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Sailing the Greece Islands - Fall
12 days/11 nights  
October 4-15, 2023

Six cabins total, all with a/c and ensuite private bathrooms. 

This tour is sold out. Let us know if you're interested and we can put you on a waiting list in the case of a cancellation. 

Or, join us in 2024! We'll be setting the dates soon. 


based on double occupancy
($1150 optional single supplement)
*there is an option for a triple cabin on the boat at a discounted rate. 

$100 extra hotel night before the start of the tour based on double occupancy, $185 for single occupancy

What's included
•   10 breakfasts,
•  16 lunches or dinners (wine included)
•  Transfers from Athens airport and to Athens airport 
•  All accommodations from start to end of tour
•  All transportation during the tour (air-conditioned bus or minivans, air-conditioned cabins on the sailboat)
•  All included group activities, wine tastings, entry fees as per itinerary
•  A full-time Two Dog Travel tour director with you and available 24/7

What's not included
•  Airfare, airport taxes and other transportation to and from the pickup location
•  Personal charges such as laundry, telephone calls, rooms service, mini-bar, souvenirs
•  Private excursions not mentioned in the itinerary
•  Tips for local guides, drivers and sailboat crew
•  Gratuities for chambermaids or personal porters
•  Gratuities for your Tour Dog Travel tour director (at your discretion)
•  Single supplement if not sharing a room


Tour Director - Becky Edwards

Minimum: 9
Maximum: 12

The tour begins and ends at the Athens airport. Your flight should arrive into Athens by 5 pm on October 4th. Keep in mind that due to the time difference, you’ll need to leave the US on October 3rd. Your outbound flight should leave out of Athens Airport at any time on October 15th.   
NOTE: Would you like to visit the sites in Athens or perhaps a few days on Santorini or another part of Greece? Let Two Dog Travel know what your are interested in and we can make the arrangements.  
Day 1 - Overnight in Rafina, Avra Hotel
Welcome to Greece!  After your overnight flight to Athens you will be met at the airport and transferred to our conveniently located hotel where your Two Dog Travel tour director will be waiting to greet you. If you arrive early in the day, your room may not be ready but the hotel will be happy to store your luggage. Your tour leader will be available to make suggestions on things to do and help get you acquainted with the area. Our tour will begin with a welcome dinner at a local restaurant. 

Day 2 - Overnight on Tinos, Porto Rafael Hotel - B, D
After breakfast, we’ll check out of the hotel and catch our ferry to the beautiful island of Tinos.  After checking into the hotel we’ll have the afternoon to relax on the local beach, grabbing some chairs and umbrellas at one of the beach bars and see what island life is all about. In the evening we’ll have dinner outside at the hotel restaurant.    

Day 3 - Overnight on Tinos, Porto Rafael Hotel - B, L
Today we’ll head out to explore the island. We’ll visit the Ursulines Monastery, located in the village of Loutra. Founded in 1862, it used to be an important female educational center for children all over Greece. The Ursulines was regarded as one of the best institutions as many girls from wealthy families graduated from the private school. We’ll tour the monastery and learn about its history. We’ll also visit a couple of the quaint villages of the island and explore their labrynth of streets. We’ll stop at a local sesaide restaurant for lunch before ending our day at a local winery for a tour and tasting.  The evening will be free to spend as you’d like. 
Day 4 - Overnight on the sailboat - B, D 
Today we’ll have a leisurely morning before we check out and head to the port and catch our ferry to Mykonos. Upon arrival, we’ll store our luggage and have free time to explore the main town. You’ll enjoy getting lost in the maze of streets and alleyways, shopping and exploring this chic island. Early evening we’ll meet back up, grab our luggage and board our private sail boat, home for the next week. 
Day 5-10 - Overnight on the sailboat - B, L or D
We’ll spend our time sailing the western Cyclades Islands. The weather and our desires will deternind our course. We’ll spend some days exploring secluded coves and beaches, other days we’ll disembark for the day and explore one of the islands. We’ll sail to Syros, Serifos, Sifnos, Kimolos and my favorite Greek island of all, Milos. Each day we’ll start with beakfast on the boat and, depending on our schedule, either lunch or dinner as well. Our crew will cook for us using local ingredients. 
Day 11 - Overnight in Rafina, Avra Hotel - B, D
Unfortunately, it’s time to disembark. We’ll end at the island of Mykonos where, depending on the schedule, we’ll catch a flight or ferry back to Athens. Time permitting, we’ll be met upon arrival and tranfer to Cape Sounion. Here we’ll visit this amazing ancient site with its Temple to Poseidon. After our visit, we’ll drive to Rafina where we’ll check into the hotel befoe heading out to a local restaurant for our farewell dinner.  
Day 12 - B
Unfortunately, it’s time to leave this beautiful country. After breakfast, you will be transferred to the airport according to your flight schedule.  
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