2-Day Santorini Itinerary for Food & Wine Enthusiasts

Advisor - Tiffany Toro
Curated By

Tiffany Toro

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  • International Travel

  • Greece

  • Santorini

  • Boutique Travel

  • Couples Travel

  • Food & Wine

  • Honeymoons

  • Luxury Travel

  • Island-Life

  • Foodie

  • Relaxation

white buildings near the ocean during daytime
Curator’s statement

Santorini is the perfect destination for breathtaking views, picturesque sunsets, mouthwatering flavors and the perfect balance of relaxation and adventure if you choose to do so. An island accessible by ferry or plane, the plane ride from Athens is just under an hour, allowing you to explore the best of both worlds: history and island culture. Some think Santorini is a lot more relaxed than its sister island Mykonos but it has it all depending on what area of the island you choose to stay in.

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Where to stay

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Nobu Hotel Santorini

Boutique property located on the northeast coast of the island with chic rooms, an on-site signature Nobu restaurant, spa and luxe pool

Fora Perks
  • $100 hotel / resort credit.

  • Breakfast daily.

  • Upgrade & extended check-in/out whenever possible.

Perivolas Hotel

The charming and intimate Perivolas brings a relaxed and elegant simplicity to island living — perfect for an intimate holiday for two.

Fora Perks
  • A bottle of local Santorini white wine from one of the island's excellent wineries.

Katikies Kirini Santorini

Upscale hotel overlooking the Aegean Sea with cave-style suites and fine-dining.

Fora Perks
  • $100 hotel / resort credit.

  • Welcome drink.

  • Upgrade & guaranteed late check-out.

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Advisor - Tiffany Toro

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Day 1: Arrive in Santorini

white buildings next to body of ocean during daytime

If arriving in Santorini by ferry from one of the sibling islands I recommend taking the morning express ferry which gets you to Santorini in under two hours based on where you were before.


Check into your hotel and then head to Kamari beach for lunch and a few hours in the sun. I recommend Almira for lunch. I recommend Kamari beach over Perissa because it is usually less crowded and more options for bars and restaurants if you choose to make a day out of it.


Depending on what month you visit in will determine what time the sun sets. Be sure to ask your travel advisor so you can make a reservation for dinner to catch the sunset. For dinner, I recommend Kaliya which sits at the highest point in Fira. Pro tip: make sure to request a table outside on the porch to be able to see the sunset. They have a creative twist on the islands specialties. Fira is a very upbeat city in Santorini if you choose to continue to explore the shops are open late for some after dinner shopping.

Day 2: Explore the island by land and sea

white buildings on the side of a cliff during sunset

There are a few different trails you can explore in Santorini:

1. Hike Fira to Oia: This hike is about six miles one way but it's a great way to see Santorini. Be sure to start in the morning to avoid the heat. There will be some shops on the way but be sure to bring water and wear appropriate shoes! Don’t forget to visit the Archaeological Museum of Thera for a little glimpse into the island’s heritage and past.

2. Hike to the top of the Santorini Volcano: Starting from Fira, take the switch-backing path down the cliff to the Old Port (you will want to take the cable car for the way up so avoid it on the way down). The Old Port still has authentic charm and there is where you can hop aboard a boat tour that will take you across the Caldera to the volcano on Nea Kameni. This hike is definitely worth it for the breathtaking views. The path is a bit rough so make sure you are wearing appropriate shoes! Back on the boat you will circle around the other side of the volcano where you will have a chance to soak in the thermal hot springs at Palia Kameni before heading back to Fira.

After the hike head back to the hotel for a swim in the pool and some relaxation before a dinner cooking class.

Need to Know

Work with your travel advisor to organize a small group or private wine tour. Santorini is known for its local varieties such as assyrtiko. Santorini wine is unique because of the volcanic soil. Learn about the “protected appellation origin” of the island, with vines dating as far back as 400 years from experts at various wine estates.

Advisor - Tiffany Toro

Travel Advisor

Tiffany Toro

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