Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1 / September 23, 2026 ★ 5.0Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1From $52815 reviews
Catamaran Cruises, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Sunset Cruises, Tour Reviews, VIPSailsational Luxury Santorini Catamaran Sunset Cruise with Dinner / September 21, 2026 ★ 5.0Sailsational Luxury Santorini Catamaran Sunset Cruise with DinnerFrom $22815 reviews
Catamaran Cruises, Cruises & Boat Tours, Food, Food & Drink, Private, Sailing, Tour ReviewsSantorini: Private All-In Catamaran Cruise (Food&Drinks) / September 19, 2026 ★ 5.0Private All-In Catamaran Cruise (Food&Drinks)From $54111 reviews
Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour Reviews, VIPPrivate Luxury Santorini Catamaran Cruise with Port Pickup / September 18, 2026 ★ 5.0Private Luxury Santorini Catamaran Cruise with Port PickupFrom $1,02556 reviews
Cruises & Boat Tours, Lunch Experiences, Morning, Private, Private Drivers, Sailing, Tour Reviews, ToursPrivate Morning Tour Lagoon 400-380 Sailing in Santorini ,lunch, drink, transfer / September 18, 2026 ★ 5.0Private Morning Tour Lagoon 400-380 Sailing in Santorini ,lunch, drink, transferFrom $48045 reviews
Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Private, Sailing, Tour ReviewsSantorini Sunset:Private All-In Catamaran Cruise (Food&Drinks) / September 16, 2026 ★ 5.0Santorini Sunset:Private All-In Catamaran Cruise (Food&Drinks)From $62223 reviews
Caldera Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsDiamond 36 Private Motor Yacht Caldera Cruise / September 15, 2026 ★ 5.0Diamond 36 Private Motor Yacht Caldera CruiseFrom $39537 reviews
Caldera Cruises, Cruises & Boat Tours, Morning, Sailing, Tour ReviewsMorning Caldera Sailing Cruise / September 13, 2026 ★ 5.0Morning Caldera Sailing CruiseFrom $14937 reviews
Cruises & Boat Tours, Private, Sailing, Tour Reviews, VIPMotor Yacht (2020)Luxury Private Cruise Around Santorini / September 13, 2026 ★ 4.5Motor Yacht (2020)Luxury Private Cruise Around SantoriniFrom $41517 reviews
BBQ, Catamaran Cruises, Cruises & Boat Tours, Drinking Tours, Sailing, Tour ReviewsSantorini Cruise on Catamaran with BBQ & Open Bar / September 13, 2026 ★ 4.5Santorini Cruise on Catamaran with BBQ & Open BarFrom $1329 reviews
Caldera Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsPrivate Caldera Cruise with Motor Yacht in Santorini / September 12, 2026 ★ 5.0Private Caldera Cruise with Motor Yacht in SantoriniFrom $1,5615 reviews
Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour Reviews, Tours, VIPLuxury Private Power Catamaran Tour in Santorini / September 12, 2026 ★ 4.5Luxury Private Power Catamaran Tour in SantoriniFrom $1,9268 reviews
Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Motor Yacht Private Cruise with 5-Course Meal / September 12, 2026 ★ 4.5Motor Yacht Private Cruise with 5-Course MealFrom $1,84012 reviews
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Sunset Cruises, Tour ReviewsSantorini: Motor Yacht Sunset Cruise with 5-Course Dinner / September 12, 2026 ★ 4.5Motor Yacht Sunset Cruise with 5-Course DinnerFrom $8035 reviews
Cruises & Boat Tours, Lunch Experiences, Sailing, Tour ReviewsSantorini: Motor Yacht Day Cruise with 5-Course Lunch / September 11, 2026 ★ 4.5Motor Yacht Day Cruise with 5-Course LunchFrom $2128 reviews
Catamaran Cruises, Cruises & Boat Tours, Food, Food & Drink, Sailing, Tour ReviewsSantorini: Premium Small-Group Catamaran Cruise with Food/Drinks / September 10, 2026 ★ 4.5Premium Small-Group Catamaran Cruise with Food/DrinksFrom $11939 reviews
Catamaran Cruises, Cruises & Boat Tours, Food, Food & Drink, Sailing, Tour ReviewsSantorini: Standard Small-Group Catamaran Cruise with Food/Drinks / September 10, 2026 ★ 5.0Standard Small-Group Catamaran Cruise with Food/DrinksFrom $10258 reviews
Catamaran Cruises, Cruises & Boat Tours, Half-Day, Private, Sailing, Tour ReviewsHalf-Day Tailor-made Private Catamaran Cruise in Santorini / September 9, 2026 ★ 5.0Half-Day Tailor-made Private Catamaran Cruise in SantoriniFrom $95839 reviews
Caldera Cruises, Catamaran Cruises, Cruises & Boat Tours, Sailing, Tour ReviewsMajestic Catamaran Caldera Cruise with Snacks, Meal & Drinks / September 5, 2026 ★ 4.5Majestic Catamaran Caldera Cruise with Snacks, Meal & DrinksFrom $16223 reviews
Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Caldera Private Catamaran Cruise with Meal & Drinks / September 3, 2026 ★ 5.0Caldera Private Catamaran Cruise with Meal & DrinksFrom $64914 reviews
Catamaran Cruises, Cruises & Boat Tours, Half-Day, Private, Private Drivers, Sailing, Tour ReviewsBest of Santorini Private Half-Day Catamaran Cruise with transfer and meal / September 1, 2026 ★ 5.0Best of Santorini Private Half-Day Catamaran Cruise with transfer and mealFrom $1,44862 reviews
Cruises & Boat Tours, Private, Sailing, Tour ReviewsHalf day Private Sailing cruise in Santorini island up to 6 pax / August 31, 2026 ★ 5.0Half day Private Sailing cruise in Santorini island up to 6 paxFrom $1,0726 reviews
Caldera Cruises, Cruises & Boat Tours, Drinking Tours, Private, Sailing, Tour ReviewsSantorini: Private Caldera Sailing Trip with Open Bar & Meal / August 28, 2026 ★ 5.0Private Caldera Sailing Trip with Open Bar & MealFrom $94216 reviews
Catamaran Cruises, Cruises & Boat Tours, Sailing, Tour ReviewsSantorini:All-inclusive Catamaran Cruise with Thirassia Stop / August 27, 2026 ★ 4.8All-inclusive Catamaran Cruise with Thirassia StopFrom $22618 reviews
BBQ, Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Tour ReviewsSantorini: Cruise Catamaran with BBQ & Drinks Day or Sunset / August 27, 2026 ★ 4.2Cruise Catamaran with BBQ & Drinks Day or SunsetFrom $11218 reviews
BBQ, Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour Reviews, ToursSantorini: Private Catamaran Tour with BBQ Meal and Drinks / August 23, 2026 ★ 5.0Private Catamaran Tour with BBQ Meal and DrinksFrom $1,82643 reviews
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Private, Sailing, Sunset Cruises, Tour Reviews, ToursSantorini: Private 5-Hour Sunset Sailing Tour with Dinner / August 23, 2026 ★ 4.9Private 5-Hour Sunset Sailing Tour with DinnerFrom $1,1788 reviews
Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: All-Inclusive Private Catamaran Experience / August 23, 2026 ★ 4.8All-Inclusive Private Catamaran ExperienceFrom $1,35524 reviews
Catamaran Cruises, Cruises & Boat Tours, Food, Food & Drink, Private, Sailing, Tour ReviewsSantorini: Private All-In Catamaran Cruise, with Food|Drinks / August 23, 2026 ★ 4.9Private All-In Catamaran Cruise, with Food|DrinksFrom $1,06024 reviews
Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Santorini Wine Tours, Tour Reviews, Tours, Wine ToursSantorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour / August 22, 2026 ★ 4.7Catamaran Cruise, Winery, & Oia Sunset Combo TourFrom $21228 reviews
BBQ, Catamaran Cruises, Cruises & Boat Tours, Lunch Experiences, Sailing, Tour Reviews, VIPSantorini: Luxury Catamaran Cruise with Lunch, BBQ & Drinks / August 21, 2026 ★ 4.6Luxury Catamaran Cruise with Lunch, BBQ & DrinksFrom $12939 reviews
Caldera Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Private Diamond 36 Motor Yacht Caldera Cruise / August 19, 2026 ★ 5.0Private Diamond 36 Motor Yacht Caldera CruiseFrom $14740 reviews
Catamaran Cruises, Cruises & Boat Tours, Lunch Experiences, Sailing, Tour ReviewsSantorini: Catamaran Cruise with Lunch, Drinks, & Oia Visit / August 18, 2026 ★ 5.0Catamaran Cruise with Lunch, Drinks, & Oia VisitFrom $15322 reviews
Catamaran Cruises, Cruises & Boat Tours, Food, Food & Drink, Private, Sailing, Tour ReviewsSantorini: 7-Hour Private Catamaran Cruise with Food & Drink / August 18, 2026 ★ 5.07-Hour Private Catamaran Cruise with Food & DrinkFrom $2,0649 reviews
Catamaran Cruises, Cruises & Boat Tours, Sailing, Tour ReviewsSantorini: Majestic Catamaran Cruise with Meal and Drinks / August 18, 2026 ★ 4.9Majestic Catamaran Cruise with Meal and DrinksFrom $15220 reviews
Cruises & Boat Tours, Morning, Sailing, Tour ReviewsSantorini Caldera: Morning Sailing Cruise with Meal / August 18, 2026 ★ 4.7Santorini Caldera: Morning Sailing Cruise with MealFrom $14731 reviews
Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Private Yacht Experience of Timeless Elegance / August 18, 2026 ★ 4.2Private Yacht Experience of Timeless EleganceFrom $1,9205 reviews
Catamaran Cruises, Cruises & Boat Tours, Private, Sailing, Tour ReviewsSantorini: Caldera Private Power Catamaran Cruise / August 18, 2026 ★ 4.9Caldera Private Power Catamaran CruiseFrom $17245 reviews
Catamaran Cruises, Cruises & Boat Tours, Sailing, Snorkeling, Tour ReviewsSantorini: Adventurous Catamaran Experience with Snorkeling / August 17, 2026 ★ 4.5Adventurous Catamaran Experience with SnorkelingFrom $13613 reviews
Cruises & Boat Tours, Private, Sailing, Tour ReviewsThe Fastest All Inclusive Private Motor Yacht in Santorini / August 14, 2026 ★ 5.0The Fastest All Inclusive Private Motor Yacht in SantoriniFrom $5597 reviews
BBQ, Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Cruises, Tour Reviews, VIPLuxury Catamaran Sunset Cruise with BBQ Fresh Fish & Drinks / August 13, 2026 ★ 5.0Luxury Catamaran Sunset Cruise with BBQ Fresh Fish & DrinksFrom $1886 reviews
Cruises & Boat Tours, Sailing, Tour ReviewsSantorini: Dream Catcher 5-hour Sailing Trip in the Caldera / August 11, 2026 ★ 4.7Dream Catcher 5-hour Sailing Trip in the CalderaFrom $14761 reviews