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The Best of Santorini Island

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6 to 9+ Nights from $1,921*
* Sample price: priced within the past 7 days for a 11/24/2025 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 6 night sample itinerary includes:

  • Flight into and out of Santorini Island
  • Hotel for 6 nights in Santorini Island

    Sample of Included Tours:
  • Santorini Island Tour with Wine Tasting
  • Food and Wine Tasting
  • Cruise to Caldera Volcano
  • Tour of Oia City
  • Visit to Akrotiri

    Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

Visit some of the most popular Greek Island with this enchanting vacation package. Santorini is a cliff-faced crescent isle which towers over the pure blue waters of its caldera, the core of an ancient volcano. While your discover the Island, taste the best of its food and wine. Also, adventure yourself visiting Caldera Volcano on a Cruise, and a Day Visit to Ancient Ruins of Akrotiri and the quaint Village of Oia (known for its stunning sunsets and windmills along its shores).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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Flexible Itinerary

  • Santorini Island

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Greece

Customer Reviews

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Trip Summary

  • Santorini Island
    Santorini Island

    Santorini is considered to be the most sought after place for a romantic getaway in Greece since there are not many places in the world where you can enjoy exquisitely clear waters while perched on the rim of a massive active volcano in the middle of the sea! Fira, the picturesque capital of the island, is perched high up on the edge of the Caldera, looking like a marvelous painting. Some of the villages are cosmopolitan, some more peaceful; they are surrounded by vast vineyards; whitewashed cliff-top towns with castles affording amazing views out over the Aegean. Soaking up the villages' distinctive traditional atmosphere is a very unique experience.

    Visit and explore the towns of Fira, Oia, and Imerovigli as well as other charming villages, the beaches, Akrotiri Archaeological Site, the monasteries and churches, the Caldera, and much more!

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