Sail Greece: Mykonos to Santorini

Intrepid Travel · 8 days
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
8 Days
From AUD $2175
Trip Type
Group Tour
Activity Level
Average

Rating


(20 reviews)

Sail Greece: Mykonos to Santorini

Sail Greece: Mykonos to Santorini

Intrepid Travel · 8 days
Duration

8 days

Tour Type

Group Tour

Accommodations

Moderate

Physical Rating

Average

Guide Language

English

Experience Overview

Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini.

Highlights

  • Hop between paradise islands in the iconic Cyclades by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
  • Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
  • Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
  • Watch the sunset from the coast or the deck every night and if you’re game, get up early for sunrise – where better to seize the day than on the sea?
  • Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.

Trip Details

Duration

8 days

Transportation

Boat

Tour Type

Group Tour

Guide Language

English

Starts

Mykonos, Greece

Finishes

Santorini, Greece

Accommodations

Moderate

Travel Style

SailVentures

Physical Rating

Average

Itinerary

1
Day 1: Mykonos
Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant called De-Tox Café located at Marina Tourlos. The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before or after the meeting, maybe head out to explore Mykonos or unwind on one of the island’s sandy beaches. Perhaps visit the Church of Panagia Paraportiani or browse the galleries, restaurants and boutiques. Tonight, why not grab your fellow travellers and wander down to Little Venice to enjoy a cocktail by the water at sunset.

Optional Activities:

  • Syros - Dinner at local family home (min 5 customers required) (25 EUR)

Accommodation:

  • Overnight boat (Number of Nights: 1)
2
Day 2: Syros
Sail to the island of Syros, dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek Revolution made it a safe haven for the persecuted. You can catch a bus up the hill to the fortress-like village of Ano Syros and explore the town’s stone archways and narrow alleyways (the views of the Aegean Sea are stunning from up here!). Maybe sample some authentic Greek food and soak up the culture in the capital Ermoupoli, the capital. Tonight, maybe immerse yourself in local island life with an optional group dinner at a neighbourhood family's home. Tuck into some homemade cuisine made with fresh, seasonal ingredients and enjoy the views from the seafront.

Accommodation:

  • Overnight boat (Number of Nights: 1)
3
Day 3: Naxos
Make your way across the glistening water to Naxos – home to beautiful beaches, fragrant olive groves and the villages of Hora, the capital of Naxos. As the largest Cycladic Island, Naxos also has one of the most colourful mythological histories. The Old Town areas of Hora are perfect for a stroll and some nightlife. Visit the impressive Venetian Kastro, where mansions, monuments and churches all retain their medieval spirit in the winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. You can also head into the countryside to see local rural life, visit one of the oldest temples in Greece, then chill out in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach.

Accommodation:

  • Overnight boat (Number of Nights: 1)
4
Day 4-5: Small Cyclades
Sail to the Small Cyclades, where only Koufonisia, Iraklia, Schinousa and Donousa have permanent residents. Here, you'll discover clear waters, great beaches, friendly locals and sleepy tavernas all built around the fishing villages. Over the next two days you can explore the towns, maybe sampling some fresh seafood in a waterfront taverna – the perfect way to take in the delights of the Mediterranean. Watch the sunset on the board or on the shores of the sea and get to know your fellow travellers as you sail.

Accommodation:

  • Overnight boat (Number of Nights: 2)
5
Day 6: Amorgos
Visit the rugged mountainous island of Amorgos is known for Luc Bresson's film 'The Big Blue.' Amorgos has a history of colonisation and occupation with evidence of a functioning society back as far as 4000 BC! At Katapola, the island's main port, you'll see classic Cycladic architecture with windmills and an old Venetian castle. Stroll the waterfront, explore the ancient Minoan settlement or visit the village of Hora (Amorgos town), which sits high on the rocky mountainside. Maybe drive up to the 11th-century monastery, Moni Hozoviotissis, which was built gripping the cliff face. Soak up the panoramic views across the Aegean Sea and find a good spot for sunset.

Accommodation:

  • Overnight boat (Number of Nights: 1)
6
Day 7: Ios
Continue to Ios – this island has been inhabited since the early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios is home to many gorgeous beaches and is known for the preservation of its classic cube houses, which are packed around the laneways of Hora. A short walk from the harbour are Hora's shops, restaurants, nightclubs, bars and cafes. If you’re seeking a more authentic taste of the Old Town, explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter. Sunset views can be enjoyed from the hill where Panagia Gremiotissa (the Church of the Virgin) sits. The distinctive single palm tree next to the church makes it an icon you can always see from throughout town.

Accommodation:

  • Overnight boat (Number of Nights: 1)
7
Day 8: Santorini
This morning, catch the ferry from Ios to Santorini to arrive at Athinios Port by 12 pm. If you plan to depart today, make sure your flight doesn’t depart Santorini until after 4 pm. Your skipper can assist with organising a taxi to drop you off at your hotel or Santorini Airport. It’s recommend booking a couple of extra night's accommodation to see all the sights that Santorini has to offer – if you do have the time to extend your adventure, just get in touch with your booking agent ahead of time.
Exclusions
  • Flights to and from origin and destinations
  • Airport transfers (arrival and departure)
  • Anything else not explicitly listed in tour inclusions
  • Recommended gratuities/tipping
  • Optional activities/tours
  • Personal expenses
  • Travel insurance
  • Visas, meals and beverages not stated in the list of inclusions.
Important Information
Meals

When meals are not included, your tour leader (where available) will be happy to help with restaurant recommendations, bookings, and directions. Please let us know if you have any dietary needs or preferences. We willdo our best to accommodate these, though we cannot guarantee that every request can be met.

Luggage

You are responsible for your personal belongings throughout the tour. You will need to carry your own bags between the vehicle and your hotel room. Drivers will assist with loading and unloading luggage from the vehicle.

Mobility

Travellers requiring wheelchair access should contact our sales and service team, who can make enquiries on your behalf.

Fitness Level

This tour requires an Average level of fitness. Activities are paced gently and include leisure time. You may be expected to join guided walks of up to one hour, navigate short stairways and mild inclines, and manage your own luggage. You should also be able to board and exit all transport without assistance.

Travellers are expected to be self-sufficient and capable of handling all aspects of their journey. Please discuss your circumstances and support needs with your booking agent to confirm this trip is suitable.

If you are unsure, we recommend consulting your doctor before booking or travelling. (Note: I assume each tour has a different description depending on level of fitness required).

Sightseeing

If a planned site visit is unavailable due to changes in operating hours or holiday closures, the itinerary may be altered, or a comparable activity will be substituted where possible and subject to availability.

Visas

Visa conditions can change. Once you receive your travel documents, check with the relevant embassy, consulate, or immigration office of your destination for the latest information.

  • It is your responsibility to ensure you have the correct and valid travel documents and to comply with all entry requirements.
  • Non-Australian citizens must also confirm visa and identification requirements with the appropriate consulate or visa agency.
  • Certain occupations (for example, journalists, government officials, or those working in charities) may face additional restrictions when applying for visas, which could affect the type of application required.
Departure Dates & Surcharges: See checkout for live dates and availability.
AUD $2,175
(Tour only)
Per Person Twin Share

Duration: 8 days

Trip Type: Group Tour

Activity Level: Average

Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini.

Price based on per person in Double Room for departure 05 May 2026

Customer Reviews

Overall Rating
Excellent
4.5
Guide
Excellent
4.5
Itinerary
Excellent
4.5
Accommodations
Excellent
4.5
Transportation
Excellent
4.5
Tour Operator
Excellent
4.5
Food
Excellent
4.5
4.0
Dawn
Traveled, September 2023

10/08/2023

Fantastic sailing in some of the most breathtaking locations! Great fun on the boat with a good group and our skipper Fotis was fantastic. He kept us safe and notified us of changes due to weather conditions and also provided us with plenty of recommendations for each island. Cabins are small as expected but you have everything you need….just get into the relaxed way of travelling. If you are thinking of doing this don’t hesitate…you will not be disappointed. Keep an open mind about trip itinerary changing and who you will be travelling with, and you will enjoy every minute. We will be going again for sure!!

3.5
Sharon
Traveled, September 2023

09/26/2023

Excellent trip traveling from Mykonos to Santorini. Great group of travelers including many solo travelers like myself. Being the only Americans was unique yet very enjoyable. Started off quite windy, scheduling adjustments were made and agreed upon. Great group of new friends, beautiful locations and stops, lots of fun. I spent an extra day in both Mykonos and Santorini. Highly recommend!

Tour Operator

Intrepid Travel is a global adventure travel company, dedicated to providing sustainable, experience-rich travel opportunities. They’ve been the leader in ethical, small-group travel since 1989 - taking people around the world for more than 30 years. They’re the world’s largest travel B Corporation - dedicated to being the best travel company for the world. In 2002, they established The Intrepid Foundation so their travellers could make a lasting impact on the communities they had visited. Although Intrepid Travel absorbs all administrative costs of The Intrepid Foundation, they are separate legal entities, allowing The Intrepid Foundation to grow independently. Intrepid Travel is made up of a collection of tour operator brands and 28 destination management companies all united by one vision: To change the way we all see the world.

In Business Since 1989