Spectacular 16-Day Santorini Exploration Itinerary

Begin your day with a hearty breakfast at Ouzeri Santorini. Post breakfast, embark on a boat tour to the Santorini Volcano and explore the volcanic craters and unique landscapes.

After the volcanic adventure, take a dip in the therapeutic Santorini Hot Springs to rejuvenate. Later, enjoy a seaside lunch at To Psaraki, known for its fresh seafood and Aegean specialties.

Spend a relaxed evening at the black sands of Perivolos Beach. Unwind with a cocktail and savor a delightful dinner at 1800-Floga Restaurant, offering a blend of local and international cuisine.

Explore the archaeological site of Akrotiri, often referred to as the "Minoan Pompeii." After delving into the ancient history, enjoy a light breakfast at Selene Restaurant, known for its elegant ambiance and Santorinian flavors.

Post breakfast, visit the historic Ancient Thera and witness the remnants of ancient civilizations. For lunch, head to La Maison Restaurant and indulge in a fine dining experience with a panoramic view of the island.

Conclude your day with a visit to the Monastery of Profitis Ilias (Moni Profitou Iliou), the highest point of the island, offering breathtaking sunset views. Enjoy a sumptuous dinner at Artemis Karamolegos Winery & Vineyards, accompanied by their renowned wines.

Take a morning ferry to the serene island of Thirasia (Therasia). Enjoy a traditional Thirassian breakfast at a local taverna and explore the unspoiled beauty of the island.

Return to Santorini and have a casual lunch at Koukoumavlos Restaurant, known for its creative Mediterranean cuisine. Spend the afternoon wandering through the narrow alleys of Fira, visiting boutique shops and local attractions.

Dine at Ambrosia Restaurant & Wine Bar, where you can enjoy a romantic dinner with a wide selection of wines. Afterward, experience the vibrant nightlife of Fira with its bars and live music venues.

Begin your day with a visit to the picturesque village of Pyrgos (Pyrgos Kallistis). Climb to the top of the village for panoramic views and enjoy a traditional Greek breakfast at a local cafe.

Explore the medieval charm of Pyrgos and then head to Naoussa Taverna for a delightful lunch. Afterward, indulge in a wine tasting experience at the renowned Aktaion Restaurant, where you can sample a variety of local wines.

Return to your accommodation to freshen up, and then enjoy a relaxed dinner at Ammoudi Fish Taverna, known for its fresh catch of the day and the stunning views of the fishing harbor.

Start your day with a visit to the unique Red Beach, known for its distinct red cliffs and clear waters. Enjoy the natural beauty and take a refreshing swim.

For lunch, head to Freddys Red Tacos and savor their specialty tacos. Afterward, spend a leisurely afternoon at one of the beachside lounges, soaking up the sun and the laid-back atmosphere.

Dine at White Door Theater (White Door Theatro) [28904], a restaurant with a theatrical ambiance and a menu that's a culinary performance in itself. Enjoy an evening of fine dining and entertainment.

Take a morning ferry to the nearby island of Nea Kameni, where you can hike to the volcanic crater and witness the otherworldly landscapes. Have a light breakfast on the ferry.

After the volcanic exploration, return to Santorini and enjoy a beach day at Kamari Beach. Have a casual lunch at Metaxi Mas, a local favorite known for its traditional Greek dishes.

As the sun sets, take a stroll along the promenade of Kamari and choose a seaside taverna for dinner. Relax with the sound of the waves and the sea breeze as you enjoy your meal.

Embark on the famous Fira–Oia Hike in the early morning to avoid the heat and the crowds. Start from Fira and enjoy the scenic trail with panoramic views of the caldera.

Arrive in Oia and reward yourself with a well-deserved lunch at 1800-Floga Restaurant, offering a refreshing ambiance and a menu that celebrates the local produce and flavors.

Explore the charming alleys of Oia and discover hidden gems. As the sun sets, find a perfect spot to witness the renowned Santorini sunset. After the spectacle, dine at Selene Restaurant, a Michelin-starred establishment known for its creative Greek cuisine.

Start your day with a visit to the lesser-known White Beach, accessible by boat or a short hike from the Red Beach. Enjoy the tranquility and the unique white cliffs.

Have a casual beach picnic at the White Beach or return to one of the beachside tavernas for a relaxed lunch. Spend the afternoon discovering the hidden coves and small chapels along the coastline.

For dinner, head to La Maison Restaurant, where you can enjoy a refined meal in a serene setting. Afterward, take a drive to some of the lesser-explored parts of the island and witness the rural life of Santorini.

Immerse yourself in the local culture with a visit to the Port of Santorini (Athinios Port). Witness the comings and goings of the ferries and enjoy a breakfast at one of the portside cafes.

Take a guided tour of a traditional Santorini winery, such as Artemis Karamolegos Winery & Vineyards or Gaia Winery, and learn about the unique viticulture of the island. Enjoy a wine tasting paired with local cheeses and snacks.

Dine at Koukoumavlos Restaurant, a culinary institution on the island, known for its innovative dishes and extensive wine list. End the evening with a visit to a local bar for some live music and drinks.

Enjoy a leisurely morning at your accommodation, with breakfast served in-room or at the hotel's restaurant. Take the time to relax and plan for the rest of your trip.

Pamper yourself with a spa day at one of Santorini's luxurious spas. Indulge in a massage or a rejuvenating treatment, and spend the afternoon unwinding in the serene spa environment.

For dinner, opt for a private dining experience, either at your hotel or at a restaurant with a secluded setting. Enjoy personalized service and a specially curated menu for a memorable evening.

Join a professional photographer for a private Santorini Photo Tour and capture the island's most iconic spots from a unique perspective. Enjoy a light breakfast during the tour.

After the photo tour, return to your accommodation for a quick rest. For lunch, try Naoussa Taverna, known for its traditional Greek dishes with a modern twist.

Embark on a private Santorini Sunset Cruise and sail around the caldera as the sun dips below the horizon. Enjoy a sumptuous dinner on board, paired with local wine and live music.

Start your day with a personalized activity of your choice, whether it's a cooking class, a helicopter tour of the island, or a visit to a local farm. Enjoy a tailored breakfast based on your morning activity.

For lunch, opt for a private dining experience at a secluded spot with panoramic views. Indulge in a gourmet meal prepared by a private chef, with personalized service in an intimate setting.

Spend the evening at leisure, either with a quiet dinner at your accommodation or by exploring the nightlife of Santorini. Your concierge can recommend the best spots based on your preferences.

Enjoy a final breakfast with a view at your accommodation. Take a moment to soak in the beauty of the caldera and reflect on your time in Santorini.

Visit any of your favorite spots on the island for a last look and take some time for souvenir shopping. For lunch, revisit a restaurant where you had a memorable meal earlier in your trip.

Dine at Selene Restaurant, a fitting choice for your last evening, with its gourmet dishes and elegant ambiance. Raise a glass of local wine to the stunning sunsets and the unforgettable experiences of Santorini.

Arrive in Mykonos and start your day with a traditional Greek breakfast at Kiki's Tavern, a local favorite. After breakfast, take a walk through the charming streets of Mykonos Town (Chora) and explore the boutiques and iconic white-washed buildings.

For lunch, head to Nammos, one of the most famous beach clubs in the world. Enjoy a luxurious beachside dining experience with the crystal-clear waters of Psarou Beach as your backdrop.

As the sun begins to set, make your way to the Mykonos Windmills (Kato Mili) and Little Venice (Alefkandra) for a quintessential Mykonian sunset. Dine at Interni Restaurant, known for its elegant setting and Mediterranean cuisine with a modern twist.

Take a morning boat trip to the nearby island of Delos (Dilos), one of the most important mythological, historical, and archaeological sites in Greece. Explore the ancient ruins and learn about the island's significance.

Return to Mykonos and have a relaxed beachside lunch at Scorpios Mykonos, a bohemian beach club with a focus on organic and locally sourced ingredients. Spend the rest of the afternoon lounging on the beach or exploring the island's hidden coves.

Enjoy a farewell dinner at Ling Ling Mykonos, an upscale restaurant with a fusion of Asian flavors and a sophisticated atmosphere. Reflect on your time in the Cyclades as you savor the last moments of your trip.