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2026

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2027

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

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ChildrenUnder 18

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From
$2,087
US $1,693 per person

Sail Greece: Mykonos to Santorini

8 days
From Mykonos to Santorini
4.5 (15 reviews)
From
$2,087
-19%
US $1,693 per person
+ $115 Kitty

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Fully Guided
An experienced guide will be with you for the entire tour
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in English
Group Size 1 - 11
Ages 15+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Mykonos

    Mykonos

    Optional Activities

    • Explore Mykonos island
    • Visit Church of Panagia Paraportiani
    • Browse galleries, restaurants and boutiques
    • Swim on sandy beaches
    • Enjoy cocktails at Little Venice at sunset
    Landmarks
    Church of Panagia Paraportiani
    Little Venice
    Itinerary Image 1
  2. Day 2

    Mykonos to Syros

    Mykonos to Syros

    Included Activities

    • Sail to Syros
    • Swim at Bay of Gaidharos

    Optional Activities

    • Bus to Ano Syros village
    • Explore stone archways and narrow alleyways
    • Sample authentic Greek food in Ermoupoli
    • Group dinner at neighbourhood family home
    Landmarks
    Bay of Gaidharos
    Ano Syros
    Ermoupoli
    Itinerary Image 1
  3. Day 3

    Syros to Naxos

    Syros to Naxos

    Included Activities

    • Sail to Naxos

    Optional Activities

    • Stroll through Old Town areas of Hora
    • Visit Venetian Kastro
    • Visit old Roman Catholic Cathedral
    • Visit Archaeological Museum
    • See Portara and Temple of Apollo
    • Explore countryside and rural village life
    • Visit one of the oldest temples in Greece
    • Lunch at family tavern
    • Sample Kitron (lemon liquor)
    • Walk along the beach
    Landmarks
    Venetian Kastro
    Roman Catholic Cathedral
    Archaeological Museum
    Portara
    Temple of Apollo
    Hora
    Itinerary Image 1
  4. Day 4

    Naxos to Small Cyclades

    Naxos to Small Cyclades

    Included Activities

    • Sail to Small Cyclades

    Optional Activities

    • Explore towns
    • Sample fresh seafood at waterfront taverna
    Landmarks
    Koufonisia
    Iraklia
    Schinousa
    Donousa
  5. Day 5

    Small Cyclades to Amorgos

    Small Cyclades to Amorgos

    Included Activities

    • Sail to Amorgos

    Optional Activities

    • Explore towns
    • Sample fresh seafood at waterfront taverna
  6. Day 6

    Amorgos

    Amorgos

    Optional Activities

    • Visit Katapola port
    • See classic Cycladic architecture
    • Explore ancient Minoan settlement
    • Visit Hora village
    • Drive to Moni Hozoviotissis monastery
    • Watch sunset from panoramic viewpoint
    Landmarks
    Katapola
    Hora
    Moni Hozoviotissis
    Itinerary Image 1Itinerary Image 2
  7. Day 7

    Amorgos to Ios

    Amorgos to Ios

    Included Activities

    • Sail to Ios

    Optional Activities

    • Explore Hora and its cube houses
    • Visit shops, restaurants, nightclubs, bars and cafes
    • Explore Old Town
    • Visit Gialos beach
    • Visit Milopotas beach
    • Try water sports
    • Visit Valmas, Kolitzani or Tsamaria beaches
    • Watch sunset from Panagia Gremiotissa church
    Landmarks
    Hora
    Gialos Beach
    Milopotas Beach
    Panagia Gremiotissa
  8. Day 8

    Ios to Santorini

    Ios to Santorini

    Included Activities

    • Ferry from Ios to Santorini

    Optional Activities

    • Taxi transfer to hotel or airport
    Landmarks
    Athinios Port
    Itinerary Image 1

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Guide
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Meals
  • Optional

Operated by

Intrepid Travel

Platinum Operator
Rating
4.5 (12,100 reviews)
Response time
3 hours
Response rate
84%
Cancellation policy

Traveler Reviews

4.5
Overall rating based on 15 Reviews
  • Itinerary
    5.0
  • Transport
    4.6
  • Guide
    4.0
  • Accommodation
    4.1
  • Food
    4.0
  • 4.5

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  • Justin5.0May 2025
    Sarah and I have just finished sailing from Mykonos to Santorini with Fotis. This was an amazing experience and...
    Show more
    Traveled in May 2025
    Reply from: Intrepid Travel
    Thank you for sharing your experience with us! We are happy to hear that you had such a wonderful time sailing in such a beautiful place and that you had the opportunity to make some wonderful memories of your time in Greece. We look forward to sailing with you again soon!
    Show more
  • Anamaria
    Anamaria5.0August 2024
    What an amazing trip! Jorgos was an absolute star and an amazing skipper/ guide. Itinerary was amazing. Yes, sailing...
    Show more
    Traveled in August 2024
    Reply from: Intrepid Travel
    Hi Anamaria! Thank you for sharing your experience with us, we're thrilled to hear that you had an amazing trip and that Jorgos made it even more special with his exceptional guidance and sailing skills. It’s great to know that the itinerary was a hit and that you embraced the challenges of boat life. We sincerely apologize for the communication issues you encountered and the confusion with the starting location. Your feedback is invaluable, and we’ll be addressing these concerns with the relevant teams to ensure a smoother experience for future travellers. Thank you again for your review, and we hope to welcome you on another adventure soon!
    Show more
  • Tracey4.7September 2019
    Rita is an excellent skipper, very inclusive puts everyone at ease and creates a great team environment, very...
    Show more
    Traveled in June 2019
  • David4.7September 2019
    Sailing trip is specific for only certain people
    Traveled in June 2019
  • Lukas4.7September 2019
    We had a great time on the boat. Fotis Angelopoulos was a fantastic skipper! Made us feel very welcome and showed us...
    Show more
    Traveled in June 2019
  • Danielle5.0September 2019
    This trip was a wonderful introduction to 7 Greek islands, all of which had their own cultural styles and scenic...
    Show more
    Traveled in June 2019
  • Nicole4.0September 2019
    Having an organized trip and itinerary that is well researched
    Traveled in June 2019
  • Tracy4.3September 2019
    Our skipper Rita Hajdu was amazing.Not only was she an accomplished skipper who made sure the sails were up at every...
    Show more
    Traveled in May 2019
  • Terry4.3September 2019
    Trip was exactly what I expected and more
    Traveled in May 2019
  • Maureen5.0September 2019
    We had an excellent professional friendly delightful skipper called Rita Hajdu and thanks to her we had the...
    Show more
    Traveled in May 2019

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Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends in1d1h39m41s
  • From Tuesday
    11 Aug, 2026
    To Tuesday
    18 Aug, 2026
    Check the availability with the operator
    Departure on request
    From:
    US $2,227 per person
    Kitty
    $115
  • From Saturday
    15 Aug, 2026
    To Saturday
    22 Aug, 2026
    Check the availability with the operator
    Departure on request
    From:
    US $2,122 per person
    Kitty
    $115
  • From Tuesday
    25 Aug, 2026
    To Tuesday
    1 Sep, 2026
    Check the availability with the operator
    Departure on request
    From:
    US $2,227 per person
    Kitty
    $115
  • 2 Other Unavailable Departures
  • -19%
    From Saturday
    29 Aug, 2026
    To Saturday
    5 Sep, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    $2,087
    US $1,693 per person
    Multiple Room Types
    Kitty
    $115
  • -9%
    From Tuesday
    8 Sep, 2026
    To Tuesday
    15 Sep, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    $2,252
    US $2,039 per person
    Multiple Room Types
    Kitty
    $115
  • -9%
    From Saturday
    12 Sep, 2026
    To Saturday
    19 Sep, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    $2,262
    US $2,048 per person
    Multiple Room Types
    Kitty
    $115
  • From Tuesday
    22 Sep, 2026
    To Tuesday
    29 Sep, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    US $2,262 per person
    Multiple Room Types
    Kitty
    $115
  • -14%
    From Saturday
    26 Sep, 2026
    To Saturday
    3 Oct, 2026
    English
    Almost Sold Out
    Check the availability with the operator
    Departure on request
    From:
    $2,192
    US $1,881 per person
    Multiple Room Types
    Kitty
    $115
  • Instant Confirmation
    -14%
    From Tuesday
    6 Oct, 2026
    To Tuesday
    13 Oct, 2026
    English
    Almost Sold Out
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $2,192
    US $1,881 per person
    Multiple Room Types
    Kitty
    $115
  • Instant Confirmation
    From Tuesday
    4 May, 2027
    To Tuesday
    11 May, 2027
    English
    Almost Sold Out
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $2,237 per person
    Multiple Room Types
    Kitty
    $115

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

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More benefits

What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
We couldn't find results
Try a different search term or ask a question to this adventure's experts
  • R

    Ruth

    Asked on April 20th, 2025

    What boat/yacht will be sailing on the June 21-28 trip? Can you send information on the boat - size, photos and specifications?

    Tour Details
    • Intrepid TravelOperatorWritten April 2025

      Ocean Star 56 is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin, the Ocean Star 56 is the perfect yacht for novices to learn the 'ropes'.

  • A

    Ali

    Asked on April 7th, 2025

    Are the passengers mostly families? couples? retirees? My friend and I are both in our 30s and wanted to understand the current makeup of other passengers to help inform our decision.

    Age Range
    Tour Details
    • Intrepid TravelOperatorWritten April 2025

      Our 07JUN departure has everyone over the age of 50. Our 17JUN departure has a mix of groups with ages ranging from 20's, 30's, 40's, & 60's.

    • A

      Ali

      TravelerWritten May 2025

      Is there availability on the 7 June departure?

    • Intrepid TravelOperatorWritten May 2025

      The June 7th, 2025 departure only has 1 space left.

    • A
      2 more answers
  • N

    Nicole

    Asked on March 27th, 2025

    Can you tell me what the average age of traveler is for the Sail Greece Mykonos to Santorini Tour? We are a couple in our very early 40s and are hoping to find a trip that does not have very old people on it. Also, I see that it says if you are going to have a late night you should probably stay in town. What time does that mean? We don't ever stay out past midnight, but is that too late?

    Age Range
    Tour Details
    • Intrepid TravelOperatorWritten March 2025

      This trip is open for travelers above 15 years of age. Most of the travelers booked on the trip departing on 19 July 2025 are in their 30s and few in their 50s and 60s. As per the itinerary, if you are looking to have a late night, it is recommended to head into town so you can experience the local night life. Your leader will be able to advise further information on timing during the trip.

  • E

    Emily

    Asked on February 23rd, 2025

    What are the group sizes for this tour?

    Group size
    • Intrepid TravelOperatorWritten February 2025

      The group sizes can vary, but typically you will be part of a small group which allows for a more personalized experience.

  • B

    Bill

    Asked on January 11th, 2025

    Could it be possible to allow three children to be part of the booking? Their ages are: 8, 4, and one year old.

    Age Range
    Tour Details
    • Intrepid TravelOperatorWritten January 2025

      Unfortunately, they are unable to accommodate your request at this time. We would be delighted to assist you in finding alternative tours that align with your preferences.

  • G

    Gina

    Asked on December 23rd, 2024

    Are meals included on the boat?

    Meals
    • Intrepid TravelOperatorWritten December 2024

      The trip includes breakfast and lunch on the boat, which are managed through a shared trip kitty. Travelers are responsible for meal preparation and purchases at local supermarkets near mooring spots.

  • M

    Max

    Asked on November 28th, 2024

    Can you do a boat with 6 people possibly 8?

    Group size
    • Intrepid TravelOperatorWritten November 2024

      Were you looking to charter the boat for your group or were you looking to just have your group of 6-8 join on a pre-existing departure?

  • G

    Gonzalo

    Asked on July 31st, 2024

    How does the payment process work for the trip?

    Payments
    • Intrepid TravelOperatorWritten August 2024

      A deposit is required to confirm your booking, with the balance due at least 56 days prior to departure. Payment methods and details are outlined during the booking process.

  • L

    Leslie

    Asked on June 30th, 2024

    What happens if the trip dates I want are fully booked?

    Price / Availability
    • Intrepid TravelOperatorWritten July 2024

      If your preferred departure date is fully booked, you can choose alternate dates that have availability or consider a different itinerary.

  • W

    Walter

    Asked on June 21st, 2024

    What currency is used on this trip?

    Payments
    • Intrepid TravelOperatorWritten June 2024

      The local currency will be used. It is advisable to have a small amount of local currency for incidental expenses although other major currencies are often accepted.

Can’t find the answer to your question?
Reach out to the experts at Intrepid Travel with your enquiry, they usually respond within 3 hours.
From
$2,087
-19%
US $1,693 per person
+ $115 Kitty

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

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Good to Know

Tour ID: 22862

  • Currency
    Euro
    Greece
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Greece. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Greece. Ideally 2 months before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before October 2nd, 2026 a full payment is necessary. For tours departing after October 2nd, 2026, a minimum payment of $400 is required to confirm your booking with Intrepid Travel. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Intrepid Travel will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Intrepid Travel" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec