T
Tripozi
a view of the ocean from the top of a hill

Greece · duration itinerary

Santorini 2 weeks

Santorini captivates with its iconic caldera views and whitewashed villages clinging to volcanic cliffs. This Greek island offers an unforgettable blend of breathtaking scenery, ancient history, and delicious Mediterranean cuisine, perfect for a two-week immersion. Explore Minoan ruins at Akrotiri, savor volcanic wines, and witness world-famous sunsets from Oia. Spend your fourteen days island hopping to nearby Folegandros or Ios for a different pace, or dedicate ample time to hiking the caldera rim from Fira to Oia. Consider basing yourself in Fira for its central location and vibrant nightlife, or opt for the quieter charm of Imerovigli for unparalleled caldera vistas. For a truly authentic experience, rent a car to discover hidden beaches like Vlychada and family-run tavernas away from the main tourist hubs, often offering better value and more genuine hospitality.

Your 14-day plan

PaceStandard

This 14-day itinerary for Santorini balances iconic sights with local experiences, perfect for couples seeking romance, photography opportunities, and culinary delights. Explore the stunning caldera villages of Oia and Fira, discover ancient history at Akrotiri, relax on unique volcanic beaches like Red Beach and Perissa, and indulge in wine tasting. The itinerary includes a boat tour, a day trip to Folegandros, and opportunities to savor authentic Greek cuisine, ensuring a comprehensive and memorable visit.

Day 1 · Santorini

Arrival and Oia Exploration

$100–$200
  1. Afternoon
    ~60 min
    Santorini Airport (JTR)
    transport hub

    The main airport serving Santorini, located near the village of Kamari. Upon arrival, you'll pick up your rental car or arrange for a transfer to your accommodation.

  2. Afternoon
    ~180 min
    Oia
    neighborhood

    A picturesque village perched on the northern tip of Santorini, famous for its whitewashed houses, blue-domed churches, and breathtaking sunset views. Wander through its narrow, winding streets and discover charming boutiques and art galleries.

    • Arrive early to secure a good spot for sunset.
    • Wear comfortable shoes for walking on cobblestone paths.
    Approximately 30-40 minutes drive from the airport.
  3. Evening
    ~90 min
    Sunset at Oia Castle
    viewpoint

    The iconic spot to witness the world-renowned Santorini sunset. The ruins of the old castle provide a dramatic backdrop as the sun dips below the horizon, painting the sky in vibrant colors.

    • Be prepared for crowds.
    • Consider bringing a small blanket to sit on.
    Short walk from the main Oia village area.
  4. Night
    ~120 min
    Ambrosia Restaurant
    restaurant

    Enjoy a romantic dinner with caldera views in Oia. Ambrosia offers a fine dining experience with creative Mediterranean dishes and an extensive wine list.

    • Reservations are essential, especially for tables with a view.
    • Try their fresh seafood specialties.
    Located within Oia village.
Day 2 · Santorini

Fira Exploration and Wine Tasting

$71–$126
  1. Morning
    ~180 min
    Fira
    neighborhood

    The bustling capital of Santorini, offering stunning caldera views, a vibrant nightlife, and a wide array of shops, restaurants, and cafes. Explore its labyrinthine alleys and discover hidden gems.

    Approximately 20-30 minutes drive from Oia.
  2. Midday
    ~90 min
    Museum of Prehistoric Thera
    museum

    Houses artifacts from the Minoan Bronze Age settlement of Akrotiri, providing insight into Santorini's ancient past. Highlights include vibrant frescoes and pottery.

    Located in Fira.
  3. Afternoon
    ~120 min
    Santo Wines Winery
    activity

    A cooperative winery offering spectacular caldera views alongside wine tasting experiences. Sample a variety of Santorini's unique Assyrtiko wines and learn about their production.

    • Book a tasting in advance, especially during peak season.
    • Enjoy the panoramic views from their terrace.
    Approximately 10-15 minutes drive from Fira.
  4. Evening
    ~90 min
    Naoussa Restaurant
    restaurant

    Dine at this popular restaurant in Fira, known for its delicious Greek cuisine and lively atmosphere. Enjoy fresh ingredients and traditional flavors with a modern twist.

    Located in Fira.
Day 3 · Santorini

Akrotiri Archaeological Site and Red Beach

$92–$162
  1. Morning
    ~120 min
    Akrotiri Archaeological Site
    landmark

    A remarkably preserved Minoan Bronze Age settlement, often referred to as the 'Minoan Pompeii'. Explore the ancient city, buried by volcanic ash thousands of years ago.

    • Wear a hat and bring water, as there is little shade.
    • Consider hiring a guide for a more in-depth understanding.
    Approximately 25-35 minutes drive from Fira.
  2. Midday
    ~150 min
    Red Beach
    beach

    Famous for its striking red volcanic sand and cliffs, this unique beach offers a dramatic landscape for swimming and sunbathing. Access involves a short walk down a path.

    • Be cautious of falling rocks from the cliffs; stay clear of the base.
    • Bring your own snacks and drinks as facilities are limited.
    A short walk from the Akrotiri archaeological site.
  3. Afternoon
    ~90 min
    The Cave of Nikolas
    restaurant

    A charming seafood taverna located right on Akrotiri Bay, offering fresh catches and traditional Greek dishes with a view of the water. It's a great spot for a relaxed lunch after exploring.

    Short drive from Red Beach.
  4. Evening
    ~120 min
    Sunset Ammoudi Bay
    viewpoint

    Nestled below Oia, Ammoudi Bay offers a different perspective of the sunset, with charming seafood tavernas right on the water's edge. Enjoy the vibrant colors reflecting on the sea.

    • The walk down (and back up!) is steep; consider a donkey ride or taxi.
    • Book a table at one of the waterside restaurants for dinner.
    Approximately 40-50 minutes drive from Akrotiri.
Day 4 · Santorini

Volcano and Hot Springs Boat Tour

$160–$300
  1. Morning
    ~240 min
    Caldera Boat Tour
    activity

    Embark on a boat trip around the caldera, visiting the volcanic islands of Nea Kameni and Palea Kameni. This is a quintessential Santorini experience offering unique geological sights and swimming opportunities.

    • Wear sturdy shoes for walking on the volcanic terrain.
    • Bring swimwear and a towel for the hot springs.
    Tours typically depart from the Old Port of Fira or Ammoudi Bay.
  2. Midday
    ~30 min
    Volcanic Hot Springs
    activity

    Swim in the sulfurous, therapeutic waters of the hot springs near Palea Kameni. The warm, mineral-rich waters are known for their healing properties.

    • The water can stain light-colored swimwear.
    • Be aware of the varying water temperatures.
    Part of the caldera boat tour.
  3. Afternoon
    ~60 min
    Lunch at a Traditional Taverna
    restaurant

    Enjoy a traditional Greek lunch at a taverna, often included or available as an add-on during the boat tour. Savor fresh salads, grilled meats, or seafood.

    Typically on Thirassia island or back on Santorini.
  4. Evening
    ~180 min
    Sunset Cruise with Dinner
    activity

    Experience the sunset from the water on a catamaran cruise, often including a barbecue dinner and drinks. This offers a luxurious and romantic way to see the caldera.

    Various pick-up points depending on the tour operator.
Day 5 · Santorini

Perissa Beach and Inland Villages

$75–$145
  1. Morning
    ~180 min
    Perissa Beach
    beach

    A long stretch of black volcanic sand beach on the southeast coast, known for its organized sunbeds, umbrellas, and numerous beach bars and tavernas. It's a popular spot for swimming and water sports.

    • The black sand can get very hot; wear sandals.
    • Many beach clubs offer free sunbeds with food/drink purchase.
    Approximately 30-40 minutes drive from Fira.
  2. Midday
    ~120 min
    Sea Side by Notos
    restaurant

    A chic beach club and restaurant at Perissa Beach, offering a sophisticated atmosphere, excellent Mediterranean cuisine, and comfortable loungers. It's a great place to relax and enjoy the seaside.

    Located on Perissa Beach.
  3. Afternoon
    ~120 min
    Pyrgos Village
    neighborhood

    Explore the traditional village of Pyrgos, located at one of the highest points on the island. Wander through its medieval alleys, visit the Venetian castle (Kasteli), and enjoy panoramic views.

    • Climb to the top of the Kasteli for the best views.
    • Visit the Monastery of Profitis Ilias nearby for even higher vantage points.
    Approximately 15-20 minutes drive from Perissa.
  4. Evening
    ~90 min
    Metaxi Mas Restaurant
    restaurant

    A highly-rated restaurant in Exo Gonia (near Pyrgos), known for its authentic Cretan and Santorinian dishes served in a cozy, traditional setting. Reservations are highly recommended.

    Approximately 5-10 minutes drive from Pyrgos.
Day 6 · Santorini

Kamari Beach and Ancient Thera

$51–$96
  1. Morning
    ~120 min
    Ancient Thera
    landmark

    Explore the ruins of this ancient city situated on a ridge between Perissa and Kamari. It offers a fascinating glimpse into Santorini's history with remnants of Hellenistic, Roman, and Byzantine periods.

    • Go early to avoid the heat and crowds.
    • Wear sturdy walking shoes as the terrain is uneven.
    Approximately 15-20 minutes drive from Fira, accessible via a steep road or hiking path.
  2. Midday
    ~180 min
    Kamari Beach
    beach

    A popular black sand beach on the east coast, offering a lively atmosphere with numerous sunbeds, umbrellas, water sports, and a promenade lined with shops and restaurants. It's well-organized and family-friendly.

    Located below Ancient Thera, a short drive from the site.
  3. Afternoon
    ~90 min
    To Psaraki
    restaurant

    A well-regarded seafood taverna located right on Kamari beach. Enjoy fresh, simply prepared seafood dishes with views of the Aegean Sea.

    Located on Kamari Beach promenade.
  4. Evening
    ~90 min
    Franco's Bar
    bar

    A classic bar in Fira known for its stunning caldera views and sophisticated atmosphere. It's a popular spot for sunset cocktails and people-watching.

    • Dress code is smart casual.
    • Expect higher prices due to the prime location.
    Approximately 20-30 minutes drive from Kamari.
Day 7 · Santorini

Sailing and Southern Coast Exploration

$150–$310
  1. Morning
    ~300 min
    Sailing Trip to Southern Beaches
    activity

    Charter a private or semi-private catamaran for a day of sailing along Santorini's southern coast. Visit secluded coves and beaches like White Beach and Mesa Pigadia.

    • Inquire about inclusions like meals, drinks, and snorkeling gear.
    • Choose a tour that allows for swimming stops at less crowded spots.
    Departs from Vlychada Marina or Ammoudi Bay.
  2. Midday
    ~60 min
    Lunch on Board
    restaurant

    Enjoy a freshly prepared meal onboard your sailing vessel, often featuring grilled meats, fresh salads, and local specialties. This is part of the all-inclusive experience on many sailing tours.

    Included in the sailing tour.
  3. Afternoon
    ~90 min
    Vlychada Beach
    beach

    Known for its unique volcanic rock formations sculpted by the wind and sea, Vlychada offers a dramatic and less crowded beach experience. It's also a hub for sailing excursions.

    Often a stop on sailing tours, or accessible by car.
  4. Evening
    ~90 min
    Anemomilos Restaurant
    restaurant

    Located near the marina in Vlychada, this restaurant offers fresh seafood and traditional dishes with views of the unique cliffs and the sea. It's a relaxed dining option after a day on the water.

    Located at Vlychada Marina.
Day 8 · Santorini

Folegandros Day Trip

$150–$270
  1. Morning
    ~60 min
    Ferry to Folegandros
    transport hub

    Take a high-speed ferry from Santorini (Athinios Port) to the nearby island of Folegandros. The journey offers scenic views of the Aegean Sea.

    • Book ferry tickets in advance, especially during peak season.
    • Be prepared for potential delays due to weather conditions.
    Ferry departs from Athinios Port, Santorini. Allow ample time to reach the port.
  2. Morning
    ~180 min
    Chora, Folegandros
    neighborhood

    The main village of Folegandros, perched dramatically on a cliff edge. It's renowned for its charming squares, whitewashed cubic houses, and vibrant bougainvillea.

    • Wander through the three interconnected squares (Piazza), each with its own character.
    • Explore the Kastro, the oldest part of the village, with its narrow alleys.
    Bus from the port to Chora (approx. 10 minutes).
  3. Afternoon
    ~150 min
    Katergo Beach
    beach

    A stunning, secluded beach accessible by boat or a challenging hike. Known for its crystal-clear waters and dramatic cliffs, it's ideal for swimming and snorkeling.

    • Boat taxis operate from the port to Katergo.
    • Bring plenty of water and snacks as there are no facilities.
    Boat taxi from the port or a hike from the road.
  4. Evening
    ~90 min
    Lunch/Dinner in Chora
    restaurant

    Enjoy authentic Cycladic cuisine at one of the many tavernas in Chora's picturesque squares. Savor local specialties like 'matsata' (handmade pasta).

    Located in Chora, Folegandros.
  5. Night
    ~60 min
    Ferry back to Santorini
    transport hub

    Return ferry from Folegandros to Santorini's Athinios Port.

    Ferry arrives at Athinios Port, Santorini.
Day 9 · Santorini

Oia's Charm and Local Flavors

$115–$215
  1. Morning
    ~60 min
    Oia Maritime Museum
    museum

    Discover the maritime history of Oia and the Aegean islands. The museum showcases artifacts related to seafaring, shipbuilding, and the lives of captains.

    Located in Oia.
  2. Morning
    ~120 min
    Explore Oia's Art Galleries
    shopping

    Wander through Oia's charming streets and discover numerous art galleries showcasing works by local and international artists. Find unique paintings, sculptures, and jewelry.

    Throughout Oia village.
  3. Midday
    ~90 min
    Melitini
    restaurant

    Enjoy a delightful lunch at Melitini, a traditional Greek taverna in Oia serving creative mezes (small plates) and local specialties. It offers a more relaxed dining experience away from the main sunset crowds.

    Located in Oia.
  4. Afternoon
    ~120 min
    Ammoudi Bay Swimming Spot
    activity

    Hike down the steps to Ammoudi Bay and find the path leading to a popular swimming spot with clear waters and dramatic cliffside views. It's a refreshing escape from the village heat.

    • The path can be slippery; wear appropriate footwear.
    • There's a small platform for jumping into the water.
    Accessible via steps from Oia.
  5. Evening
    ~120 min
    Floga Restaurant
    restaurant

    Experience fine dining with caldera views in Oia. Floga offers a romantic setting and exquisite Mediterranean dishes, perfect for a special evening.

    Located in Oia.
Day 10 · Santorini

Imerovigli Hike and Local Cooking Class

$180–$330
  1. Morning
    ~120 min
    Hike from Fira to Oia (partially)
    activity

    Walk a scenic portion of the caldera path, particularly the stretch between Fira and Imerovigli, offering stunning panoramic views. This path is well-maintained and provides incredible photo opportunities.

    • Start early to avoid the midday sun.
    • Wear comfortable walking shoes and bring water.
    Start in Fira, walk towards Imerovigli.
  2. Midday
    ~90 min
    Skaros Rock
    landmark

    A prominent volcanic rock formation jutting out into the caldera near Imerovigli. It was once the site of a medieval castle. You can hike around its base or up to certain points for incredible views.

    • The path around Skaros Rock can be uneven.
    • It's a fantastic spot for photography.
    Accessible from Imerovigli.
  3. Afternoon
    ~180 min
    Santorini Cooking Class
    activity

    Participate in a hands-on cooking class to learn about traditional Santorinian cuisine. Prepare and savor local dishes using fresh, regional ingredients.

    • Book well in advance as classes have limited spots.
    • Many classes include a market visit and the meal you prepare.
    Locations vary, often in or near Fira or Pyrgos.
  4. Evening
    ~120 min
    Dinner at Selene Restaurant
    restaurant

    Indulge in a refined dining experience at Selene, a renowned restaurant focusing on modern Greek cuisine with a strong emphasis on local Santorini ingredients. It offers an elegant atmosphere and exceptional service.

    Located in Pyrgos.
Day 11 · Santorini

Megalochori Exploration and Winery Visit

$50–$90
  1. Morning
    ~120 min
    Megalochori Village
    neighborhood

    Explore the charming, traditional village of Megalochori, known for its labyrinthine streets, whitewashed houses, and beautiful churches with blue domes. It retains an authentic Santorinian atmosphere.

    • Look for the unique cave houses and traditional wineries.
    • Visit the central square and the church of Theotokaki.
    Approximately 20-30 minutes drive from Fira.
  2. Midday
    ~90 min
    Boutari Winery
    activity

    Visit the Boutari winery for a tasting of Santorini's distinctive wines, including the famous Assyrtiko. Learn about the unique volcanic soil and winemaking traditions.

    • Book your tasting session in advance.
    • Enjoy the views from their terrace.
    Located near Megalochori.
  3. Afternoon
    ~90 min
    Lunch at Roka Traditional Tavern
    restaurant

    Enjoy traditional Greek food in a beautiful courtyard setting in Megalochori. Roka is known for its authentic flavors and welcoming atmosphere.

    Located in Megalochori village.
  4. Evening
    ~90 min
    Sunset at Prophet Elias Monastery
    viewpoint

    Visit the highest point on Santorini for panoramic views of the entire island and the caldera. The monastery itself is also of interest, and the sunset from here is spectacular.

    • Dress modestly when visiting the monastery.
    • The drive up is winding; be cautious.
    Approximately 10-15 minutes drive from Megalochori.
Day 12 · Santorini

Black Sand Beaches and Local Gastronomy

$100–$180
  1. Morning
    ~180 min
    Vlychada Beach
    beach

    Relax and swim at Vlychada Beach, famous for its dramatic, moon-like volcanic cliffs carved by the wind. It offers a more serene beach experience compared to Perissa or Kamari.

    Approximately 30-40 minutes drive from Fira.
  2. Midday
    ~90 min
    To Psaraki (Vlychada)
    restaurant

    A highly-regarded seafood taverna located at Vlychada Marina, serving the freshest catches of the day. Enjoy simple, delicious preparations with views of the fishing boats.

    Located at Vlychada Marina.
  3. Afternoon
    ~90 min
    Gavalas Winery
    activity

    Visit this historic family winery in Megalochori for a tasting of their traditional Santorini wines. Experience a more intimate and authentic winery visit.

    • Bookings are essential.
    • They offer a good introduction to local varietals.
    Located near Megalochori.
  4. Evening
    ~90 min
    Argo Restaurant
    restaurant

    Dine at this popular restaurant in Fira, offering a mix of traditional Greek and Mediterranean dishes with a modern twist. Known for its caldera views and excellent service.

    Located in Fira.
Day 13 · Santorini

Photography and Hidden Gems

$10–$20
  1. Morning
    ~120 min
    Firostefani
    neighborhood

    Explore Firostefani, a quieter village adjacent to Fira, offering stunning caldera views and the iconic Three Bells of Fira church. It's a prime spot for photography without the intense crowds of Oia.

    A short walk or drive from Fira.
  2. Midday
    ~30 min
    Three Bells of Fira
    viewpoint

    The famous blue-domed church with three bells, offering one of the most photographed views in Santorini, overlooking the caldera and the volcano. It's a must-visit for photographers.

    Located in Firostefani.
  3. Afternoon
    ~45 min
    Panagia Platsani Church
    landmark

    The main cathedral of Oia, located in the central square. While not as famous as the blue domes, its architecture and location offer beautiful photographic opportunities, especially during golden hour.

    Located in Oia.
  4. Afternoon
    ~45 min
    Lunch at Lucky's Souvlakis
    restaurant

    Grab a quick, delicious, and budget-friendly lunch in Fira. Lucky's is famous for its gyros and souvlaki, perfect for a casual meal on the go.

    Located in Fira.
  5. Evening
    ~90 min
    Sunset from Profitis Ilias Monastery (revisit)
    viewpoint

    Return to the highest point on the island for a different perspective of the sunset, away from the coastal crowds. The panoramic views are unparalleled.

    Approximately 10-15 minutes drive from Megalochori.
Day 14 · Santorini

Departure

$30–$160
  1. Morning
    ~90 min
    Last-minute Souvenir Shopping
    shopping

    Pick up any last-minute souvenirs or local products like capers, fava beans, or volcanic jewelry from shops in Fira or Oia.

  2. Midday
    ~90 min
    Farewell Lunch
    restaurant

    Enjoy a final Greek meal at a restaurant of your choice, perhaps revisiting a favorite spot or trying a new taverna.

  3. Afternoon
    ~120 min
    Santorini Airport (JTR)
    transport hub

    Depart from Santorini. Allow ample time for check-in and security procedures.

    Approximately 20-40 minutes drive from Fira/Oia depending on traffic.

Insider tips

  • Rent an ATV or scooter for flexible exploration, but be mindful of Santorini's narrow and winding roads.
  • Book accommodations and popular restaurants well in advance, especially for caldera-view rooms and sunset dinners.
  • Embrace the local transport: while renting a car is convenient, local buses connect major villages efficiently.
  • Try local specialties like fava, tomato fritters (domatokeftedes), and Assyrtiko wine.
  • Be prepared for crowds at popular sunset spots like Oia; consider alternative locations for a more peaceful experience.

Packing highlights

  • Comfortable walking shoes
  • Swimwear and beach towel
  • Sunscreen, hat, and sunglasses
  • Light layers for evenings
  • Camera and extra batteries/power bank
  • European plug adapter

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