A 5 Day Complete Itinerary Guide to Santorini

A five-day itinerary guide for a vacation in Santorini. In this 5-day itinerary, we’ll guide you through the must-see places in Santorini.

In this 5-day itinerary, we’ll guide you through the must-see sights and activities in Santorini, from exploring the island’s volcanic history to indulging in delicious local cuisine. Whether you’re travelling solo, as a couple, or with friends and family, this itinerary will help you make the most of your time on this amazing island. So pack your bags and get ready to experience the beauty and charm of Santorini!

Day 1 of 5 Itinerary Guide Santorini: Exploration & Sunset in Oia

white concrete building near body of water during daytime

If you’re looking for a relaxing and picturesque vacation spot, consider visiting the beautiful town of Oia in Santorini. One of the must-see attractions in Oia is the charming and quaint streets filled with unique shops and boutiques.

Additionally, Oia is known for its delicious seafood, so make sure to grab dinner at one of the many seafood restaurants for a true taste of Santorini. Finally, end your day by watching the famous Santorini sunset from Oia Castle, where you’ll be treated to a breathtaking view of the Aegean Sea and the caldera.

Whether you’re travelling with friends, family, or solo, Oia is a wonderful destination that is sure to leave a lasting impression.

Day 2: Hike the Caldera from Oia to Fira

aerial view of blue sea during daytime

On the second day of your trip, you should consider taking a hike from Oia to Fira. This hike encompasses the caldera and offers breathtaking views of the Aegean Sea.

Along the way, you will encounter several picturesque villages, each with its own unique charm. In the village of Imerovigli, you can visit the Skaros Rock, which was once an important fortress. Continuing on, you will reach the town of Firostefani, which is known for its stunning blue-domed churches.

Finally, you will arrive in Fira, the capital of Santorini, where you can explore the many shops and restaurants that line the streets. This hike is a great way to immerse yourself in the beauty and culture of Santorini while also getting some exercise and fresh air.

Day 3: Wine Tasting at Meglachori and Perissa Beach Day

wine glasses shallow focus

On the third day of your itinerary, we recommend indulging in a leisurely wine-tasting experience in the charming villages of Meglachori. Take a stroll through the cobbled streets and admire the traditional Cycladic architecture while savouring some of the finest wines the island has to offer.

Afterwards, head over to the stunning Perissa Beach and spend the day soaking up the sun while lounging on the black sand beach. Don’t forget to take a refreshing dip in the crystal-clear waters of the Aegean Sea! There are plenty of beachside cafes and restaurants to choose from for a midday snack or a delicious meal.

End your day with a relaxing walk along the beach, taking in the breathtaking sunset views that Santorini is famous for. This is an ideal third day of your five-day itinerary guide in Santorini.

Day 4: Boat Tour and Hot Springs on Day 4 of Santorini Itinerary Guide

On the fourth day of the trip, we will embark on a scenic boat tour that will allow us to take in the stunning views of the surrounding landscape. As we cruise along the tranquil waters, our knowledgeable guide will share interesting facts and stories about the history and culture of the area.

After the boat tour, we will head to the nearby hot springs for a relaxing soak in the mineral-rich waters. Surrounded by lush greenery and picturesque scenery, we will unwind and rejuvenate our bodies and minds.

In addition to the boat tour and hot springs, we will also have the opportunity to explore the nearby hiking trails and take part in a variety of outdoor activities such as kayaking, fishing, and birdwatching. With so much to see and do, we are sure to have an unforgettable experience on day four of our trip.

Day 5: Hire a Car or Private Driver & Explore Pyrgos & Akrotiri

On the fifth day, I suggest that you consider hiring a car or a private driver to explore the beautiful areas of Pyrgos and Akrotiri. You could take your time to enjoy the scenic views on your way to these destinations.

Once in Pyrgos, you might want to explore the charming villages, some of which date back to medieval times. Make sure to visit the Pyrgos Castle, which is located at the top of the hill, and offers panoramic views of the surroundings. After spending a few hours in Pyrgos, head to Akrotiri to see the ancient ruins of the Bronze Age settlement.

The excavations revealed a complex society that existed more than 3,500 years ago. Take a guided tour to learn about the Minoan civilisation and its culture. You could also visit the Akrotiri Lighthouse, which offers stunning views of the Aegean Sea.

Final Thoughts

Santorini is a beautiful and unique destination that offers a mix of history, culture, and stunning natural scenery. Be sure to take your time and enjoy every moment of your trip. Don’t miss the chance to try the local food and wine, and take in the island’s breathtaking views from every angle.

So there you have it a 5 day itinerary guide to spend the perfect holiday in Santorini.

Picture of Hi, we're Sid & Leeli

Hi, we're Sid & Leeli

Thanks for reading our post! We hope you enjoy our articles, guides and itineraries. Make sure to follow Fly Anywhere Couple on Instagram, Twitter, Facebook and TikTok!

Friendly Note: Some links here are affiliates, meaning we might earn a small commission (at no extra cost to you) if you make a purchase. We only share products we love and think you will too. Thanks for supporting us!

Unlock a World of Romantic Travel & Enchanting Photography!

Embark on a captivating journey with us! Sign up for our newsletter and immerse yourself in the magical allure of romantic destinations and breathtaking photography, delivered straight to your inbox. Whether you’re planning a honeymoon, anniversary getaway, or simply dreaming of a love-filled escape, our expert tips, inspiring stories, and stunning visuals will spark your wanderlust and guide you through the world’s most enchanting spots. Subscribe now and let the romance begin!

Please enable JavaScript in your browser to complete this form.
Name
  • About
  • Destinations
  • Travel Tips
  • Contact