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June 15th to 22nd, 2019: Paros, Greece

In June, 2019, we embarked on a week-long journey through Greece’s Cyclades Islands. Sailing from Paros, a 3 hour ferry ride from Athens, we visited a half dozen islands, focusing on lesser visited spots offering opportunities to dive into local culture.. This voyage was marked by natural anchorages in hidden coves, architectural exploration, a couple of wild nights out on the town, and lots (and lots) of delicious food.


Waking up in the Mediterranean

Home to Feta cheese, Democracy, and more than 6000 islands, Greece is a jewel of Southern Europe. The Greek Archipelago comprises almost half of the country’s coastline, with each stretch of sand more spectacular than the last. This trip mixed plenty of laid back beach hangs with exploration of towns and cities. Sailing gave us the freedom to explore more secluded spots, and we visited a range of different sized islands.

Our pace was moderate, balancing relaxation with the opportunity to see the best of the islands. Pulling into harbors in our floating hotel gave us a home base right in the middle of the action, typically in a marina at the center of town.

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Exploring the Cyclades Islands

Southeast of Athens in the middle of the Aegean Sea, the 220 Cyclades islands are peaks of a submerged mountainous terrain, with the exception of two volcanic formations, Milos and Santorini. Many of the smaller islands are uninhabited; read, perfect for pulling up onshore to our own private beach.




Our Home For The Week

We sailed a 40 foot Catamaran and a 47 foot monohull through the Cyclades - the perfect platforms for our adventure, with swimming platforms off the stern, a big trampoline between the two hulls for laying out, and plenty of space for our crew to sprawl. We cooked the majority of meals on the boat, sharing in the prep to bring the squad closer together.


Exploring the Cyclades

Southeast of Athens and set in the middle of the Aegean Sea, the roughly 220 Cyclades Islands are peaks of a submerged mountainous terrain, with the exception of two volcanic islands, Milos and world-famous Santorini. These islands center around Delos, one of Greece’s most sacred sites, and have been inhabited since 4000 BCE. We had ample time to dive into this history across our week of exploration.


Hiking the Hills and Kayaking the Coastline

The Cyclades provided ample opportunity for exploration, including from our departure port of Paros. Members brought their boots to climb her 2250’ summit, and were rewarded withe panoramic views extending out into the ocean. On other islands, the hikes will lead up steep staircases past white-washed houses and temples. We also played out on the water, with stops for exploring the coastline by standup paddleboard.


Sampling Nightlife and Traditional Greek Dining

Our voyage took us past a variety of islands, where we had the opportunity to enjoy the finest that Greek nightlife has to offer. It’s summer and time to celebrate! Throughout the trip, we sampled plenty of delicious Greek cuisine, from dolmas and gyros to moussaka and spanakopita, along with just the right amount of ouzo, the traditional Greek spirit.


Sailing Through Greece

June 15th - 22nd, 2019

$1800 per person

Experience Start: Paros, Greece, 5pm, Saturday June 15th, 2019

Experience End: Paros, Greece, anytime after 8am, Saturday, June 22nd, 2019

What’s Included:

  • your spot on one of our boats, based on double occupancy (ie, you’ll be sharing a cabin with one other person).

  • all provisions onboard - delicious breakfasts, lunches and dinners.

  • a welcome dinner onshore in Paros

  • one activity per day (snorkeling, hiking, photography, kayaking, etc)

  • endless games of Spikeball© and Cards Against Humanity©.

  • an awesome, experienced captain to guide your boat

  • all fees associated with the boat, including taxes, port fees, and fuel

Not included:

  • flights to/from Greece

  • meals onshore (apart from welcome dinner). Budget an additional $100-200 to cover these meals on land.

  • alcohol and soft drinks, both on the boat and onshore

More details:

This 7 day Experience was designed to showcase the best of the Cyclades Islands. It involved substantial amounts of sailing each day, alongside time to explore.

Direct flights to Athens were available from some US cities, as well as easy connections via major European cities. From Athens Piraeus port, it’s a 2.5 - 4 hour ferry journey to the island of Paros and our starting and ending points. Paros is at the dividing line between the North and South Cyclades, so some folks extended their trip, venturing north to Mykonos and other islands.

Sample flights from $750 round-trip: NYC, SF, LA, DEN.

Activity Level:

The pace of this trip will be mixed, with time to relax on the boat and in port, along with optional activities each day - join other Bolt members or hang back and explore at your own pace.

Ready for an adventure?


A Map of Our Itinerary

Departing and returning to the island of Paros, our itinerary took us to Antiparos, before sailing east towards the Lesser Cyclades Islands of Schoinousa and Koufonisia. From there, we navigated to Naxos, one of the largest islands in the region. Next was Delos, one of the most important historical sites in all of Greece, and then Syros, the capital of the region. After a two night stay on this larger island, headed back south to Paros to complete the journey.