Are you looking for the ultimate summer trip? Plan a break to explore the stunning Greek Islands.
Greece is of the most spectacular countries in the world with pretty islands, blue coves, white sandy beaches and incredible sunsets over the Mediterranean ocean.
One of the best ways to discover the islands of Greece is by boat and during summer lots of local and international travel operators offer trips with daily departures.
Most trips start in May and finish in September and prices vary depending on the company, duration, month and travel style.
View list of the most amazing Greek islands sailing trips and book your next amazing adventure today.
Greek Island Hopping
Company: Contiki
Duration: 11 days
Places: Athens, Mykonos, Paros, Santorini, Ios
You’ll be living your best Greek island life on this sun, sea & culture-rich trip in Mykonos, Paros, Santorini, Ios & Athens. Stopping in at each of Greece’s most popular islands, the perfect spot for buzzing party nights and lazy sun-soaked days, you’ll have plenty of time to explore charming villages, local shops, volcanoes, natural coves & sun-soaked beaches, with plenty of time for sunbathing, swimming & nightlife as well as a bit of ancient history in between.
Sailing Greece – Santorini to Mykonos
Company: G Adventures
Duration: 8 days
A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands: the Greek Islands. Sail for eight days aboard our 15m (52 ft) yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, and dine on fresh seafood.
Greece Sailing Adventure
Company: TruTravels
Duration: 8 days
Places: Corfu, Kassiopi, Stvota, Parga, Gaios-Paxos, Lakka-Paxos
What better way to see the world than by sailing on a 130ft boat? For 8 Days/7 nights, immerse yourself in everything Greece. Spend your days swimming in crystal clear waters in Paxos, snorkelling into hidden caves in Vrika beach, or overindulge in some of Greece’s most delicious cuisines onboard! Visit the Instagram hotspot of the Blue Lagoon in Syvota and party till the sun comes up in different ports around the Ionian Sea. An unforgettable week, a memory of a lifetime.
Best of Greece
Company: G Adventures
Duration: 15 days
When you saddle a trip with a moniker as lofty as “Best of Greece,” you’d better make sure it lives up to the hype. This one does. Compiling the top moments from our best-selling trips in the region, this comprehensive tour through the cradle of Western Civilization brings the distant past and vibrant present into sharp focus. Between the must-see historical sites of Athens and Delphi, the rugged plateaus of the fabled Samariá Gorge, personal encounters in isolated Cretan villages and the breezy sway of Santorini at sundown, you won’t have a moment to waste. Witness Greece — in all her timeless glory — with us.
Greek Island Hopper
Company: TruTravels
Duration: 9 days
Places: Athens, Mykonos, Ios, Santorini
We know you’re looking for the summer of a lifetime! To spend your days without a care in the world exploring all of Greece’s hotspots and hidden gems, each day a different beach, a different cocktail in hand. Start in Athens and finish in Santorini, stopping at every bucket list island in between. 9 days of pure bliss! Sounds dreamy right? Spend your days visiting ancient Athens, snorkelling in crystal clear waters in Santorini, hitting up Mykonos’ best beach clubs or sipping cocktails till the sun comes up in Ios. Greece is the destination of dreams. Time to make those a reality! We’re in…are you?
Mykonos & Santorini Island Escape
Company: Contiki
Duration: 9 days
Places: Athens, Mykonos, Santorini
Right now there are no two hotter destinations in Greece than Mykonos and Santorini, and on this Island Escape you’ll soon understand why. Endless blue and white buildings, ancient sights, azure waters, staying in top quality, air-conditioned hotels – if this isn’t your picture of paradise, we don’t know what is. Sandwiched between the historical vibes and city life of Athens, we’ll hit these idyllic islands for what might just be the best week of your life.
Sailing Greece – Santorini to Santorini
Company: G Adventures
Duration: 10 days
Places Visited: Santorini, Folegandros, Paros, Syros, Mykonos, Naxos, Cyclades
A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands in Greece. Sail aboard a 15m (52 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.
Top Rated Greek Islands Tour Operators
Our list features trips from three of the most popular international travel operators – Contiki, G Adventures & TruTravels. These companies have helped hundreds of thousands of people book trips around the world and are some of the best tour companies for 18 – 35 year olds.
