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Inside Santorini
Inside Santorini
  • Cruises & Caldera
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Inside Santorini
Inside Santorini

Category Sailing

Santorini · SAILING

All Sailing Trips in Santorini

Page 4 of 4

  • Catamaran Day Cruises, Cruises & Boat Tours, Drinking Tours, Sailing, Tour Reviews

Santorini: Catamaran Cruise with Meal & Open Bar

Santorini: Catamaran Cruise with Meal & Open Bar - Red Beach swim: the caldera’s “wow” moment, up close
★ 4.9Catamaran Cruise with Meal & Open BarFrom $116341 reviews
  • July 19, 2026
  • Catamaran Day Cruises, Cruises & Boat Tours, Sailing, Tour Reviews, VIP

Santorini: Caldera Luxury Catamaran Cruise w/ Meal & Drinks

Santorini: Caldera Luxury Catamaran Cruise w/ Meal & Drinks - Red Beach and White Beach: the color show, with real swim chances
★ 4.9Caldera Luxury Catamaran Cruise w/ Meal & DrinksFrom $148237 reviews
  • July 19, 2026
  • Catamaran Day Cruises, Cruises & Boat Tours, Sailing, Tour Reviews

Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks

Santorini: Caldera Classic Catamaran Cruise w/ Meal & Drinks - Getting to Vlichada Marina: Pickup That Saves a Lot of Hassle
★ 4.8Caldera Classic Catamaran Cruise w/ Meal & DrinksFrom $123379 reviews
  • July 19, 2026
  • Catamaran Day Cruises, Cruises & Boat Tours, Food, Food & Drink, Sailing, Tour Reviews

Santorini: Catamaran Cruise with Food and Drinks

Santorini: Catamaran Cruise with Food and Drinks - Safety Rules That Actually Help (Not Just Paperwork)
★ 4.6Catamaran Cruise with Food and DrinksFrom $100257 reviews
  • July 19, 2026

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Catamaran Day Cruises88Caldera Sunset Cruises33Caldera Boat Cruises42Cruises & Boat Tours274Volcano & Hot Springs42Santorini Sailing Trips45
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Inside Santorini

White villages on a black cliff, boats on a flooded volcano, and a sunset the whole island stops to watch.

Cruises & the caldera

Caldera Catamarans88Caldera Sunset Cruises33Caldera Cruises42Volcano & Hot Springs42All Boat Trips274Sailing Trips45

On the water

Sailing124Sea Kayak29Hot Springs Swims42Thirassía Island15Red Beach17BBQ Cruises61

Villages & sights

Oia & Fira112Island Highlights165Village Tours35Akrotiri & Ancient Thera31Private Tours185Sunset Experiences40

Wine & the table

Wine & Wineries161Wine Tastings156Cooking Classes29Food Tours112Dining43Drinks & Bars34

Photos & experiences

Photoshoots111Flying Dress58Photo Sessions105Horse Riding13ATV & Quad11Spa & Hot Springs18

Popular tour types

Caldera Catamarans · 88Caldera Sunset Cruises · 33Sailing · 124Volcano & Hot Springs · 42Wine Tours · 161Cooking Classes · 29Photoshoots · 111Flying Dress · 58Island Highlights · 165Oia & Fira · 112Private Tours · 185Evening Experiences · 121Sea Kayak · 29Dining · 43Drinking Tours · 34BBQ Cruises · 61
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