Top Sailing Excursions In Greece

Getting Oriented

With a staggering 8,500 miles (13,676 km) of coastline, the sheer length of the Greek shoreline makes it almost inevitable that any visit to Greece will involve some time spent on the water! Sailing is not just a popular activity in this beautiful country; it’s a way of life. Whether you’re leisurely exploring the sun-drenched shores of the Peloponnese, delving into the rich history and vibrant culture of Crete or Corfu, enjoying the lively atmosphere near Thessaloniki, or embarking on an unforgettable island hopping adventure in the mesmerizing Cyclades, the allure of the sea is undeniable. And among the many maritime experiences Greece offers, one of the most cherished and sought-after excursions is undoubtedly a sunset cruise—because nothing, absolutely nothing, beats the breathtaking spectacle of a Greek sunset viewed from the tranquil waters of the Aegean or Ionian Sea!

If your heart desires idyllic beaches with powdery sand and the captivating echoes of ancient archeological ruins, then a journey to the Aegean Sea is a must. This region is renowned for its stunning landscapes and historical significance. However, if you crave a little glitz, glamour, and an undeniable touch of luxury, then you should definitely set your sights on the cosmopolitan allure of Mykonos or the captivating charm of Naxos. These islands are known for their high-end experiences and vibrant nightlife. On the other hand, the captivating Ionian Sea offers just as much in terms of breathtaking scenery and fascinating history, but with the added benefit of fewer crowds, making it a more relaxed and intimate experience. This includes the captivating islands of Kefalonia, Lefkas, Paxos, and the smaller, yet equally enchanting, Antipaxos. Consider exploring these hidden gems for a unique Greek adventure. Discover the best time of year to visit the islands to make the most of the weather and enjoy a truly unforgettable sailing excursion in Greece!

Chasing the Sunset

Although most visitors instinctively head straight to the Greek Islands for their maritime adventures, eager to explore the renowned coastlines, one of our absolute favorite sailing excursions actually happens to be off the picturesque coast of Nafplio. This charming coastal town on Greece’s mainland provides a wealth of opportunities to enjoy the beauty of the coastline, especially during the magical hours of sunset. The experience is heightened by the majestic mountain peaks that frame the horizon, creating a truly unforgettable vista.

Sunset Sailing Tour from Nafplio

Embark on an unforgettable journey to explore Nafplio’s stunning coastline, beginning from the town’s bustling harbor and extending to the quaint village of Xiropigado during the most magical time of day – sunset. You’ll chase the golden light while relaxing on board a comfortable vessel, indulging in hearty and delicious snacks. The tour includes a stop at the beautiful Nekrotafio Beach, where you can take a refreshing dip in the crystal-clear, turquoise waters and perhaps even try some snorkeling to explore the underwater world. The adventure continues toward the charming village of Tolo, passing by the famed Karathona Beach, a local favorite known for its beauty. The boat then drops anchor at the enchanting islets of Romvi and Daskalio, offering you some free time to swim in the inviting waters and savor a traditional and authentic lunch prepared on board. As the sun begins its descent, melting into the tranquil waters of the Argolic Gulf, you’ll sip on a refreshing glass of local wine, perfectly complementing the stunning scenery, before heading back to Nafplio, filled with unforgettable memories. Read More to learn more about this unique and captivating experience.

Discovering Greek Geography

For unparalleled sailing adventures amidst breathtaking landscapes in the Greek Islands, you need look no further than the renowned Cycladic cluster. With its mesmerizing crystal-clear water that shimmers under the Mediterranean sun, dramatic and rugged coastlines that provide endless opportunities for exploration, and the enchanting allure of hidden caves and secluded coves, you’ll effortlessly soak in the true essence of Greece’s unique and captivating geography.

Catamaran Cruise in the Caldera Lagoon of Santorini

Embark on a captivating cruise along Santorini’s famed caldera, a geological marvel, and delve into the fascinating history of how the island’s past volcanic eruptions played a crucial role in shaping its unique terrain and dramatic coastline. Onboard a stylish and comfortable catamaran, you’ll make a memorable stop at the scenic Red Beach, renowned for its distinctive red volcanic sand, where you can swim or snorkel in the inviting sea, exploring the underwater wonders. The journey continues through the heart of the caldera, offering breathtaking views of the iconic White Beach, the intriguing Indian Rock, and the historic Venetian Lighthouse, perched on the edge of the cliffs. Other remarkable highlights include exploring lava caves, discovering black-sand beaches, visiting charming traditional villages, and admiring the colorful and picturesque ports of Oia and Fira, each offering its own unique charm. Your final stop is at one of Santorini’s best-kept secrets: the secluded Mesa Pigadia Beach. Here, you’ll indulge in a freshly prepared and mouthwatering Greek BBQ, savoring the flavors of the region while basking in the beauty of the surroundings. Read More to uncover all the details of this incredible adventure.

Sailing Day Cruise around Naxos

Relax and unwind onboard a luxurious catamaran as you cruise around the stunning coast of Naxos, passing by serene sandy anchorages, dramatic rocky coves, and picturesque seascapes that will leave you breathless. Your experienced captain, intimately familiar with the island’s hidden gems, knows all the best swimming spots on Naxos, ensuring an unforgettable aquatic experience. So, sit back, relax, and enjoy the stunning scenery as you head to famed beaches, secluded pools, and the area’s most thrilling cliff jumping locations. Take a refreshing swim in the open sea, soak up the warm Mediterranean sun on board the boat, or explore the underwater world while snorkeling in sheltered coves. Before heading back to port, you’ll indulge in a traditional Greek spread, featuring local delicacies accompanied by regional wine and Greece’s signature liqueur, the potent and flavorful raki. Read More for more information and to book your unforgettable sailing adventure.

Sailing Day Cruise around Milos 

Milos enjoys a well-deserved reputation as a favorite amongst both Greeks and international visitors, thanks to its world-famous crystal-clear turquoise waters that beckon travelers from far and wide. The perfect way to fully explore and appreciate the island’s dramatic coastline is undoubtedly by embarking on a sailing adventure. Your journey will begin in the charming Bay of Adamantas, and you’ll then sail past the historic first Christian catacombs and the vibrantly colorful villages of Skinopi, Klima, Areti, and Fourkovouni, each offering a glimpse into the island’s rich cultural heritage. The cruise will then head toward the majestic Cape Vani, where you’ll have the opportunity to view the uniquely shaped bear-shaped rocks of Arkoudes before taking a refreshing swimming break in the picturesque Bay of Kalogries. Other remarkable highlights include exploring the massive sea cave of Sykia, discovering the old pirate lair of Kleftiko, and relaxing on the shores of Gerakas Bay, home to one of the island’s most beautiful and secluded beaches. Read More to learn more about this incredible opportunity to explore the wonders of Milos.

Finding Beaches & Ruins

No trip to the captivating country of Greece is truly complete without dedicating some time to relaxing on its pristine beaches and exploring its fascinating ancient ruins. The Greek Islands are the perfect destination for this must-see combo, offering a harmonious blend of natural beauty and historical significance.

Delos & Rhenia Day Cruise

Together with the ever-popular Mykonos, the nearby islands of Delos and Rhenia are often referred to as the “Cycladic Sisters,” sharing a close geographical and cultural connection. Although both islands are currently uninhabited, they still offer a wealth of experiences, with Delos boasting some of the most important and historically significant ancient ruins in all of Greece, and Rhenia showcasing a stunning coastline and exceptional beaches that are perfect for relaxation and exploration. First, explore the ancient ruins on Delos, a designated UNESCO World Heritage Site, ensuring its preservation for future generations. Accompanied by a knowledgeable and professional guide, you’ll traverse through the foundations of prehistoric mansions, visit ancient temples, and admire iconic landmarks such as the Terrace of the Lions. Then, you’ll set sail to the nearby island of Rhenia, where you can swim in its famed crystal-clear waters, enjoying the tranquility and beauty of the Aegean Sea. Enjoy a delicious lunch onboard the boat and take advantage of some free time to stroll along the uncrowded beaches, soaking up the sun and reveling in the serenity of this hidden gem. Read More to discover the magic of this combined historical and beach excursion.

Day Cruise to the Northern Beaches of Syros

Like many of the captivating Greek islands, Syros is undeniably popular with tourists, attracting visitors from across the globe. But you can escape the bustling crowds and head to the tranquil northern side of the island, where you’ll discover some of the best and quietest beaches, offering a serene and secluded escape. These beaches are perfect for swimming in the crystal-clear waters or simply soaking up the warm Mediterranean sun. Enjoy breathtaking views from the boat as you pass by dramatic rocky cliffs, charming white-washed churches, and traditional villages that exude authentic Greek charm. Your first stop is the wild and secluded Lia Beach, characterized by its smooth pebbles and best accessed by boat, adding to its sense of exclusivity. Other noteworthy highlights include Marmari, a sandy and secluded beach perfect for relaxation, Gria Spilia, a beach surrounded by lush greenery, providing a tranquil oasis, and Gramata Beach, scenically set in a protected cove and sheltered from the wind, ensuring a calm and peaceful experience. Simply choose your favorite beach, and your captain will drop you off, allowing you to spend the rest of the afternoon at your leisure! Enjoy refreshing snacks and drinks on board, and then savor the spectacular sunset as you return to the port, filled with unforgettable memories of your secluded beach escape. Read More to learn more about this unique and rewarding experience.

How to Craft a Perfect Sailing Itinerary in Greece

You have the incredible opportunity to seamlessly pair sailing adventures with nearly any Greece itinerary, enriching your travel experience with visits to charming villages, immersive food tours, trips to nearby wineries to sample local flavors, and much more. Many visitors choose to blend the exploration of mainland Greece with the captivating allure of the Cyclades islands, creating an ideal combination for any sailing itinerary. It is generally recommended to focus on one or two distinct regions, such as the captivating island of Corfu and the surrounding Ionian Sea islands, or the historical Peloponnese region combined with the stunning Cyclades, or even mainland Greece paired with the diverse landscapes of Crete. If you have the luxury of more time, feel free to add a third region to your itinerary, further expanding your exploration of this beautiful country!

It’s best to start with at least one week to allow for a comprehensive experience, and then work your way up in duration depending on how much you want to see and do, ensuring you don’t feel rushed and have ample time to fully enjoy each destination. If you prefer a luxurious yacht trip, allowing you to travel in style and comfort, learn a bit more about what to expect and how to create an itinerary that caters to your specific preferences. Our dedicated local travel specialists are always happy and available to help you coordinate the perfect sailing excursion in Greece, ensuring a seamless and unforgettable travel experience.

Past kimkim travelers have enjoyed the following trips that include a delightful mix of sailing excursions:

• Sail the Ionian Sea from Corfu – 8 Days: A comprehensive itinerary exploring the beauty of the Ionian Sea.
• Sailing Holiday in the Aegean – 9 Days: An unforgettable sailing adventure through the Aegean Sea.
• Sailing the Greek Cyclades: Athens, Mykonos, Paros – 10 Days: A captivating journey through the Cyclades islands, starting and ending in Mykonos.