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Ultimate 20-Day Greek Islands Adventure Itinerary
Last updated: 2024 Jun 14Ancient Wonders and Modern Delights
Morning
Begin your Greek adventure with a visit to the iconic Acropolis in Athens. Explore the Parthenon, the Erechtheion, and the Temple of Athena Nike while enjoying panoramic views of the city.
Afternoon
After descending from the Acropolis, take a leisurely stroll through the historic Plaka neighborhood. Enjoy a traditional Greek lunch at Taverna Plaka and immerse yourself in the charming streets filled with shops and cafes.
Evening
Witness the changing of the guard at the Syntagma Square and then indulge in a fine dining experience at GB Roof Garden with stunning views of the city and the Acropolis.
Bedtime
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Beaches and Windmills
Morning
Start your day with a hearty breakfast at Blue Myth Restaurant, then head to the famous Windmills of Mykonos. Enjoy the sea breeze and take in the picturesque views of the island.
Afternoon
Spend your afternoon at the vibrant Paradise Beach, known for its lively atmosphere and crystal-clear waters. Have a relaxing beach lunch at Tasos Taverna with fresh seafood and local specialties.
Evening
As the sun sets, explore the narrow streets of Mykonos Town (Chora). Dine at Kastro's for a romantic dinner with a view, and then experience the famous nightlife of Mykonos at Scandinavian Bar.
Bedtime
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4.54Scandinavian Bar
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4.54Scandinavian Bar
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Delos Discovery and Island Hopping
Morning
Take a morning ferry to the nearby island of Delos, an important archaeological site and a UNESCO World Heritage site. Explore the ruins of this ancient city and learn about its history.
Afternoon
Return to Mykonos and have a casual lunch at Kiki's Tavern, a local favorite. Afterward, rent a private boat and spend the afternoon exploring the hidden coves and beaches of the surrounding islands.
Evening
Enjoy a sunset dinner at Spilia Seaside Restaurant, known for its fresh seafood and unique cave setting. End the night with drinks at Nammos Beach, one of the most exclusive beach clubs in the world.
Bedtime
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4.31Nammos Beach
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4.31Nammos Beach
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Day of Relaxation and Rejuvenation
Morning
Start your day with a yoga session at Arna Yoga, overlooking the Aegean Sea. Afterward, enjoy a healthy breakfast at Panormos Beach Bar & Restaurant.
Afternoon
Spend a peaceful afternoon at Agios Sostis Beach, a quiet and unspoiled beach on the northern coast of the island. Have a light lunch at Kiki's Place, a hidden gem with a laid-back atmosphere.
Evening
Pamper yourself with a spa treatment at Cavo Tagoo Spa, followed by a sophisticated dinner at Ling Ling by Hakkasan, where you can savor Asian-inspired dishes in a stylish setting.
Bedtime
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Santorini's Spectacular Sights
Morning
Begin your Santorini journey with a delicious breakfast at Prince, known for its stunning views. Afterward, head to the Santorini Volcano for a morning hike and exploration of the volcanic landscape.
Afternoon
Descend from the volcano and cool off at the Santorini Hot Springs, where you can enjoy a therapeutic soak in the mineral-rich waters. Then, have a beachside lunch at Beach Bar on the famous Red Beach.
Evening
Witness the world-famous Santorini sunset in the charming village of Oia. Enjoy a romantic dinner at Onar Restaurant Bar Santorini with a view of the caldera, followed by a leisurely stroll through the postcard-perfect streets.
Bedtime
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4.65Santorini Volcano
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4.65Santorini Volcano
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4.57Santorini Hot Springs
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4.57Santorini Hot Springs
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Cultural Delights and Hidden Gems
Morning
Explore the ancient ruins of Akrotiri, often referred to as the "Minoan Pompeii." Afterward, visit the White Beach for a relaxing morning by the unique white pebble shoreline. Enjoy a light lunch at the nearby Catch Bar-Restaurant.
Afternoon
Immerse yourself in the local culture with a visit to the Museum of Prehistoric Thira, where you can learn about the island's fascinating history. Then, take a guided tour of the traditional village of Pyrgos and its medieval castle.
Evening
Dine at Forty One 41, a hidden gem with a menu that reflects the island's culinary heritage. After dinner, experience the vibrant nightlife of Fira, with its numerous bars and clubs.
Bedtime
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4.68Akrotiri
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4.68Akrotiri
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4.83White Beach
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4.83White Beach
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Wine Tasting and Sunset Serenade
Morning
Embark on a wine tasting journey through the island's renowned vineyards. Start at Venetsanos Winery, where you can enjoy panoramic views of the caldera while sipping on local varietals. Pair the wines with a light lunch at the winery's terrace.
Afternoon
Continue your wine exploration with visits to Santo Wines and Gaia Wines. Learn about the unique viticulture of Santorini and sample some of the best wines the island has to offer.
Evening
Conclude the day with a magical sunset cruise. Board a traditional wooden boat and sail around the caldera, admiring the dramatic cliffs and the changing colors of the sky. Enjoy a sumptuous dinner on board, accompanied by live music and the mesmerizing views.
Bedtime
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Adventure and Adrenaline
Morning
Start your day with an exhilarating Santorini Full-Day Quad Bike or Buggy with Hotel Transfer. Explore the island's hidden corners and enjoy the freedom of off-road travel. Refuel with a hearty breakfast at Manos Cafe-Bar Restaurant and Pool.
Afternoon
After the adventure, cool off at Kamari Beach, known for its black sand and crystal-clear waters. Have a relaxed beachside lunch at East Breeze Beach Bar and spend the afternoon soaking up the sun.
Evening
Experience the thrill of Fira–Oia Hike, one of the most scenic walks in the world. Start in Fira and make your way to Oia, passing through charming villages and enjoying panoramic views. Dine at Lava Tavern, a local favorite known for its traditional dishes.
Bedtime
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4.52Santorini Full-Day Quad Bike or Buggy with Hotel Transfer
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4.52Santorini Full-Day Quad Bike or Buggy with Hotel Transfer
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4.78Kamari Beach
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4.78Kamari Beach
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Island Exploration and Local Flavors
Morning
Take a guided Santorini Traditional Sightseeing Bus Tour with Oia Sunset to discover the hidden gems of the island. Visit traditional villages, historical sites, and enjoy a wine tasting experience at a local winery. Have a light lunch at Tranquilo, a serene spot with a menu of Mediterranean delights.
Afternoon
After the tour, relax at Perivolos Beach, also known as the "black beach." Lounge at one of the beach clubs and indulge in a beachside cocktail. For dinner, head to Fino Restaurant & Cocktail Bar for a sophisticated dining experience with creative cocktails.
Evening
End the night with a visit to White Door Theater (White Door Theatro), where you can enjoy live music or a performance in a unique, intimate setting.
Bedtime
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4.54Santorini Traditional Sightseeing Bus Tour with Oia Sunset
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4.54Santorini Traditional Sightseeing Bus Tour with Oia Sunset
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4.77Perivolos Beach
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4.77Perivolos Beach
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Relaxation and Rejuvenation
Morning
Start your day with a yoga session at Santorini Private Customizable Car Tour with a Local Guide, overlooking the Aegean Sea. Afterward, enjoy a healthy breakfast at Pelican Kipos cafe and wine restaurant.
Afternoon
Spend a peaceful afternoon at Vlychada Beach, a quiet and unspoiled beach with unique rock formations. Have a light lunch at So Bar So Food, a hidden gem with a laid-back atmosphere.
Evening
Pamper yourself with a spa treatment at Cavo Tagoo Spa, followed by a sophisticated dinner at Ling Ling by Hakkasan, where you can savor Asian-inspired dishes in a stylish setting.
Bedtime
Find amazing hotels in Santorini, Greece.
4.90Santorini Private Customizable Car Tour with a Local Guide
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4.90Santorini Private Customizable Car Tour with a Local Guide
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Santorini's Hidden Gems
Morning
Begin your day with a visit to the Monastery of Profitis Ilias (Moni Profitou Iliou), the highest point on the island. Enjoy panoramic views of Santorini and the surrounding islands. Then, explore the lesser-known Thirasia (Therasia), a tranquil and unspoiled island just a short boat ride away. Have a casual lunch at Fougaro, a local favorite with a relaxed atmosphere.
Afternoon
Return to Santorini and spend the afternoon at Skala Beach, a hidden gem with clear waters and a peaceful ambiance. Relax on the beach or take a refreshing swim. For dinner, head to Perissa Bay Bar, where you can enjoy a meal with your toes in the sand.
Evening
End the night with a visit to Vothonas Wine Museum, where you can learn about the history of winemaking in Santorini and enjoy tastings of local wines.
Bedtime
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4.82Monastery of Profitis Ilias (Moni Profitou Iliou)
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4.82Monastery of Profitis Ilias (Moni Profitou Iliou)
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4.63Thirasia (Therasia)
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4.63Thirasia (Therasia)
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Santorini Adventure Day
Morning
Start your day with an adrenaline-pumping Santorini Sea Caves Kayak Trip with Snorkeling and Picnic. Explore the island's coastline, discover hidden sea caves, and enjoy a picnic on a secluded beach. Refuel with a hearty breakfast at Manos Cafe-Bar Restaurant and Pool.
Afternoon
After the kayak trip, relax at Katharos Beach, a quiet and unspoiled beach with stunning views of the caldera. Have a casual beachside lunch at Catch Bar-Restaurant.
Evening
Enjoy a scenic drive to the village of Megalochori, known for its traditional architecture and laid-back vibe. Explore the cobblestone streets and have dinner at Don Pascal, a charming restaurant with a menu of Mediterranean and Greek dishes.
Bedtime
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4.98Santorini Sea Caves Kayak Trip with Snorkeling and Picnic
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4.98Santorini Sea Caves Kayak Trip with Snorkeling and Picnic
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Santorini Photography and Local Life
Morning
Capture the morning light at the Santorini Photo Shoot with a Private Vacation Photographer. Enjoy a professional photo session at iconic locations around the island, creating lasting memories of your trip. After the shoot, have a relaxed breakfast at Wet Stories, a beachfront spot with a casual atmosphere.
Afternoon
Immerse yourself in the local life with a visit to the Santorini Farmers Market. Interact with local vendors, sample fresh produce, and learn about the island's culinary traditions. For lunch, head to Catch Bar-Restaurant and enjoy a meal with a view of the sea.
Evening
Explore the village of Emporio, one of the oldest and most traditional villages on the island. Climb the medieval Kasteli (castle) and wander through the labyrinthine streets. Dine at Beach Bar and enjoy the laid-back beach vibe with a cocktail in hand.
Bedtime
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4.87Santorini Photo Shoot with a Private Vacation Photographer
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4.87Santorini Photo Shoot with a Private Vacation Photographer
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Santorini Wellness Retreat
Morning
Start your day with a yoga session at Arna Yoga, overlooking the Aegean Sea. Afterward, enjoy a healthy breakfast at Panormos Beach Bar & Restaurant.
Afternoon
Pamper yourself with a spa day at Cavo Tagoo Spa. Indulge in a massage or a facial, and relax by the pool with a refreshing drink. For lunch, enjoy a light meal at the spa's restaurant.
Evening
Dine at Ling Ling by Hakkasan, where you can savor Asian-inspired dishes in a stylish setting. After dinner, take a leisurely walk along the Fira–Oia Hike and enjoy the stunning views of the caldera under the moonlight.
Bedtime
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4.32Fira–Oia Hike
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4.32Fira–Oia Hike
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Santorini Romantic Getaway
Morning
Begin your day with a private Santorini Private Customizable Car Tour with a Local Guide. Explore the island's most romantic spots, from hidden beaches to panoramic viewpoints. Enjoy a breakfast picnic at a secluded location.
Afternoon
After the tour, relax at Perivolos Beach, also known as the "black beach." Lounge at one of the beach clubs and indulge in a beachside cocktail. For dinner, head to Onar Restaurant Bar Santorini for a romantic meal with a view of the caldera.
Evening
End the night with a private Santorini Oia Village Professional Photo Shoot. Capture the magic of Oia at sunset with a professional photographer, creating beautiful memories of your time in Santorini.
Bedtime
Find amazing hotels in Santorini, Greece.
4.90Santorini Private Customizable Car Tour with a Local Guide
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4.90Santorini Private Customizable Car Tour with a Local Guide
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4.77Perivolos Beach
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4.77Perivolos Beach
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Santorini Adventure and Gastronomy
Morning
Embark on a thrilling Akrotiri Guided Horseback Riding Day Trip to a Beach. Explore the rugged landscapes of Santorini on horseback and reach a secluded beach where you can enjoy a refreshing swim. Refuel with a hearty breakfast at Manos Cafe-Bar Restaurant and Pool.
Afternoon
After the ride, visit Ancient Thera, an archaeological site with stunning views of the island. Explore the ruins and then have a casual lunch at So Bar So Food, a hidden gem with a laid-back atmosphere.
Evening
Dine at Fino Restaurant & Cocktail Bar, where you can enjoy a sophisticated meal with creative cocktails. After dinner, experience the vibrant nightlife of Fira, with its numerous bars and clubs.
Bedtime
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4.80Akrotiri Guided Horseback Riding Day Trip to a Beach
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4.80Akrotiri Guided Horseback Riding Day Trip to a Beach
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5.00Ancient Thera
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5.00Ancient Thera
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Santorini Private Island Tour
Morning
Enjoy a Private Half-Day Tour in Santorini with a local guide. Customize the itinerary to visit the places that interest you the most, from historical sites to hidden gems. Have a relaxed breakfast at So Bar So Food before the tour.
Afternoon
After the tour, spend a leisurely afternoon at Perissa Beach, known for its black sand and crystal-clear waters. Relax at a beach club and enjoy the laid-back atmosphere. For dinner, head to Fino Restaurant & Cocktail Bar for a sophisticated meal with creative cocktails.
Evening
End the night with a visit to White Door Theater (White Door Theatro), where you can enjoy live music or a performance in a unique, intimate setting.
Bedtime
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4.97Private Half-Day Tour in Santorini
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4.97Private Half-Day Tour in Santorini
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4.77Perissa Beach
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4.77Perissa Beach
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Santorini Island Highlights
Morning
Take a Santorini Sightseeing Island Tour to explore the highlights of the island. Visit traditional villages, historical sites, and enjoy panoramic views of the caldera. Have a light breakfast at Tranquilo, a serene spot with a menu of Mediterranean delights.
Afternoon
After the tour, relax at Perivolos Beach, also known as the "black beach." Lounge at one of the beach clubs and indulge in a beachside cocktail. For dinner, head to Fino Restaurant & Cocktail Bar for a sophisticated dining experience with creative cocktails.
Evening
End the night with a visit to White Door Theater (White Door Theatro), where you can enjoy live music or a performance in a unique, intimate setting.
Bedtime
Find amazing hotels in Santorini, Greece.
4.65Santorini Sightseeing Island Tour
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4.65Santorini Sightseeing Island Tour
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4.77Perivolos Beach
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4.77Perivolos Beach
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Santorini Winter Tour
Morning
Explore the island's winter charm with a Santorini Winter Tour - Around the island. Visit off-the-beaten-path locations, enjoy the serene atmosphere, and learn about Santorini's local life. Have a warm breakfast at So Bar So Food before the tour.
Afternoon
After the tour, warm up with a visit to Vothonas Wine Museum. Learn about the history of winemaking in Santorini and enjoy tastings of local wines. For lunch, head to Catch Bar-Restaurant and enjoy a meal with a view of the sea.
Evening
Dine at Forty One 41, a hidden gem with a menu that reflects the island's culinary heritage. After dinner, experience the vibrant nightlife of Fira, with its numerous bars and clubs.
Bedtime
Find amazing hotels in Santorini, Greece.
Santorini Winter Tour - Around the island
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Santorini Winter Tour - Around the island
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4.96Fira
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4.96Fira
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Farewell to Santorini
Morning
Enjoy a leisurely breakfast at Wet Stories, a beachfront spot with a casual atmosphere. Take a morning walk along the Santorini Caldera Panorama Winter Cruise, admiring the dramatic cliffs and the changing colors of the sky.
Afternoon
After the cruise, visit Skaros Rock, a stunning natural formation with panoramic views of the caldera. Have a casual lunch at Kiki's Place, a hidden gem with a laid-back atmosphere.
Evening
As the sun sets on your final day in Santorini, reflect on your journey over a farewell dinner at Lava Tavern, a local favorite known for its traditional
Bedtime
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4.66Santorini Caldera Panorama Winter Cruise
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4.66Santorini Caldera Panorama Winter Cruise
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4.83Skaros Rock
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4.83Skaros Rock
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