Classical Greece and the Aegean Islands

A journey through Greece with three island visits (and an optional fourth), and then we are off to see Classical Greece, including Athens, Delphi, Meteora, and the Peloponnese. This trip is extraordinary and one-of-a-kind — like you are!

Included in every Saints & Sages trip:

  • English-speaking, certified travel director offering 24/7 assistance, and expert local guides, certified by their countries
  • Professional drivers
  • Hand-selected accommodations in 4- and 5-star hotels
  • Full breakfast daily
  • A glass of the restaurant’s “house wine” at included dinners
  • Activities menu for you to design your day on free days!
  • Internet access
  • Entrance fees, taxes, and all gratuities except for the photographer (when offered)
  • Laundry Liaison: if desired, we will arrange for your clothing to be laundered near the halfway point of the trip. (Notify us before trip start and we will schedule it and tell you the pricing.)
  • Indulgence add-ons: special occasion or extra pampering needed? We got you!
  • Guaranteed departure with just four guests

Classical Greece & the Aegean Islands

A breathtaking and relaxing journey including the islands of Santorini, Paros, and Antiparos, and then we'll walk through the pages of ancient history in Athens, Delphi, Meteora, and the Peloponnese region, including the Venetian-styled port city of Nafplio and Olympia's ancient Olympic stadium. 

S² Trip Highlights:

  • All breakfasts and a number of lunches and gastronomic dinners
  • All transportation within Greece, including air-conditioned mini-bus, one inter-island flight, and two inter-island ferries
  • Thirteen overnight accommodations in 4- and 5-star hotels with gorgeous views
  • Curated, vibrant experiences to learn about Greek history, culture, cuisine, and wines
  • Visits to three Greek islands, with an optional excursion to a fourth.
  • Design Your Days: Multiple days where you choose what you'd like to do. Have us make your plans in advance, or just see how you're feeling that day! This is the secret to the perfect group travel experience; the ability to set the pace how you like it, so you never feel rushed or exhausted. You get to be as busy or as wander-the-cobblestone-streets-and-sit-in-a-pretty-café as you want to be!
  • Small group: 16-person maximum

Itinerary at a Glance

  • Day 0 DEPART FOR SANTORINI, VIA ATHENS
  • Days 1-3 SANTORINI
  • Days 4-6 PAROS
  • Days 7-8 ATHENS
  • Days 9-10 DELPHI/METEORA
  • Days 11-13 THE PELOPONNESE

Want to see the full itinerary? Click on the itinerary tab above.

Note: This itinerary will have more details added to it later. Want to be updated when the full info is added? Notify me!

DAY 0     TRAVEL DAY

Fly from the US to Santorini via Athens. Let us know if you'd like to arrive a day or two early. We are happy to put an extension together for you.

Overnight Flight     Meals: In-flight


DAY 1     SANTORINI

After arriving in Athens, you'll hop a quick flight to the iconic island of Santorini. You'll have free time to rest, recharge, and settle in before we meet up for our welcome dinner!

Overnight: Santorini    Meals: Dinner


DAY 2     SANTORINI

A local, expert guide will take us on a day tour of Santorini, including a winery visit with a luncheon at the vineyards.

Overnight: Santorini     Meals: Breakfast, Lunch, Dinner


DAY 3     SANTORINI

Today we visit the archeological site of Thira, including the Arotiki Museum and following that, we will head out on a day trip to Oia for a photography tour.

Overnight: Santorini   Meals: Breakfast, Dinner


DAY 4     PAROS

In the morning, we'll take a ferry to the less-traveled (but no less beautiful!) island of Paros. The remainder of the day is for you to design: relax, go for an easy walk or meander the streets, rub shoulders with the locals, do a little shopping, spend some time at a café... you do you! We'll meet up for dinner.

Overnight: Paros     Meals: Breakfast, Dinner


DAY 5     PAROS & ANTIPAROS

Today we will take a day cruise, exploring Paros and the island of Antiparos.

Overnight: Paros     Meals: Breakfast, Lunch


DAY 6     PAROS

Design your day! You have the day free to explore, walk, shop, sun, or sip Greek coffee! (Or ouzo ) In the evening, we'll enjoy an easy cooking class, followed by a feast!

Overnight: Paros     Meals: Breakfast, Dinner


DAY 7     ATHENS

Today, we take the ferry from Paros to Athens, with the option of a walking tour.

Overnight City: Athens     Meals: Breakfast, Dinner


DAY 8     ATHENS

We'll meet up for a guided tour of the Acropolis, a Parthenon temple visit with guide, the best panoramic view of Athens, and a trip to the Archeological Museum of Athens. Free afternoon.

Overnight City: Athens     Meals: Breakfast, Dinner


DAY 9     DELPHI & METEORA

Today, we travel to one of the most famous cities of the ancient world - Delphi, home of the legendary Oracle of Delphi. From there, we are headed to Meteora, with a stop along the way at Thermopylae or Trikala. Arriving at Meteora, we'll have a sunset view of the "floating monasteries."

Overnight City: Kalambaka     Meals: Breakfast


DAY 10     KALAMBAKA

Tour of Meteora, the Orthodox monasteries "suspended in air." Afterwards, we'll have a mushroom/truffle experience.

Overnight City: Kalambaka    Meals: Breakfast, Dinner


DAY 11     NAFPLIO

Making our way from Kalambaka to the Peloponnese, we'll make a few stops, including Corinth! Our next three nights will be in the Venetian-styled port city of Nafplio.

Overnight City: Nafplio     Meals: Breakfast, Dinner


DAY 12    NAFPLIO

Design your day!

Overnight City: Nafplio     Meals: Breakfast, Dinner


DAY 13     OLYMPIA & KALAMATA

Today we'll visit the real Olympic stadium and have a visit (with tasting) in Kalamata, home of the Kalamata olive. In the evening, we will have an incredible farewell dinner!

Overnight City: Nafplio     Meals: Breakfast, Dinner


DAY 14     DEPARTURE

Transport from Nafplio to the Athens airport for our flights home.

Meals: Breakfast

 

2024: September 18 - October 1 (Guests must fly out of the US by September 17)
2025: September 17 - September 30 (tentative)

Prices are in USD per person, based on double occupancy.

Price: Coming Soon!             Single Supplement: Coming Soon!

Notify me when the pricing is available!

Indulgence Option: Want luxury hotels only? We are always happy to upgrade all your hotels to a 5-star (when we are staying in a 4-star). Contact us for more information!

*The single supplement is a cost increase paid by solo travelers booking a room to themselves. Hotels charge the same amount per room, regardless of whether the occupancy is a single or a couple. S² firmly believes that group travel is the absolute best way to travel, especially for singles! If you are traveling alone and would like us to try and find someone to share a room with you, let us know! We do not mark up our single supplement!

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