Rethymno isn’t just a pretty spot on Crete’s northern coast; it’s a prime place to enjoy sailing tours that combine stunning views, local flavors, and a touch of adventure. You can admire the rugged coastline, watch the sunset with a glass of Prosecco, or explore the crystal-clear waters at your own pace—all with options tailored to different tastes and budgets. Our favorite is the Sunset Catamaran Cruise with Wine and Snacks, which combines comfort, scenery, and a relaxed vibe perfect for couples, families, or solo travelers looking for a memorable evening. It’s especially appealing because it offers free WiFi to share those sunset photos instantly.
If you’re after an elegant experience with a splash of luxury, the Private Catamaran Cruise from Rethymno puts you in the captain’s seat with a private vessel, onboard WiFi, and a fresh Greek lunch. For a broader day out exploring the south of Crete, the South Crete Sailing Trip from Agia Galini takes you further afield, with snorkeling, organic food, and dolphin spotting, ideal for adventure lovers. And for those seeking a more budget-friendly yet still incredible sunset experience, the Panormo: Luxury Sunset Catamaran Cruise offers fantastic views and plenty of fun water activities.
Below, you’ll find detailed descriptions of each tour, helping you choose the best sailing experience to match your travel style and interests.
1. Rethymno: Sunset Catamaran Cruise with Wine and Snacks
Set sail on a luxurious catamaran for a stunning sunset from Rethymno. This cruise is perfect for those who want to relax with a drink in hand—welcome Prosecco is included, along with unlimited drinks and light local snacks. The itinerary involves a scenic journey along the coast, with a stop at Geropotamos beach for photos, drinks, and a swim, before returning as the sun dips below the horizon. The cruise lasts about 3.5 hours, with multiple departure times depending on the day.
What makes this tour stand out is the balance of comfort, scenic beauty, and social atmosphere. Free WiFi helps you share those sunset shots instantly. The crew has earned rave reviews—constant praise for their friendliness and attentiveness, especially during the sunset when the views are at their best. The trip’s great for all ages, especially couples seeking a romantic escape or families wanting a gentle, scenic adventure.
Bottom line: If you’re after a classic sunset cruise with good drinks, light snacks, and the chance to snap some memorable photos, this cruise hits the spot. It’s well-rated, well-priced, and offers a smooth, enjoyable experience.
2. Panormo: Luxury Sunset Catamaran Cruise – Snacks & Prosecco
Launching from Panormo, this luxury sunset cruise on one of Crete’s newest catamarans delivers both comfort and style. The boat is designed for maximum relaxation, with spacious decks and modern amenities. The trip begins with a warm welcome, including a toast of Prosecco, before gliding along the coast, with plenty of chances to take photos and enjoy the scenery.
This cruise includes unlimited local wine, beer, and tasty light snacks—think fresh dips, cheeses, and local delicacies—perfect to nibble on while the sun sets. It also offers water-based fun like snorkeling, stand-up paddleboarding, and a playful inflatable flamingo for floating around. The 3.5-4 hour journey offers plenty of flexibility for lounging and enjoying the views.
Guests appreciate the friendly crew and the quality of the boat, which feels more like an experience than just a boat ride. The tour is especially suited for those who want a refined yet fun evening on the water, capturing Crete’s famed sunsets while enjoying some water play.
Bottom line: For about $100, this cruise offers a stylish, comfortable way to unwind after a day of sightseeing. It’s a top choice for couples or small groups looking for a special evening.
3. Agia Galini: South Crete Sailing Trip with Optional Lunch
This full-day sailing adventure from Agia Galini takes you deep into South Crete, with the chance to swim, snorkel, and learn about local biodiversity and culture. The trip features a large, safe sailing yacht operated by local experts, ensuring both comfort and safety. The day begins with a transfer to the boat, followed by a series of stops at Paximadia islands for dolphin watching, marine life viewing, and exploring.
What makes this tour unique is the opportunity to enjoy a fresh, organic lunch onboard, made with local ingredients, and then relax on nearby beaches or continue snorkeling. The itinerary is flexible, with stops for swimming and wildlife watching, making it ideal for active travelers who want more than just a scenic cruise.
Guests highlight the friendly crew’s knowledge and the chance to see dolphins, making this a memorable, educational trip. The longer duration—up to 7 hours—means you truly get immersed in South Crete’s untouched waters and landscapes.
Bottom line: If you’re interested in a combination of sailing, wildlife, and organic local food, this trip offers a full-day experience that’s both fun and enriching.
4. Rethymno: Private Catamaran Cruise with Lunch and Drinks
For those looking for exclusivity, this private catamaran cruise from Rethymno is the ideal choice. With space for up to 10 people, you can enjoy a customized, intimate experience with onboard WiFi, a freshly cooked Cretan lunch, and unlimited drinks. The cruise explores Ombros Gialos Bay, with options for snorkeling, stand-up paddleboarding, or simply lounging in the sun.
What sets this tour apart is its personalized nature—it’s perfect for special occasions, families, or groups wanting privacy. The itinerary includes scenic sailing, regional food, and the opportunity to relax at your own pace. The onboard chef prepares regional dishes with local ingredients, making the lunch a highlight.
Guests rave about the luxurious comfort and the flexibility of the trip. The entire experience lasts about 6.5 hours, providing ample time for swimming, relaxing, and soaking in the views. The high price reflects the exclusivity but offers excellent value for travelers seeking privacy and tailored service.
Bottom line: This cruise is ideal for those who want a private, opulent experience with all the comforts and personalized touches included.
How to Choose Your Perfect Sailing Experience
When deciding between these options, consider your priorities: Are you after a romantic sunset with drinks? The Sunset Catamaran Cruise from Rethymno (Link to experience) is hard to beat for its balance of comfort and scenic beauty. For a more upscale, private outing, the Private Catamaran (Link) offers exclusivity and tailored service. If a full-day adventure exploring South Crete’s waters sounds appealing, then the South Crete Sailing Trip (Link) provides a mix of wildlife, culture, and organic food.
Budget-conscious travelers might prefer the Panormo Sunset Cruise with its combination of value and fun water activities. Always check availability, especially for the private options, and consider the time of year—summer months are ideal for swimming and snorkeling.
Final Thoughts
Rethymno offers a fantastic variety of sailing experiences that cater to different interests—from romantic sunset cruises to full-day explorations of South Crete. Whether you want a luxurious private charter, a lively group cruise, or a scenic sunset sail, there’s an option to suit your travel style. For a relaxed, scenic, and well-reviewed experience, the Sunset Catamaran Cruise is a standout. If privacy and exclusivity are your priorities, the Private Catamaran will serve you well.
Remember, these tours are popular and often sell out, especially during peak season. Booking early guarantees you a spot for the Crete sailing adventure that best matches your vacation plans. Happy sailing!