Thessaloniki isn’t just Greece’s vibrant second city—it’s also a fantastic jumping-off point for sailing experiences that reveal the region’s stunning coastline, crystal waters, and secret beaches. Whether you’re after a relaxed half-day cruise to see shipwrecks or a full-day private charter to explore secluded islands, Thessaloniki’s sailing options deliver unforgettable moments on the water.
One of our top picks is the Thessaloniki: Half-Day Sailing Cruise to Shipwreck Bay. It’s praised for its intimate setting, delicious Greek lunch, and the chance to snorkel near a famous shipwreck, making it perfect for travelers who want a compact but rich experience. For those seeking a more luxurious outing, the Premium Catamaran Full-Day Cruise from Nikiti offers a day of sunbathing, snorkeling, and even learning to sail, all aboard a stylish catamaran.
If you’re looking for an exclusive getaway, the Full-Day Private Sailing Experience in Nikiti provides complete privacy and customization, ideal for special occasions or a romantic escape. Meanwhile, the Private Sunset Catamaran Cruise from Nikiti turns the setting sun into a romantic climax, with champagne and snacks onboard. Lastly, for a full-day exploration of Halkidiki’s coastlines and hidden beaches, the Sithonia and Diaporos Sailing Day Trip unlocks some of the most scenic and untouched spots along Greece’s northern coast.
Below, you’ll find detailed descriptions of each tour, along with advice on what makes each one special—helping you choose just the right sailing adventure for your trip.
1. Thessaloniki: Half-Day Sailing Cruise to Shipwreck Bay
At number 1, this half-day sailing cruise offers a compact yet complete experience. Departing from Thessaloniki, you’ll cruise into the Thermaic Gulf, heading toward the famed Shipwreck Bay near Epanomi. The highlights include swimming and snorkeling near a wreck that sank around 1970, with goggles, snorkels, and life vests provided for ease in exploring the underwater scenery.
What makes this tour stand out is its balance of relaxation and adventure. You’ll enjoy a traditional Greek lunch prepared by your captain, served onboard as you soak up the sun or take in the views. The reviews emphasize how relaxed and intimate the experience feels—often with only a few groups on board—which allows for plenty of space to lounge or explore. Many travelers mention dolphin sightings and turquoise waters, making the trip feel like a mini Greek island escape right from Thessaloniki.
The tour’s value lies in its combination of sightseeing, swimming, and tasty food, all wrapped into a 6-hour session. Perfect for travelers who want a quick, authentic taste of Greece’s maritime charm without the hassle of a longer trip.
Bottom line: Ideal for those short on time but craving a memorable, relaxed, and scenic outing on the water.
2. Thessaloniki : Half-Day Sailing Cruise to Shipwreck Bay !
Second on our list is a half-day sailing cruise that emphasizes ease and panoramic views. Departing from Thessaloniki, this tour takes you across Thermaikos Bay to Navagio Beach, with the guide at the helm. It’s unique because it combines onboard sightseeing with time for swimming, snorkeling, and sunbathing, all in a semi-private setting that feels exclusive without the high price tag.
The tour includes a lunch of souvlaki pita with wine, making it a great value for half a day. Guests love the relaxed pace, with many mentioning dolphins seen during the trip and the beauty of the turquoise waters. This cruise is especially suited for those who want a laid-back day, soaking in the coastal scenery and exploring underwater spots, all while enjoying local food and drink.
With only around 6 hours, it’s perfect for travelers who want a taste of the coast without committing to a full day. The small-group atmosphere ensures you won’t feel rushed, and the natural scenery—like Mt. Olympus in the distance—adds a mythological touch to the experience.
Bottom line: A straightforward, immersive half-day trip that balances sightseeing, swimming, and a tasty lunch—ideal for those with limited time.
3. Premium Catamaran Full-Day Cruise from Nikiti
Number 3 is a luxury option: the Premium Catamaran Full-Day Cruise from Nikiti. For around $208, you’ll spend approximately 6 hours aboard a stylish catamaran exploring Halkidiki’s coast. This tour is perfect if you want a luxurious, party-like atmosphere combined with active water fun. The crew sails past Kalogria Beach, Kelifos Island, and Agios Georgios Beach, with plenty of opportunities for swimming, snorkeling, and even trying out a stand-up paddleboard.
What sets this trip apart is the extensive amenities: onboard lunch with fresh seafood, drinks, snorkel gear, a GoPro, and even a dinghy. Guests enjoy the lively vibe, with many praising the quality of the onboard meal and the freedom to relax or get involved in sailing lessons. During the day, you can take breaks on the deck, explore secluded beaches, or chat with fellow travelers.
This tour is well-suited for those who want to combine high-end comfort with active water sports and socializing. It’s ideal for couples, friends, or families looking for a full-day adventure with a touch of luxury.
Bottom line: A well-rounded, premium experience with food, fun, and a stylish setting suitable for those who want to indulge in a full-day sailing outing.
4. Full-Day Private Sailing Experience in Nikiti
At number 4, the Full-Day Private Sailing Experience offers a tailored adventure for up to 10 people. Costing around $1,375, this option is for travelers who want complete privacy and flexibility. The itinerary includes visits to Kalogria Beach, Kelifos Island, and Agios Georgios Beach, with plenty of time for swimming, snorkeling, and exploring underwater caves.
What makes this tour special is the customization potential—you can decide what to see and do, making it perfect for special occasions or groups seeking exclusivity. The crew provides lunch and alcoholic beverages, making it a luxurious, all-inclusive experience. Many reviews highlight how attentive and flexible the crew is, ensuring everyone’s needs are met.
This trip is best suited for families, couples celebrating a milestone, or friends wanting total privacy. However, it comes at a higher price point, so it’s more about personalized service than budget travel. The focus on privacy, custom itinerary, and luxury makes it an unbeatable choice for those who want the ultimate sailing day.
Bottom line: For a private, customizable day on the water, this tour offers the highest level of comfort and exclusivity—worth the splurge for a special occasion.
5. Private Sunset Catamaran Cruise from Nikiti
Number 5 offers a romantic twist: the Private Sunset Catamaran Cruise from Nikiti is a 3-hour journey perfect for couples or small groups. Priced at around $1,047, it provides a luxurious, intimate experience as you watch the sun dip into the Aegean.
Onboard, you’ll enjoy champagne, cocktails, fruit, and a snack platter, with the boat stopping at Agios Georgios beach for a swim during the cruise. The reviews remark on the stunning sunset views and the friendly crew, making it feel like a special treat rather than a typical tour. The relaxed pace allows for plenty of time to savor the moment and take photographs.
This cruise is ideal for those celebrating a special occasion or simply seeking a quiet, romantic evening on the water. The exclusivity and focus on comfort make it a memorable experience, especially if you want to avoid crowds and enjoy Greece’s famous sunsets.
Bottom line: Perfect for romantics or those celebrating a milestone, this cruise combines quiet luxury with breathtaking views.
$1,047.21 per group (up to 10)
6. Thessaloniki: Sithonia and Diaporos Sailing Day Trip
Finally, this full-day sailing trip covers the most scenic parts of Halkidiki, sailing along Sithonia’s coast and visiting Diaporos Island. Starting early, it’s a 10-hour adventure that includes stops at Blue Lagoon, snorkeling in clear waters, and a light lunch onboard.
What makes this trip special is its comprehensive itinerary that combines sightseeing, swimming, and exploring some of Greece’s less accessible beaches. The boat departs from Thessaloniki with options for pickup at three locations, making it flexible for most travelers. The trip is perfect for those who want to immerse themselves fully in Halkidiki’s natural beauty over a full day, with plenty of time for swimming, relaxing, and taking photos.
Reviews highlight the beautiful scenery, the friendly crew, and the chance to discover secluded beaches away from crowded tourist spots. It’s best suited for active travelers who don’t mind a long day on the water but want to see the best of Halkidiki’s coastlines and islands.
Bottom line: If you want a full-day, in-depth exploration of Halkidiki’s coastlines with opportunities for snorkeling and island-hopping, this trip delivers.
How to Choose Your Perfect Sailing Experience
When deciding between these options, consider your budget, available time, and interests. If you prefer a short and relaxed outing, the half-day cruises are excellent. For a more luxurious or private experience, the full-day private sailing or sunset cruise offers exclusivity, while the full-day Halkidiki trip caters to those eager to explore Greece’s coastline extensively.
Booking early is recommended, especially in peak summer months, to secure your preferred date and ensure a spot on these highly-rated tours.
Final Thoughts
Thessaloniki’s sailing options span everything from quick, scenic trips to full-day private adventures, each offering a unique way to see Greece from the water. For a laid-back, family-friendly experience, the Shipwreck Bay cruises provide great value. If luxury and privacy are your priorities, the private full-day or sunset cruises are unbeatable. And for the intrepid explorer wanting to see Halkidiki’s hidden beaches, the Sithonia and Diaporos tour delivers the full experience.
Whatever your choice, these tours will make your visit to Thessaloniki truly special. Be sure to book early, pack a sense of adventure, and get ready to enjoy Greece’s beautiful coastline from the best seat in the house—the deck of a sailing boat.