Jet off to Greece for a dream six-night getaway to historic Athens and stunning Santorini for just $999 per person, including international flights, hotels, and inter-island transport.
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At just $999 per person, this stunning package from Travelzoo invites you to explore the ancient glory of Athens and the sun-drenched romance of Santorini. Booking this itinerary on your own would cost roughly $2,000, making this an incredible opportunity to cross the Aegean off your bucket list without paying premium pricing. The deal includes roundtrip international airfare, six nights of accommodations, inter-island transport, and daily breakfast to fuel your daily adventures.
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Athens: A City Anchored in Antiquity
Your journey begins with three nights in Athens, a modern European city with vibrant cafes and nightlife anchored around spectacular ancient sites. Wake up early to climb the ultimate Athenian icon—the Acropolis. You can follow the path of ancient pilgrims up to the Propylaia, the Parthenon, and the Erechtheion. Afterward, wander across the street to the sleek, modern Acropolis Museum, packed with statues and treasures excavated directly from the hill itself.
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Take time to lose yourself in Plaka and Anafiotika. As the city’s oldest neighborhood, it is a gorgeous maze situated right under the Acropolis, bursting with outdoor cafes, bright flowers, and an abundance of friendly local cats. Cap off the day in Syntagma Square to witness the changing of the guard ceremony and soak in the quintessential, lively energy of Athens.
Santorini: The Quintessential Island Escape
After your historic immersion in the capital, hop a quick flight or ferry to Santorini for three idyllic nights of island life. Santorini is defined by its dramatic landscapes and legendary sunsets. Head up to Oia and the Caldera cliffs; the view as the sun drops behind the caldera will absolutely imprint on your soul.
Beyond the views, the island is packed with history and flavor. Discover Akrotiri, a Bronze Age city frozen in time by volcanic ash that is often called the “Pompeii of the Aegean.” Walk the stunning cliffside trail linking Fira and Imerovigli, where dramatic views, boutique shops, and sunset bars await. Be sure to sip crisp Assyrtiko wine among the volcanic vineyards, paired with local specialties like cherry tomatoes, fava, and white eggplant. When it’s time to relax, sample Santorini’s wild, red-cliffed Red Beach or the striking black volcanic sands of Kamari.
Deal Specifics & When to Go
Every detail of this package is designed for a seamless getaway:
The Price: $999 per person, based on two people sharing a room.
What’s Included: Roundtrip international airfare into Athens, six nights at well-reviewed hotels (three in Athens, three in Santorini), internal flights or ferries between the two destinations, and daily breakfast.
Base Dates & Cities: Depart on select dates from October 2026 through March 2027 from Boston, Chicago, Newark, or New York.
Additional Dates & Cities: Add +$100 per person to travel during July-September 2026 or April-June 2027. Departures from Atlanta, Dallas, Denver, Detroit, Houston, Las Vegas, Los Angeles, Miami, Orlando, Philadelphia, San Francisco, and Washington, D.C., are also available starting at +$100.
Upgrades Available: You can upgrade your hotels, pair Santorini with your choice of a second Greek island for a 9-night trip, or add a weeklong cruise on a traditional wooden “gulet” yacht.
Booking Window: While a specific expiration date isn’t stated in the deal terms, promotional pricing for select dates is highly subject to availability and can sell out quickly.
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Crucial Caveats
Before you lock in your dates, note these important terms: This package requires a Travelzoo membership to purchase (available for $50 annually or just $1 for a 30-day trial). Once you book the deal, the vacation is strictly nonrefundable. Air and hotel taxes are included in the upfront cost, but local city taxes are not included and must be paid directly at your hotels. Baggage can be added from $129 per checked bag roundtrip.
A Note for Solo Travelers: Act quickly! If you are traveling alone, the single supplement fee can be waived—but this is strictly limited to the very first 25 reservations. Secure your spot, lock in your savings, and start packing for the Aegean. Check Travelzoo’s partner website to view the full calendar of dates and finalize your booking.
Book the deal here!
Some or all of this article was crafted with help from AI. All deal content comes from Travelzoo, and all destination content comes from Fodor’s Travel. An editor reviewed and vetted this article before publishing.