Greece 9-day Leisure cruise on ECONOMY

Sailing trip from Santorini on Bavaria 51

Day 1 - Santorini
Day 2 - Ios
Day 4 - Naxos
Day 5 - Mykonos
Day 6 - Syros
Day 7 - Paros
Day 8 - Sifnos
Day 9 - Folegandros
Day 1 - Santorini
Sailing Greece from Santorini to Santorini - 0
Day 2 - Ios
Sailing Greece from Santorini to Santorini - 1
Day 4 - Naxos
Sailing Greece from Santorini to Santorini - 2
Day 5 - Mykonos
Sailing Greece from Santorini to Santorini - 3
Day 6 - Syros
Sailing Greece from Santorini to Santorini - 4
Day 7 - Paros
Sailing Greece from Santorini to Santorini - 5
Day 8 - Sifnos
Sailing Greece from Santorini to Santorini - 6
Day 9 - Folegandros
Sailing Greece from Santorini to Santorini - 7
Sailing Greece from Santorini to Santorini - 8
Sailing Greece from Santorini to Santorini - 9
Sailing Greece from Santorini to Santorini - 10
Sailing Greece from Santorini to Santorini - 11
Sailing Greece from Santorini to Santorini - 12
Sailing Greece from Santorini to Santorini - 13
Sailing Greece from Santorini to Santorini - 14
Sailing Greece from Santorini to Santorini - 15
Sailing Greece from Santorini to Santorini - 16
Sailing Greece from Santorini to Santorini - 17
Sailing Greece from Santorini to Santorini - 18
Sailing Greece from Santorini to Santorini - 19
Sailing Greece from Santorini to Santorini - 20
Sailing Greece from Santorini to Santorini - 21
Sailing Greece from Santorini to Santorini - 22
Sailing Greece from Santorini to Santorini - 23
Sailing Greece from Santorini to Santorini - 24
Sailing Greece from Santorini to Santorini - 25
Sailing Greece from Santorini to Santorini - 26
Sailing Greece from Santorini to Santorini - 27
Sailing Greece from Santorini to Santorini - 28
Sailing Greece from Santorini to Santorini - 29
Sailing Greece from Santorini to Santorini - 30
Sailing Greece from Santorini to Santorini - 31

Sailing Cruise Itinerary

map thumb image
map image

**This is a sample itinerary. The actual itinerary may be adjusted by the captain or the service provider due to weather conditions or other reasons.

Sailing tour introduction

Embark on an unforgettable sailing vacation from Santorini, where crystal-clear waters and charming islands await. This journey will take you through the iconic Cyclades, visiting vibrant Ios, the serene Small Cyclades, the cultural heart of Naxos, lively Mykonos, historical Syros, picturesque Paros, the authentic charm of Sifnos, and the rugged beauty of Folegandros. Each island offers its unique blend of stunning landscapes, ancient history, and vibrant local culture, making this an ideal adventure for those seeking both relaxation and exploration in the Greek islands.

Day 1 Santorini

Santorini

Arrival day. Join the group at 11am for a welcome meeting and safety briefing before beginning the journey through the Cyclades.

Day 2 Ios

Ios

Stop at Ios island and get up close to the hillside clusters of blue-roofed white buildings, explore an amphitheatre and stand on the golden beaches. Look out at the sapphire sea while soaking in the Greek island ambience. Take a scenic 25 minute walk up the hill to the old town of Hora. If there’s time visit the tomb of the famous poet Homer or head the famous Manganari beach on the south side of the island to enjoy the sun and clear water.

Day 3 Small Cyclades

Spend time in the Greek Isles with experienced skippers and a flexible schedule. The coming days will be tailored to meet the desires of the group and weather conditions. Stops might include Ios, the Small Cyclades and Naxos.

Day 4 Naxos

Naxos

Bring your license to explore the island by car rental. Stop at the Temple of Dimitra, a local microbrewery and the Church of Droisiani to see the 6th century wall paintings. Take in the view up on Mount Zeus at Zas Cave and enjoy a meal at a welcoming local tavern owned by the town butcher. End the day at Apollonas beach. (If you don't have an EU Drivers Licence - make sure to get an International Licence, to be able to rent a car)

Day 5 Mykonos

Mykonos

Arrive to Mykonos and opt to visit the local windmills and enjoy a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to this picturesque island.

Explore the island of Mykonos, Greece’s most famous cosmopolitan island. Named for the grandson of the Greek God Apollo, Mykonos’ vibe is uniquely glam yet simple and has something for everyone. A vivid nightlife, beautiful beaches and historical sites draw in all kinds of travellers including celebrities, families, and students. Visit the local windmills and maybe enjoy a cocktail on a veranda overlooking Little Venice.

Day 6 Syros

Syros

Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stroll through the markets of Syros, uncover the beauty of the Venetian ruins in Paros and walk and hike through the trails and paths of Sifnos. Wander the breathtaking cliffside city of Hora or enjoy cocktails at sunset. Stretch those sea legs on the island of Syros while on a short hike, visiting local markets or admiring the Medieval architecture unique to the island. The major port city of Ermoupolis is the financial centre and capital of Syros as well as the Cyclades.

Day 7 Paros

Paros

Paros is known for its hidden beaches, quaint villages and bountiful plant life. The countryside is filled with vineyards, olive groves and fruit trees while in the spring the scenery is dotted with bursts of colour from blooming flowers. Explore or sit back at a tavernas and enjoy the view while savouring some yummy Greek food. History buffs tend to flock to the North side of Paros to Naousa to see the town’s historic port and Venetian ruins.Spend the next few days enjoying more of the Cyclades.

Day 8 Sifnos

Sifnos

Walk around the island of Sifnos past snowy white houses, little churches with blue domes on green hills that lead to sandy beaches. Hike along the walking trails with spectacular views of olive groves and wild juniper. The island hosts a number of small, locally-owned and operated ceramic workshops, some of which are open to the public. Stop in and pick up a unique, authentic keepsake to take home.

Day 9 Folegandros

Folegandros

Explore one of the must see islands in the Cyclades, Folegandros, and the beautiful city of Hora. The capital which is located up in the hills, boasts a traffic-free main street with plenty of green spaces to explore. Spend some time hiking the trails, taking photos of the classic whitewashed houses decorated with colorful bougainvillea or exploring under the waves while snorkeling.

Day 10 Santorini

Depart after breakfast.

Cruise Boat Details

Sail boat Bavaria Cruiser 51 - ECONOMY
Length 15.59 m
Berths 10
Beam 4.67 m
Capacity 10
Draft 2.25 m
Cabins 5
Engine 75 hp
Bathroom 3

Cruise Price Details

Price includes

  • 9 nts aboard a 18m (58 ft) Sailing yacht. Fully licensed Skipper. Snorkelling equipment.
  • No meals included
  • 18m (58 ft) sailing yacht.
  • 4 twin/double bed cabins, 4 bathrooms, 3 showers.
  • Skipper/CEO (Chief Experience Officer) throughout.

Price does not include

  • Please also make sure you have access to at least an additional USD $200 (or equivalent) as an 'emergency' fund, to be used when circumstances outside our control (ex. a natural disaster) require a change to our planned route. This is a rare occurrence!
  • Please note: We do not have a constant power source onboard, and cannot facilitate the use of Sleep Apnea/CPAP machines. Bringing a suitable battery pack is required. Inoculations may be required for the country visited. It is your responsibility to consult with your travel doctor for up to date medical travel information well before departure. No particular health issues in Greece, just that in some more remote islands bottled water is more recommended to drink. Just keep in mind that some heat waves are possible from June to October all over the country. People who are sensitive to seasickness should come prepared. You should consult your doctor for up-to-date medical travel information well before departure. We recommend that you carry a First Aid kit, hand sanitizers / antibacterial wipes as well as any personal medical requirements.

Your peace of mind options

Cancellation policy

A transparent overview of applicable fees

Travel insurance

Be covered for any unforseen circumstances

Choose your sailing vacation date

Start

Duration

Finish

Availability

Price / Person

Start

Price / Person

30 September 2025

Santorini (Greece)

9 Days / 8 Nights

09 October 2025

Santorini (Greece)

FULL

from $2,146

22 April 2026

Santorini (Greece)

9 Days / 8 Nights

01 May 2026

Santorini (Greece)

Available

from $2,275

02 May 2026

Santorini (Greece)

9 Days / 8 Nights

11 May 2026

Santorini (Greece)

Available

from $2,275

12 May 2026

Santorini (Greece)

9 Days / 8 Nights

21 May 2026

Santorini (Greece)

Available

from $2,275

22 May 2026

Santorini (Greece)

9 Days / 8 Nights

31 May 2026

Santorini (Greece)

Available

from $2,275

01 June 2026

Santorini (Greece)

9 Days / 8 Nights

10 June 2026

Santorini (Greece)

Available

from $2,520

11 June 2026

Santorini (Greece)

9 Days / 8 Nights

20 June 2026

Santorini (Greece)

Available

from $2,520

21 June 2026

Santorini (Greece)

9 Days / 8 Nights

30 June 2026

Santorini (Greece)

Available

from $2,520

01 July 2026

Santorini (Greece)

9 Days / 8 Nights

10 July 2026

Santorini (Greece)

Available

from $2,520

11 July 2026

Santorini (Greece)

9 Days / 8 Nights

20 July 2026

Santorini (Greece)

Available

from $2,520

Cruise reviews

Customer reviews for the company operating the cruise

How customer reviews and ratings work

We use the Average with Prior (also known as Bayesian Average) to calculate the total rating for each sailing cruise

Since new cruises could have very few reviews, each review can significantly impact the average score, potentially leading to misleading representations of the total score (e.g., one very positive or very negative review skewing the overall rating). To mitigate this, we use a "prior" or "default" score.

This means that each cruise, by default, starts with a rating of 4, which is calculated from 5 hypothetical reviews, each rated 4. This assumption provides a baseline level of performance that is neutral-to-positive.

For example, if a new cruise receives a 5-star review, the total rating will be adjusted to 4.17. Here's how it is calculated: (4 × 5) + 5 = 25 and then divided by the total number of reviews 6 (5 default + 1 actual review), resulting in 4.17

As more reviews come in, the weight of the actual reviews increases, and the influence of the prior diminishes.

Do not do it too fast !!!

Write a review

Rating field is required!

Other Cruises and Sailing Trips in Greece

Price per person
from $238 per day
Select dates
Our website uses cookies. By continuing we assume your permission to deploy cookies, as detailed in our Privacy policy