Sailing Tours/Trips in Cyclades
Find the best Sailing trips through Cyclades, Greece. There are 33 tours to choose from, that range in length from 3 days up to 15 days. The most popular month for these tours is September, which has the most tour departures.
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
Beyond the Horizon Sale
Simply enter your info below and you'll be granted instant access to prices available only to TourRadar members.
By clicking "Unlock Now" you accept our Terms & Conditions
- Unlock your extra savings
- 24/7 expert travel advice
- Personal tour recommendations
33 Sailing trips through Cyclades with 18 reviews
- Sort by
Sailing Greece - Mykonos to Santorini
"It was a very good experience to visit the islands of Greece by boat. The team was..."
- destinations
- 8 destinations in Greece
- starts/ ends in
- Mykonos / Santorini
- age range
- 16 to 70 year olds
- accommodation
- Berth / Cabin
- transport
- Ship, Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- G Adventures
-23%- Days
- 8
- Our saving
- $325
-
From
$1,399
- US $ 1,074
View MoreGetDownload Brochure- days
- 8
$134 per day29 Apr 2018 5 spaces left 9 May 2018 8 spaces left Sailing Greece - Santorini to Santorini
"Fantastic 10 days with great company and a great tour company. Seeing some of the..."
- destinations
- 9 destinations in Greece
- starts/ ends in
- Santorini / Santorini
- age range
- 16 to 70 year olds
- accommodation
- Berth / Cabin
- transport
- Ship, Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- G Adventures
-33%- Days
- 10
- Our saving
- $590
-
From
$1,799
- US $ 1,209
View MoreGetDownload Brochure- days
- 10
$121 per day3 May 2018 5 spaces left 13 May 2018 4 spaces left Sail Greece - Mykonos to Santorini
8 day sailing tour through Mykonos, Naxos, Cyclades and 3 other destinations in Greece
- destinations
- 6 destinations in Greece
- 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
- operator
- Intrepid Travel
-33%- Days
- 8
- Our saving
- $424
-
From
$1,295
- US $ 871
- +$123 local payments
View MoreGetDownload Brochure- days
- 8
$109 per day19 May 2018 4 spaces left 2 Jun 2018 2 spaces left - Greece
Travel GuidePrepare for an adventure in this stunning destination with our travel guide. Sail and Hike-Explore Cyclades Greece
"What a journey! We got to see so many amazing places in one trip, hiking on non-touristic..."
- destinations
- 7 destinations in Greece
- starts/ ends in
- Lavrion / Lavrion
- age range
- 18 to 75 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- physical rating
- Active
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Personality Journeys Greece
- Days
- 8
- Our saving
- $54
- From
- US $ 1,288
View MoreGetDownload Brochure- days
- 8
$161 per day29 Apr 2018 7 spaces left 22 Sep 2018 1 space left Athens+3 Island Explorer
9 day sailing tour through Athens, Mykonos, Santorini, Ios in Greece
- destinations
- 4 destinations in Greece
- starts/ ends in
- Athens / Ios
- age range
- 18 to 39 year olds
- accommodation
- Hotel
- transport
- Ferry
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Travel Talk
-42%- Days
- 9
- Our saving
- $567
-
From
$1,338
- US $ 771
- +$266 local payments
View MoreGetDownload Brochure- days
- 9
$86 per day19 May 2018 10+ spaces left 26 May 2018 10+ spaces left Athens to Mykonos
5 day sailing tour through Athens, Mykonos in Greece
- destinations
- Athens, Mykonos
- starts/ ends in
- Athens / Mykonos
- age range
- 18 to 39 year olds
- accommodation
- Hotel
- transport
- Ferry
- Regions
- Cyclades Greece, Athens Santorini & Mykonos+1 more
- operator
- Travel Talk
-42%- Days
- 5
- Our saving
- $279
-
From
$658
- US $ 379
- +$224 local payments
View MoreGetDownload Brochure- days
- 5
$76 per day19 May 2018 10+ spaces left 26 May 2018 10+ spaces left Mykonos Flexi 8 day Sailing trip
8 day sailing tour through Mykonos, Paros, Ios, Koufonissia, Naxos in Greece
- destinations
- 7 destinations in Greece
- starts/ ends in
- Mykonos / Mykonos
- age range
- 18 to 65 year olds
- accommodation
- Berth / Cabin
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- YachtHop
- Days
- 8
- Our saving
- $88
- From
- US $ 2,104
View MoreGetDownload Brochure- days
- 8
$263 per day27 Apr 2018 6 spaces left 4 May 2018 6 spaces left Ios Flexi 8 day Sailing trip
8 day sailing tour through Ios, Koufonissia, Naxos, Mykonos, Paros in Greece
- destinations
- 7 destinations in Greece
- starts/ ends in
- Ios / Ios
- age range
- 18 to 65 year olds
- accommodation
- Berth / Cabin
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- YachtHop
- Days
- 8
- Our saving
- $88
- From
- US $ 2,104
View MoreGetDownload Brochure- days
- 8
$263 per day30 Apr 2018 6 spaces left 7 May 2018 6 spaces left Aegean Sunseeker Mykonos to Santorini
8 day sailing tour through Santorini, Ios, Naxos and 3 other destinations in Greece
- destinations
- 6 destinations in Greece
- starts/ ends in
- Santorini / Mykonos
- age range
- 18 to 39 year olds
- transport
- Ship
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Topdeck
- Days
- 8
- Our saving
- $62
- From
- US $ 1,487
View MoreGetDownload Brochure- days
- 8
$186 per day23 Jun 2018 10+ spaces left 7 Jul 2018 10+ spaces left Greece Cyclades Explorer: Premier Catamaran From Paros
7 day sailing tour through Paros, Antiparos, Ios and 5 other destinations in Greece
- destinations
- 8 destinations in Greece
- starts/ ends in
- Paros / Athens
- age range
- 20 to 75 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Yacht Getaways
- Days
- 7
- Our saving
- $38
- From
- US $ 910
View MoreGetDownload Brochure- days
- 7
$130 per day7 Jul 2018 3 spaces left 14 Jul 2018 3 spaces left Highlights of the Cyclades Tour
8 day sailing tour through Athens, Milos, Santorini in Greece
- destinations
- 4 destinations in Greece
- starts/ ends in
- Athens / Athens
- age range
- 12 to 99 year olds
- accommodation
- Hotel
- transport
- Coach / Bus, Ferry
- Islands
- Greek Islands, Aegean Islands, Cyclades Greece+2 more
- operator
- Fez Travel
- Days
- 8
- Our saving
- $66
- From
- US $ 1,573
View MoreGetDownload Brochure- days
- 8
$197 per day1 May 2018 10 spaces left 2 May 2018 10 spaces left Greece Cyclades Explorer: Superior Catamaran From Athens
7 day sailing tour through Athens, Kea, Syros and 5 other destinations in Greece
- destinations
- 8 destinations in Greece
- starts/ ends in
- Athens / Paros
- age range
- 20 to 75 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- physical rating
- Easy
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Yacht Getaways
- Days
- 7
- Our saving
- $46
- From
- US $ 1,102
View MoreGetDownload Brochure- days
- 7
$157 per day21 Jul 2018 2 spaces left 28 Jul 2018 2 spaces left Cruise the Hidden Gems of Greece
8 day sailing tour through Athens, Sifnos, Santorini and 5 other destinations in Greece
- destinations
- 9 destinations in Greece
- starts/ ends in
- Athens / Athens
- age range
- 15 to 99 year olds
- accommodation
- Stateroom / Suite
- transport
- Coach / Bus, Ship
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Intrepid Travel
-23%- Days
- 8
- Our saving
- $812
-
From
$3,500
- US $ 2,688
View MoreGetDownload Brochure- days
- 8
$336 per day1 Aug 2018 6 spaces left Sail & Hike Greece Long Weekend
"Two of us spent five days sailing, hiking, relaxing, paddle boarding, eating 'pastitsio',..."
- destinations
- 6 destinations in Greece
- starts/ ends in
- Lavrion / Lavrion
- age range
- 18 to 75 year olds
- accommodation
- Berth / Cabin
- transport
- Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Personality Journeys Greece
- Days
- 5
- Our saving
- $34
- From
- US $ 816
View MoreGetDownload Brochure- days
- 5
$163 per day3 May 2018 1 space left 11 Oct 2018 10 spaces left Community Sailing Holidays in Cyclades, Greece
"The way Naleia works, not only in delivering a wonderful experience, but also creating..."
- destinations
- 8 destinations in Greece
- starts/ ends in
- Lavrion / Kea
- age range
- 21 to 40 year olds
- accommodation
- Berth / Cabin
- transport
- Ship, Boat
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- operator
- Naleia Yachting
- Days
- 11
- Our saving
- $43
- From
- US $ 1,028
View MoreGetDownload Brochure- days
- 11
$93 per day22 Sep 2018 7 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"Sailing the Greek Islands was an amazing experience. I had been to Greece several..."
Sailing Greece - Santorini to Santorini"What a journey! We got to see so many amazing places in one trip, hiking on non-touristic..."
Sail and Hike-Explore Cyclades Greece"Two of us spent five days sailing, hiking, relaxing, paddle boarding, eating 'pastitsio',..."
Sail & Hike Greece Long Weekend"The way Naleia works, not only in delivering a wonderful experience, but also creating..."
Community Sailing Holidays in Cyclades, Greece