Exploring the Enchanting Greek Islands on a Multi-Island Cruise

Explore the iconic Greek islands on a multi-island cruise. Whether you’re looking to island hop in the Cyclades or immerse yourself in the culture of Crete, our itineraries will ignite your wanderlust and leave an indelible mark on your travel memoirs.

Escape the summer heat and crowds by visiting during shoulder season. See Santorini’s famous sunsets and black lava beaches with sublime tranquility, and enjoy the island’s burgeoning boutique scene.

Naxos

Naxos is one of the most populated islands in the Cyclades and it offers a wide variety of attractions for all travellers. There are beaches and secluded coves to explore, ancient ruins and castle ruins, picturesque villages, and a bustling town.

The highlight of Naxos is its enchanting old town, which feels like a fairytale come to life. The streets are lined with quaint whitewashed buildings, and the atmospheric backstreets are a photographer’s dream.

Take a tour to discover the best of the Naxian wineries, or take a distillery experience where you can sample the local liqueurs as well. You can also visit the beautiful temple ruins at Apollon or head up Mount Zas for an amazing view of the surrounding islands.

Aside from its beaches and gastronomy, Naxos is a paradise for hikers and nature lovers. The mountainous centre of the island is full of stunning trails that you can trek on. There are also a number of caves on the island to explore.

You can easily spend a week on Naxos and still not see all there is to do. If you have enough time, you can take a day trip to cosmopolitan Paros or to the archaeological ruins at Delos. If you’re traveling with kids, there are plenty of family-friendly activities, including fun beach clubs and water sports.

Mykonos

The cosmopolitan island of Mykonos is a paradise for those seeking a luxury escape from everyday life. It is a place where you will find locals next to A-list celebrities and where authentic Greece mixes with the modern world. Mykonos is known for its vibrant nightlife and party season that runs from late July to mid-August.

The wind-swept island has a variety of beaches to lounge on and swim in the sparkling blue waters. It also has many picturesque villages to explore, including Mykonos Town and the capital of Matogianni, where you will find designer clothes and jewellery boutiques, cafes, restaurants and bars that cater to a range of holiday tastes all year round.

Those who prefer a more tranquil getaway can find respite from the summer crowds at the many churches around Mykonos that offer a chance for reflection and spirituality. It is also worth taking a drive around the island to discover private coves for swimming, monasteries and fabulous spots with sea views.

Mykonos is also known for its intriguing sightseeing attractions, ranging from the famous Greek Orthodox church of Panagia to the traditional Cycladic architecture of its main streets and alleyways, which can be explored with a tour guide or simply by wandering. Its maze of streets will reveal a wide array of shops, restaurants and cafes to enjoy as well as luxury boutique hotels and traditional tavernas.

Santorini

Santorini’s cosmopolitan reputation has given rise to a high-end hotel scene and an equally active culinary scene. Its breathtaking views and idyllic locations fill visitors with awe and entice them to return again and again.

The island’s cliffside villages are picture perfect, and the dramatic caldera is a sight to behold. Awe-inspiring sunsets are the norm, and cliffside cocktail bars provide a romantic stage for tourists to watch the show.

One of the best ways to appreciate this volcanic archipelago is on a sailing tour. Our tour with Captain Ted was great fun and an excellent way to see Santorini from a different perspective. The beaches here are famous for their stunning deep blue waters and unique red, black and volcanic pebbles – all of which compose impressive lunar landscapes.

One of the most intriguing places on Santorini is Nea Kameni, the site of a massive volcanic eruption in prehistoric times. The volcanic activity created the distinctive landscape of the islands, and today the crater offers an amazing volcanic hike and some spectacular scenery. This is a must-see for anyone who’s planning a trip to Santorini. We recommend allowing about 4 hours for the entire hike. It’s easy to get lost on the steep lava rocks, so it’s a good idea to hire a guide from Santorini’s Visitor Centre.

Milos

Milos is a natural and historical wonderland that offers something for every kind of traveler. From jaw-dropping beaches with pristine turquoise waters to ancient catacombs and charming villages perched on hilltops, this island has it all.

Start your adventure in Adamas or Adamantas as the locals call it, where you’ll find traditional Cycladic houses and stunning sea views. It’s also home to a beautiful little beach where you can rent a boat or just relax on the sand. There are tons of tavernas, restaurants, and attractions to explore in the town, so be sure to spend a couple of hours here.

From here, you can also take a boat tour to the Sykia Cave. The cave is full of stalactites and stalagmites that form intricate shapes and colors. You can also swim in the crystal-blue waters at this spot. Another must-see attraction is the marble theater rows, which date back to the 3rd century BC and have been beautifully preserved.

During your time on the island, make sure to check out Plaka Castle, which dates back to Venetian times and is situated at one of the highest points on the island. It’s the perfect place to enjoy a sunset and see some of the best scenery that Milos has to offer.