What It’s Like Sailing the Greek Islands

sailing Greek islands

We fol­lowed our very own team mem­bers, Erik and Julie, as they went sail­ing the Greek islands on a Clymb Adven­ture with their friends. Check out our quick interview:

Why Sail­ing the Greek islands? 

A few of our close friends recent­ly turned 30 and we want­ed to cel­e­brate with an epic trip. Greece offers great weath­er, warm water, deli­cious food, var­ied land­scapes, and ancient cul­ture. Com­bine that with a pri­vate sail­boat tak­ing us from island to island and we were sold!

Image of sailboats in Greece

What made this Greece sail­ing trip so special? 
This was one of the first trips we’ve been on where we sim­ply didn’t have to wor­ry about a thing. From where to eat to what to see and do, every­thing was han­dled seam­less­ly by our guide and skip­per. They treat­ed us like friends and made us feel at home in a for­eign country.

Small village in Greece with sailboats

What was is like trav­el­ing via sail­boat in Greece?

Beyond being one of the safest ways to trav­el, sail­ing com­bined our trans­porta­tion, accom­mo­da­tions, and an unfor­get­table expe­ri­ence all in one. Sail­ing is quin­tes­sen­tial­ly Greek, and it pro­vid­ed the most authen­tic way for us to see the islands — we accessed hid­den bays and undis­turbed vil­lages not over­run with tourists. Plus, it was so fun to ride the waves as we dan­gled our feet in the turquoise water and looked out for dol­phins and fly­ing fish!

Image of sailing Greek islands

Tell us about a typ­i­cal day on the trip
We spent our days explor­ing the pic­turesque towns of the islands, swim­ming in the warm Aegean waters, and eat­ing deli­cious meals. For us, Greece was a food-lover’s par­adise. Meals, on aver­age, are far cheap­er than in the U.S. or else­where in Europe. Most restau­rants we vis­it­ed were fam­i­ly-run and have been serv­ing up local spe­cial­ties made with the fresh­est ingre­di­ents for generations.

Eating dinner on sailboat in Greece


Are you ready to set sail? Click Here to Explore the Trip


Inter­est­ed in learn­ing more about our local guides in Greece? Read our inter­view with Bear­ing True South guide, Stavros Makris.


Lis­ten to reviews of the trip from actu­al Clymb customers: