Santorini is a dreamscape—whitewashed villages, volcanic cliffs, and glowing sunsets. But to truly experience its magic, there’s only one way: from the deck of a luxurious catamaran. At Hellenic Trails, we offer unforgettable cruises aboard premium vessels, each tailored for comfort, adventure, and stunning Aegean views.
Whether you’re after a romantic sunset sail, a full-day island-hopping adventure, or a private celebration at sea, here are the top 5 catamaran cruises you can’t miss in Santorini.
She joins Anantara Desaru Coast Resort & Villas with an eagerness to discover and transmit her love for all things in our ecosystem. Guests can look forward to seeing hermit crabs, Asian Water Monitors, Oriental Garden Lizards, Geckos, Dusky Leah Monkeys and so much more during their walks with Wahyu. Those staying with Anantara Desaru Coast Resort & Villas can meet at the lobby to go for morning walks with Wahyu every Monday and Friday morning from 8.30 am to 9.30 a.m.
1. Nautitech 46 Fly – The Ultimate Luxury Sailing Experience
If you’re looking for an upscale cruise with a spacious, modern design and premium amenities, Nautitech 46 Fly delivers. This high-end catamaran accommodates up to 24 guests and is perfect for families, private parties, or luxury travelers.
Cruise Options:
Private Day Cruise
Private Sunset Cruise
Full-Day Cruise
Island Hopping (Anafi or Ios)
Highlights:
Stops at Santorini’s gems: Red & White Beach, Volcanoes, Hot Springs, and the stunning Oia cliffs.
Onboard Greek BBQ with shrimp pasta, stuffed vine leaves, chicken skewers & more.
Wi-Fi, snorkeling gear, open bar, and hotel transfers included.
⭐ “Probably the best captain in Santorini. A lifetime experience!”
2. Tesoro T40 – Power Meets Elegance
The Tesoro T40 motor yacht is a sleek, modern option for smaller groups (up to 10 guests) who prefer speed and elegance on the water.
Cruise Options:
Day or Sunset Cruises
Full-Day Adventures
Island Hopping (Paros, Naxos, Mykonos available upon request)
Highlights:
Includes lunch at a local tavern in Thirassia
High-speed comfort and panoramic views
Wi-Fi, snorkeling, luxury transfers & more
⭐ “Fantastic service. Brand new boat. The best sailing day I’ve ever had.”
3. Ocean Star 51 – Authentic Greek Monohull Adventure
Prefer the charm of traditional sailing? The Ocean Star 51 is a monohull vessel offering an intimate cruise for up to 10 guests.
Cruise Options:
Private Day & Sunset Cruises
Full-Day or Island Hopping to Anafi/Ios
Highlights:
Fresh Greek dishes like seafood pasta & gyros served onboard
Greek baklava dessert
Ideal for couples or small groups seeking value & authenticity
⭐ “Best value for money. Excellent service!”
4. Fost Stern 30 – Speed, Style, and Dior the Dog!
The Fost Stern 30 RIB boat offers a fast, intimate ride for up to 7 guests and even comes with a 3kg mini Maltese named Dior onboard!
Cruise Options:
Day & Sunset Cruises
Island Hopping
Private Boat Transfers (Ios, Paros, Naxos, Mykonos)
Highlights:
Fast and flexible for Cycladic exploration
Fresh fruit, nuts, snacks & lunch at Thirassia tavern
Great for couples, friend groups, or adventurers on the move
⭐ “Very speedy with a nice sound. Overall, great experience!”
5. Lagoon 410 & Leopard 40 – Shared or Private Group Cruises
For travelers who want either shared fun or private freedom, the Lagoon 410 and Leopard 40 catamarans are fantastic choices.
Cruise Options:
Shared or Private Day/Sunset Cruises
Full-Day and Island Hopping Cruises
Highlights:
Spacious layout for up to 16 guests
Greek BBQ with grilled chicken, shrimp pasta, and sweet cherries
Great option for solo travelers, couples, or large families
⭐ “Phenomenal day cruise. Lovely crew and delicious food!”
Why Choose a Catamaran Cruise with Hellenic Trails?
✅ All-inclusive luxury: gourmet meals, drinks, snorkeling, towels, and transfers
✅ Personalized itineraries adaptable to your group and the weather
✅ Local, experienced captains & warm Greek hospitality
✅ Flexibility: Private, shared, day, sunset, or full-day options
✅ Exclusive access to less crowded beaches and secret spots
Ready to Sail? Book Your Dream Cruise Today 🌊
📍 Whether it’s your first time in Greece or your fifth, exploring Santorini by sea is a must-do. Discover hidden gems, indulge in Greek flavors, and capture memories that last forever—only with Hellenic Trails.
Published on April 4, 2025
✍️ Written by the Hellenic Trails Team
