Greece: Athens & Isles
From Athens' majestic Acropolis and Parthenon to the must-see ancient Agora, you'll explore the renowned capital of Greece with its rich history and culture. After the hustle and bustle, fly to the island of Naxos for a relaxing stay in one of our favorite Greek Isles. With ancient ruins, beautiful beaches and the family-run olive farms, you'll see why. Cap it off with a ferry to stunning Santorini, wandering the sun-drenched, whitewashed buildings and sipping wine (we suggest the Assyrtiko) while you watch the sunset.

Customize your trip!
Vacation Highlights
Small-group food tours in Athens and Naxos to discover delicious Greek delicacies.
Explore the amazing volcanic wines of Santorini on a small group tasting and tour of three wineries emblematic of the region.
From your small boat catamaran cruise, you'll swim in thermal springs, visit amazing beaches and get the best view to watch the world-renowned Santorini sunset.
Skip-the-line entrance to top attractions including the Acropolis & Ancient Agora, and the Acropolis Museum
As always, our Trademark Vacations Experience includes:
Round trip standard economy airfare from Chicago
Private airport transfers
Fast, convenient intercity travel
Premium highly rated city-center hotel accommodations
Authentic private & small group tours and premium attractions
* Seasonal rates may vary. Includes 1 checked, 1 carry-on & 1 personal bag per person. Price includes all airline taxes, fees & surcharges. Economy (advance seat reservation cost not included).

Itinerary at a Glance
All of our tailor-made packages depart on the dates you choose. Small group and private tours feature local, expert guides. Send us a message if you want to customize the itinerary, or for any other special request.
1
Arrive in Athens, take a private transfer to your hotel. Discover ancient wonders atop the Acropolis, home of the majestic Parthenon. Visit the Acropolis Museum and soak in panoramic city views.

2
Get a sense (and the scents) of the city and taste the best Greek street food in Athens on your food walking tour.

3
Free day: Explore on your own this vibrant city where ancient history meets modern charm.

4
Fly to Naxos and take a private transfer to your hotel. Relax with the sun, sea breeze, and a nice glass of wine.

5
Discover Naxos's rich history, from ancient ruins to charming mountain villages and cap it off with a visit to an idyllic private olive grove for a taste you won't soon forget (~5h).

6
Optional: Visit Paros, a gem of the Cyclades, where charming villages meet stunning beaches.

7
Take a fast ferry to Santorini and a private transfer to your hotel. Another free afternoon to relax and soak in the sights.

8
Journey the island's history, culture, and viticulture with an expert-led tour of Santorini's famous volcanic wines (~5h).

9
Eat, drink and swim on a sunset cruise. Marvel at the intricate network of islands surrounding the world’s largest caldera, adorned with charming white chapels and traditional cliff-side cave houses.

10
Take a private transfer to the airport and fly home
