 7
$173 per day5 May 2019 6 spaces left Cyclades Sailing Adventure
"Excellent Sailing Adventure on a wonderfuly equipped yacht between Paros, the Little..."
- destinations
- Paros, Naxos, Koufonissia, Amorgos, Iraklia, Ios, Antiparos+5 more
- starts/ ends in
- Paros / Antiparos
- age range
- 12 to 80 year olds
- accommodation
- Berth / Cabin
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Blue Aegean Sailing
- Days
- 7
- Our saving
- $37
- From
- US $ 1,211
- +$1,220 local payments
View MoreGetDownload Brochure- days
- 7
$173 per day12 May 2019 6 spaces left Sailing And Yoga in East Cyclades Greece
8 day sailing tour through Lavrion, Kythnos, Mykonos and 4 other destinations in Greece
- destinations
- Lavrion, Kythnos, Mykonos, Tinos, Syros, Andros, Kea+5 more
- starts/ ends in
- Lavrion / Kea
- age range
- 18 to 80 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Yoga, Yoga Retreats, Language course+1 more
- operator
- Med Sun Yachts (PC)
- Days
- 8
- Our saving
- $23
- From
- US $ 760
View MoreGetDownload Brochure- days
- 8
$95 per day23 Mar 2019 6 spaces left 30 Mar 2019 6 spaces left Sailing And Yoga in West Cyclades Greece
8 day sailing tour through Lavrion, Kea, Kythnos and 4 other destinations in Greece
- destinations
- Lavrion, Kea, Kythnos, Sifnos, Kimolos, Serifos, Syros+4 more
- starts/ ends in
- Lavrion / Lavrion
- age range
- 18 to 80 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Beach
- operator
- Med Sun Yachts (PC)
- Days
- 8
- Our saving
- $23
- From
- US $ 760
View MoreGetDownload Brochure- days
- 8
$95 per day23 Mar 2019 5 spaces left 30 Mar 2019 5 spaces left Aegean Sea Sail and Hike Tour
9 day sailing tour through Athens, Serifos, Milos and 3 other destinations in Greece
- 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
- Days
- 9
- Our saving
- $187
- From
- US $ 6,043
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- 9
$671 per day18 May 2019 8 spaces left 25 May 2019 8 spaces left Sailing Adventure Cyclades Long Weekend
5 day sailing tour through Athens, Kea, Kythnos, Loutra, Serifos in Greece
- destinations
- Athens, Kea, Kythnos, Loutra, Serifos+2 more
- starts/ ends in
- Athens / Athens
- age range
- 18 to 99 year olds
- accommodation
- Berth / Cabin
- transport
- Boat, Mini-coach
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- Personality Journeys Greece
- Days
- 5
- Our saving
- $20
- From
- US $ 632
View MoreGetDownload Brochure- days
- 5
$126 per day19 Apr 2019 4 spaces left 24 Apr 2019 10 spaces left Cyclades islands Sailing adventure
8 day sailing tour through Athens, Kythnos, Syros and 5 other destinations in Greece
- destinations
- Athens, Kythnos, Syros, Mykonos, Delos, Paros, Antiparos, Serifos+6 more
- starts/ ends in
- Athens / Athens
- age range
- 5 to 85 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Trails Beyond
- Days
- 8
- Our saving
- $41
- From
- US $ 1,309
View MoreGetDownload Brochure- days
- 8
$164 per day22 Jun 2019 8 spaces left 27 Jul 2019 8 spaces left Paros Flexi 4 day Sailing trip
"We had a lovely time and Petros made everything extra special. His knowledge of the..."
- destinations
- Paros, Ios, Koufonissia, Naxos+2 more
- starts/ ends in
- Paros / Naxos
- age range
- 18 to 65 year olds
- accommodation
- Berth / Cabin
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- YachtHop
- Days
- 4
- Our saving
- $64
- From
- US $ 2,081
View MoreGetDownload Brochure- days
- 4
$520 per day6 Apr 2019 6 spaces left 13 Apr 2019 6 spaces left Naxos Flexi 8 day Sailing trip
8 day sailing tour through Naxos, Mykonos, Paros, Ios, Koufonissia in Greece
- destinations
- Naxos, Mykonos, Paros, Ios, Koufonissia+2 more
- starts/ ends in
- Naxos / Naxos
- age range
- 18 to 65 year olds
- accommodation
- Berth / Cabin
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Adventure, Sailboat, Discovery+1 more
- operator
- YachtHop
- Days
- 8
- Our saving
- $85
- From
- US $ 2,741
View MoreGetDownload Brochure- days
- 8
$343 per day6 Apr 2019 6 spaces left 13 Apr 2019 6 spaces left Greece Lightning
7 day adventure tour through Athens, Mykonos, Ios in Greece
- destinations
- Athens, Mykonos, Ios
- starts/ ends in
- Athens / Athens
- age range
- 18 to 39 year olds
- accommodation
- Hostel, Hotel, Berth / Cabin+1 more
- transport
- Ferry
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel style
- Beach, Motor boat, Sailing, Discovery+1 more
- operator
- Topdeck
- Days
- 7
- Our saving
- $46
- From
- US $ 1,139
View MoreGetDownload Brochure- days
- 7
$163 per day28 May 2019 10+ spaces left 11 Jun 2019 10+ spaces left
Sailing Tours/Trips in Cyclades 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"The trip was the best holiday I have ever done . Great skipper who made sure we all..."
Greece Sailing Adventure: Cyclades Islands"Fantastic trip! Highly recommend"
Sail Greece: Mykonos to Santorini"Sailing the Greek Islands was wonderful. The small group (we had 8) experience was..."
Sailing & Hiking Explore Cyclades Greece"A glorious week sailing between beautiful unspoilt islands, staying in small quiet..."
Mykonos - Paros 6 nights - 7 Days Tour.