Private and shared sails from Thira — snorkeling, thermal springs, and gourmet meals on select trips.
Choose private or shared catamaran cruises, full-day adventures, and short swim sails.
boat-charters · Thira
Step aboard the historic MAIA Grande for a private six-hour cruise of Santorini’s volcanic caldera—swim in hot springs, snorkel Red Beach, and enjoy a chef-prepared Mediterranean meal with panoramic sea views. Ideal for small groups, photographers, and anyone seeking a refined way to experience the island from the water.
Odyssey Sailing Santorini is a Thira, Greece–based sailing operator featured on The Adventure Collective. The company offers a range of catamaran and sailing experiences around Santorini’s caldera and coastline. Trips include the Santorini Morning Catamaran Cruise with Transfers, Lunch & Drinks – Half Day 5 hrs; the Maia Grande Sailing Experience in private and shared formats; and Hidden Beaches Swim Adventure with Catamaran options (3 hours and full day).
Each itinerary focuses on sailing the volcanic caldera, swimming in thermal hot springs, and visiting iconic beaches such as Red Beach, White Beach and Mesa Pigadia. The Santorini Morning Catamaran Cruise includes transfers, lunch and drinks. The Maia Grande experiences take place aboard the historic MAIA Grande and highlight chef-crafted Mediterranean dishes, snorkeling opportunities at Red Beach, and timed stops for swimming and sightseeing. Hidden Beaches Swim Adventure trips emphasize multiple beach stops along Santorini’s coastline and offer light snacks on board.
Odyssey Sailing Santorini lists private and shared departures to accommodate different group sizes and preferences. The supplied itineraries range from short 3-hour sails to longer 10-hour private cruises, allowing travelers to choose half-day, full-day, or bespoke options. As a featured operator on The Adventure Collective, the business is presented alongside curated experiences that showcase authentic local sailing and coastal exploration in Santorini. Detailed itineraries, exact departure times, and included amenities are listed on The Adventure Collective pages and on affiliated booking platforms; travelers should consult the official listings for current schedules, availability, and pricing before reserving for each season.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Sails from Thira ports
Historic MAIA Grande and catamarans
Half-day to full-day options
Private and shared departures available
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Odyssey Sailing Santorini listing.
Odyssey Sailing Santorini offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Check availability on The Adventure Collective and book the right catamaran cruise for schedule and group size.
water-activities · Thira
A private 3-hour catamaran from Thira visits White Beach, Mesa Pigadia, and Red Beach—three of Santorini’s most photogenic coastal stops. Swim, snorkel, and relax on board a small-group cruise that puts otherwise inaccessible beaches within easy reach.
boat-charters · Thira
Float in mineral-rich hot springs, swim at boat-only beaches and watch the caldera cliffs pass by on a private half-day catamaran from Vlichada Marina. Small groups, fresh local food, and multiple swim stops make this an intimate way to experience Santorini’s coastline.
boat-charters · Thira
Spend an elegant afternoon aboard the historic MAIA Grande, sailing Santorini’s Caldera, swimming in geothermal hot springs, and snorkeling at Red Beach. Gourmet Mediterranean cuisine and attentive crew make this a refined way to explore volcanic coastlines from the water.
boat-charters · Thira
Spend a private 10-hour day aboard a catamaran exploring Santorini’s White Beach, Mesa Pigadia, and the volcanic cliffs of Red Beach. Swim in crystal-clear bays, relax on shaded decks, and see shores only accessible from the sea.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.