New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Santorini Bliss: A 5-Day Island Escape Itinerary

Last updated: 2024 Jun 14

Sunset Delights in Oia

Morning

Start your day with a delightful breakfast at Lucky's Souvlakis, savoring traditional Greek flavors. After breakfast, head to the iconic Oia to explore the charming white-washed buildings and blue-domed churches. Don't miss the opportunity to shop for local handicrafts and souvenirs.

Afternoon

For lunch, enjoy the stunning views at Fira Kalamaki, known for its fresh seafood. Afterward, relax on the unique Red Beach, famous for its red volcanic sands and clear waters. Spend the afternoon sunbathing and swimming in this picturesque setting.

Evening

In the evening, witness the world-renowned Santorini sunset in Oia. Find a cozy spot at one of the cliffside restaurants and enjoy a romantic dinner with a view. Indulge in the delicious seafood at To Psaraki while the sun paints the sky in a myriad of colors.

Bedtime

Find amazing hotels in Santorini, Greece.

4.70
Oia
Book Now

4.78
Red Beach
Book Now

Wine Tasting and Caldera Views

Morning

Enjoy a leisurely morning with a cup of coffee at Parea Tavern, known for its traditional Greek coffee. Afterward, visit a local winery such as SantoWines or Venetsanos Winery to experience the unique volcanic wines of Santorini.

Afternoon

For lunch, savor the authentic flavors of the island at Metaxi Mas, a hidden gem in the village of Exo Gonia. After lunch, take a relaxing boat tour around the caldera, admiring the stunning cliffs and the crystal-clear waters.

Evening

Conclude your day with a memorable dinner at 1800-Floga, a restaurant known for its spectacular views of the caldera. Enjoy a sumptuous meal while the lights of the surrounding villages twinkle in the distance.

Bedtime

Find amazing hotels in Santorini, Greece.

4.88
SantoWines
Book Now

4.32
Venetsanos Winery
Book Now

Ancient Treasures and Beach Relaxation

Morning

Start your day with a hearty breakfast at Naoussa Restaurant, known for its traditional Greek dishes. After breakfast, visit the ancient site of Ancient Thera, perched on a cliff with panoramic views of the island.

Afternoon

For a relaxing afternoon, head to the black sand beach of Perissa Beach. Enjoy the sun, sea, and sand, and have lunch at one of the seaside tavernas. You can also try water sports or take a boat tour along the coast.

Evening

In the evening, unwind with a casual dinner at To Psaraki, a local favorite for its fresh seafood and laid-back atmosphere. After dinner, take a leisurely stroll along the beach and enjoy the nightlife of Perissa.

Bedtime

Find amazing hotels in Santorini, Greece.

5.00
Ancient Thera
Book Now

4.63
Perissa Beach
Book Now

Island Exploration and Hot Springs

Morning

After a relaxing breakfast at Lucky's Souvlakis, embark on a boat tour to the volcanic islands of Nea Kameni and Palea Kameni. Take a dip in the therapeutic Santorini Hot Springs and hike to the crater of the volcano for panoramic views.

Afternoon

Enjoy a light lunch at Fira Kalamaki before continuing your boat tour to the island of Thirassia. Explore the traditional village, swim in the crystal-clear waters, and immerse yourself in the unspoiled beauty of the island.

Evening

For dinner, experience the local cuisine at Parea Tavern, known for its warm hospitality and authentic dishes. After dinner, relax and enjoy the peaceful evening atmosphere of Thirassia before heading back to Santorini.

Bedtime

Find amazing hotels in Santorini, Greece.

4.57
Santorini Hot Springs
Book Now

Farewell to Santorini

Morning

On your last day, have a leisurely breakfast at Metaxi Mas, savoring the flavors of the island. Spend the morning exploring the charming village of Megalochori, with its traditional architecture and winding alleys.

Afternoon

For your final meal in Santorini, enjoy a memorable lunch at Naoussa Restaurant, known for its creative Mediterranean cuisine. After lunch, visit the iconic Blue Domes of Oia and take in the last views of the caldera before your departure.

Evening

Conclude your Santorini journey with a sunset cruise, sipping champagne and enjoying the breathtaking views of the island. Raise a toast to this magical destination before heading to the airport for your onward journey.

Bedtime

Find amazing hotels in Santorini, Greece.