Sail Greece: Mykonos to Santorini
Experience Overview
Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.
Highlights
- Tour the iconic Cyclades Islands 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.
- Pass the bleached-white villages that cling to plunging cliffs along the rim of a volcano –Santorini has some of the most distinctive and attractive landscapes in the world.
- 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
Product Code: 3303
Tour Type: Small Group
Accommodation: Moderate
Transport: Boat
Guide Language: English
Tour Operator:
Intrepid Travel
Supplier Code: ZSRP
Starts: Mykonos, Greece
Finishes: Santorini, Greece
Duration: 8 days
Departures: Guaranteed
Physical Rating:
Average
Includes
Accommodation: Overnight boat (7 nights)
Price
Price per person: (Double Occupancy) CAD $2,165 ($271 /day)
Itinerary
Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant (Cantina Mykonos). 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.
Accommodation:
- Overnight boat (Number of Nights: 1)
This morning, head for the Bay of Gaidharos for breakfast and a swim, before making 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. Over the next few days, you’ll sail to Syros, the Small Cyclades, Amorgos, Ios, then you’ll return to Santorini.
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 are stunning from up here). Sample authentic Greek food and culture in the capital of Syros and the Cyclades, Ermoupoli, and check out the town hall in the main square.
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. Explore the town, maybe sampling some fresh seafood in a waterfront taverna – a great way to take in the magic of the Mediterranean.
Visit the rugged mountainous island of Amorgos is known as the location of 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, built gripping the cliff face with panoramic views across the Aegean Sea.
Continue to Ios, an island inhabited since early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios has managed to retain some allure from the abundance of beaches and preservation of its classic cube houses 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.
On your penultimate day, you’ll sail back towards Santorini, spending the final night of the trip in Thirasia. Formed by a huge volcanic explosion, Santorini is instantly recognisable with its blue and white buildings, fascinating ruins and natural beauty. After sailing through the caldera, maybe head to the capital of Fira, sitting the edge of the caldera. Popular for its restaurants, shops and bars, you can make the most of the scenery on a walk along the rim to Firostefani, Imerovigli and Oia. Santorini's volcanic beaches are also a must-see – head to Red Beach or the black beaches of Perissa, Vlhada, Perivolos and Agios Georgios.
Accommodation:
- Overnight boat (Number of Nights: 6)
Your adventure comes to an end this morning in Santorini at Athinios Port. If you plan to depart today, make sure your flight doesn’t depart until after 4 pm. Your skipper can assist with organizing 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.
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Tour Operator
Intrepid Travel
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
Reviews
Dawn - Traveled, September 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!!
Source: Tour operator Submitted: 10/08/2023
Sharon - Traveled, September 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!
Source: Tour operator Submitted: 09/26/2023
Alex - Traveled, September 2023
Highly recommend joining this adventure! My group was a mix of ages and countries and became a boat family with so many amazing shared experiences. This is the way to see the Greek Islands - and the hidden parts that most people don't see!
Source: Tour operator Submitted: 09/28/2023
Linda - Traveled, September 2023
Sailing around the Greek Islands was a trip of a lifetime. Our skipper was so knowledgeable about the islands history and made our trip so enjoyable. Sailing with like minded people also enhanced the experience. Had the best week filled with great food, swimming and much laughter. Highly recommend.
Source: Tour operator Submitted: 09/26/2023
Rob - Traveled, September 2023
Fantastic trip and great mix of islands to visit. I can’t fault our skipper George- he went above and beyond for us. I wouldn’t hesitate in recommending George and this trip to others.
Source: Tour operator Submitted: 09/17/2023
Georgia-May - Traveled, September 2023
We had the trip of a lifetime, sailing around the Aegean with a really cool Captain & group. Lots of Sun, Sailing and Swimming!
Source: Tour operator Submitted: 09/10/2023
Amy - Traveled, October 2023
This trip was booked for my 40th Birthday with 2 friends. Our captain George was amazing. He is knowledgeable about the areas you visit and a proud sailor. The relaxed vibe of this trip was well needed and highly recommended. So glad we booked it!
Source: Tour operator Submitted: 10/14/2023
Carole - Traveled, October 2023
The sailing journey was incredible and met the most memorable people from all different walks of life. Excellent leader & Capitain George will go the extra mile for his passengers. Highly recommended
Source: Tour operator Submitted: 10/10/2023
Andy - Traveled, October 2023
I quite enjoyed our seven day sail through the Greek isles. Our captain had a dry sense of humor, exhibited great confidence in the handling of the boat and management of all his passengers’ various needs. He made the trip easy, with multiple recommendations, and options for excursions. We learned quite a bit of the local mythology, lore, and history. I would highly recommend this trip to even novice sailors, such as myself.
Source: Tour operator Submitted: 10/09/2023
Carol - Traveled, October 2023
As a solo mature female passenger on this trip I felt well informed and safe. George our skipper was very helpful and very patient overall he made the trip enjoyable . Highly recommend an escape and a chance to reset.
Source: Tour operator Submitted: 10/09/2023
Bradley - Traveled, September 2023
Traveling the Greek islands by boat is the only real way to see these islands, to see the smaller places that feel more authentic and see the clearest water you've ever seen. Having the sea breeze in your hair as the boat silently cuts through the waves is a feeling like no other. And to top it off with the best skipper/guide makes this the perfect trip
Source: Tour operator Submitted: 09/13/2023
Robert - Traveled, September 2023
Intrepid Travel gave us the opportunity to see Greece in a unique way that would not be available by any other methods of travel.
Source: Tour operator Submitted: 09/14/2023
Mary - Traveled, September 2023
Our sailing trip through the Greek islands was one of the most fun and exciting trips we have ever taken. Our captain, Fotis was professional and informative and made sure each person on our ship was comfortable and enjoyed the trip. Even though our route had to be changed because of weather, Fiotis took us to other interesting islands, some of which no one on a larger ship would ever be able to visit. Our crew ranged in age from people in their 70's to 30's. Everyone enjoyed each others company and contributed to making the trip a wonderful success. Our traveling companions said this was the trip of a lifetime, and I agree, it certainly was.
Source: Tour operator Submitted: 09/15/2023
Annamaria - Traveled, September 2023
My week-long sailing trip through Greece was an absolute dream come true. It combined the natural beauty of the islands, the exquisite flavors of Greek cuisine, perfect weather, exploring hidden villages and ruins, and the joy of swimming in pristine waters. I'm endlessly grateful to our captain Fotis for his guidance and expertise, which made this adventure not only enjoyable but also safe. I return home with a heart full of gratitude and memories that will last a lifetime. Thank you, Greece, and Fotis for sharing your treasures with me, and thanks for Intrepid Travel to make it possible.
Source: Tour operator Submitted: 09/12/2023
Liz - Traveled, August 2023
Fabulous trip made possible by a brilliant skipper, Fotis, and a great group of fellow crew. Just a brilliant week
Source: Tour operator Submitted: 08/28/2023
Camille - Traveled, August 2023
Highly recommend the Greece sailing trip! It’s an authentic sailing experience and one I will never forget! Orestis our skipper was fantastic and Greece is a beautiful place!
Source: Tour operator Submitted: 09/12/2023
Andrew - Traveled, August 2023
Skipper Orestis led an exceptional sailing journey for our group through the Cyclades Islands. His expertise, passion for sailing, and deep local knowledge ensured an unforgettable experience. From skilled navigation to fostering camaraderie and sustainability, Orestis's professionalism and commitment created a harmonious blend of adventure and relaxation.
Source: Tour operator Submitted: 08/27/2023
Sally - Traveled, August 2023
Use the comments I wrote on the initial page which I can’t seem to copy and paste
Source: Tour operator Submitted: 09/12/2023
Luke - Traveled, July 2023
Perfect trip! Incredible scenery, food, company and group leader. Would recommend for anyone wanting a very relaxed adventure.
Source: Tour operator Submitted: 08/03/2023
Karen - Traveled, July 2023
The Sail Greece trip exceeded all expectations. Sailing to the most incredible islands with the fantastic Fotis was a life highlight for me. It was the first time I'd spent time on a boat and I was surprised at how much I loved it. My fellow travellers became friends and I genuinely had one of the best weeks while learning about the islands and experiencing Greece for the first time.
Source: Tour operator Submitted: 07/22/2023
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