Introduction
Santorini is a paradise of whitewashed cliffs, cobalt seas, and legendary sunsets. But with crowds flocking to the same spots, how do you experience the island’s magic without the hassle?
As a local Santorini tour company, we’ve curated this guide to help you explore the island’s top 12 destinations—plus VIP tips for private tours, unforgettable flying dress photoshoots, and seamless Santorini taxi transfers. Whether you’re here for romance, adventure, or relaxation, this is your ultimate Santorini itinerary.
1. The Caldera of Santorini: Heart of the Island
Why Visit The Caldera of Santorini?
The Caldera is Santorini’s iconic volcanic crater, framed by cliffside villages like Oia, Fira, and Imerovigli. Think blue-domed churches, infinity pools overlooking the Aegean, and cobblestone streets lined with boutique shops.
VIP Experience:
- Private Caldera Tour: Skip the crowds with a customized Santorini private tour. Our guides take you to hidden viewpoints and share local legends.
- Flying Dress Photoshoot: The Caldera’s cliffside vistas are perfect for a Santorini Flying Dress photoshoot. We arrange dresses, hair/makeup, and golden-hour slots for dreamy shots.
- Santorini Taxi Tip: Book a Santorini taxi transfer to hop between Fira and Oia stress-free. The 30-minute drive saves you from hiking in the heat!

2. Santorini’s Volcano & Hot Springs
Why Visit Santorini Volcano & Hot Springs?
The active Nea Kameni volcano and Palea Kameni hot springs are geological wonders. Hike the lunar-like crater, then soak in warm, mineral-rich waters.
VIP Experience:
- Santorini Private Boat Tour: Charter a boat for just your group, with stops at the volcano and secluded hot springs.
- Santorini Transfer: After your tour, our Santorini taxi service whisks you back to your hotel—no waiting for shuttles.

3. Oia’s Castle (Kastro) for Sunset
Why Visit Oia Castle?
Oia’s 15th-century Venetian castle ruins offer the island’s most famous sunset views. Arrive early to claim a spot!
VIP Experience:
- Sunset Photoshoot: Book a Santorini Flying Dress session at the castle for golden-hour magic. We know the best angles to avoid crowds.
- Private Tour: Combine Oia with a guided walk through hidden alleyways and local artisan shops.

4. Akrotiri’s Archaeological Site
Why Visit Akrotiri?
This ancient Minoan city, preserved in volcanic ash, is Santorini’s “Pompeii.” Marvel at 3,600-year-old frescoes and multi-story buildings.
VIP Experience:
- Private Guided Tour: Our experts bring Akrotiri’s history to life—no generic audio guides!
- Taxi Service: Akrotiri is a 20-minute drive from Fira. Pre-book a Santorini transfer for door-to-door convenience.

5. Santorini’s Wineries
Why Visit Santorini’s Wineries?
Santorini’s volcanic soil produces world-class Assyrtiko wine. Top wineries like Venetsanos and Santo Wines offer tastings with caldera views.
VIP Experience:
- Wine Tour with Private Driver: Enjoy tastings without worrying about driving. Our Santorini taxi service ensures a safe, luxurious ride.

6. Red Beach
Why Visit Red Beach?
This surreal beach boasts red volcanic cliffs against turquoise waters. Ideal for photographers and adventurers!
VIP Experience:
- Flying Dress Photoshoot: The dramatic red rocks create a jaw-dropping backdrop. We handle permits and timing for the best light.
- Private Transfer: The rocky path to Red Beach is tough—let our Santorini taxi drop you nearby.

7. Ammoudi Bay
Why Visit Ammoudi Bay?
A charming fishing port below Oia, famous for fresh seafood tavernas and cliff-jumping.
VIP Experience:
- Private Boat Tour: Sail to Ammoudi from the old port with a local captain.
- Sunset Dinner Transfer: Our Santorini taxi ensures you arrive on time for your waterfront reservation.

8. Pyrgos Village: Santorini’s Hidden Crown
Why Visit Pyrgos?
Pyrgos is Santorini’s highest village, offering 360° panoramic views of the island, vineyards, and the Aegean Sea. Unlike bustling Oia or Fira, Pyrgos retains an authentic, tranquil charm with its medieval castle ruins, labyrinthine alleys, and traditional whitewashed houses adorned with bougainvillea.
What to Do:
- Climb to the Old Venetian Castle: The sunset here rivals Oia’s—without the crowds.
- Visit Santorini Arts Factory: A restored tomato factory turned art gallery/café.
- Try Local Sweets: “Melitinia” (honey and cheese pastries) at Pyrgos’ oldest bakery.
VIP Experience:
- Private Walking Tour: Discover hidden chapels and secret viewpoints with a local guide.
- Santorini Taxi Transfer: Pyrgos is a 10-minute drive from Fira—book a Santorini taxi to avoid steep uphill walks.

9. Kamari Beach: Black Sands & Lively Vibes
Why Visit Kamari?
Kamari’s volcanic black sand beach is one of Santorini’s most vibrant, with beach bars, water sports, and a pedestrian promenade lined with tavernas. The crystal-clear waters are perfect for swimming, while Ancient Thira’s ruins loom above on Mesa Vouno Mountain.
What to Do:
- Hike to Ancient Thira: A 30-minute climb rewards you with Byzantine and Roman ruins and epic views.
- Dine at Taverna Dimitris: Fresh seafood right on the beach.
- Moonlight Cinema: Open-air movies under the stars (summer only).
VIP Experience:
- Private Boat to Kamari: Skip the bus and arrive in style via catamaran.
- Santorini Taxi Tip: Kamari is 15 minutes from Fira—pre-book a Santorini transfer for easy access.

10. Profitis Ilias: The Island’s Highest Peak
Why Visit Profitis Ilias?
At 567 meters above sea level, Profitis Ilias is Santorini’s tallest mountain. The summit houses a 17th-century monastery and unmatched views stretching to Crete on clear days. The winding road up is dotted with volcanic vineyards and cliffside chapels.
What to Do:
- Tour the Monastery: See rare icons and handmade crafts by monks.
- Sunrise Hike: Start early for misty, crowd-free panoramas.
- Visit the Radio Station: A Cold War-era relic with a quirky history.
VIP Experience:
- Private 4×4 Tour: Off-road adventures to hidden trails.
- Santorini Taxi Service: The steep ascent is tough by foot—our Santorini taxi drivers know the best routes.

11. Thirassia Island: Escape the Crowds
Why Visit Thirassia?
Just opposite Oia, Thirassia feels like Santorini 50 years ago—no luxury hotels, minimal tourism, and traditional cliffside villages (like Manolas) where locals still farm and fish. It’s the perfect half-day getaway for authenticity seekers.
What to Do:
- Hike to Korfos Beach: A secluded pebble bay with a lone taverna.
- Eat at “Captain John’s”: Family-run spot serving lobster pasta and local wine.
- Donkey Ride to Manolas: The old-fashioned way to climb the cliffs!
VIP Experience:
- Private Boat Charter: Sail from Ammoudi Bay in under 20 minutes.
- Photoshoot Opportunity: Thirassia’s raw landscapes are ideal for casual Santorini photography.
12. Megalochori: Santorini’s Timeless Village
Why Visit Megalochori?
Megalochori is a postcard-perfect Cycladic village with cave houses, historic mansions, and working wineries. Its central square, shaded by a giant plane tree, is a favorite for lazy afternoons sipping Assyrtiko.
What to Do:
- Explore the Underground Canava: A 19th-century wine cellar turned museum.
- Photograph the Bell Towers: Twin churches with iconic blue domes.
- Dine at “Santorini Mou”: Farm-to-table dishes in a vine-covered courtyard.
VIP Experience:
- Wine Tasting & Private Tour: Combine Megalochori with visits to Gavalas Winery or Argyros Estate.
- Santorini Transfer: Just 10 minutes from Fira—easy to add to any itinerary.

Final Tips for Your Santorini Trip
- Book Early: Private tours, photoshoots, and taxis fill up fast in peak season (June-September).
- Sunrise Beats Sunset: Visit Oia Castle or Red Beach at dawn for solitude.
- Wear Comfortable Shoes: Cobblestones and steep paths demand good footwear!
Want a seamless Santorini experience? Reserve your private tour, flying dress photoshoot, or taxi transfer today!
Santorini in 1, 2, or 3 Days: Custom Itineraries for Every Traveler
Santorini in 1 Day: The Unforgettable Highlights
Short on time? Hit these iconic spots with our expert-guided tours and transfers.
1. Explore Fira Town
Start your day in Fira, Santorini’s bustling capital. Wander its narrow streets, soak in Caldera views, and pop into the Archaeological Museum of Thera for a glimpse of the island’s ancient past.
VIP Tip:
- Book a private walking tour to skip the crowds and uncover hidden gems.
- Need a quick transfer to Oia? Our Santorini taxi service gets you there in 30 minutes.
2. Experience the Magic of Oia
Head to Oia for its blue-domed churches, cliffside shops, and the legendary Ammoudi Bay (descend 300 steps or take a taxi). End your day with the sunset at Oia Castle—arrive early to secure a spot!
VIP Experience:
- Flying Dress Photoshoot: Capture the sunset in a dreamy flowing gown at Oia’s best vantage points.
- Private Sunset Transfer: Avoid post-sunset crowds with a pre-booked taxi back to your hotel.
Santorini in 2 Days: Culture & Adventure
Day 1:* Follow the 1-day itinerary above.
Day 2: Dive deeper with these additions.
1. Volcano Tour or Catamaran Cruise
- Volcano Tour: Hike Nea Kameni’s crater, then soak in the Palea Kameni hot springs.
- Catamaran Cruise: Swim at Red Beach and White Beach, enjoy a Greek BBQ lunch, and watch the sunset at sea.
VIP Tip:
- Our private boat tours include pickup/dropoff and exclusive stops.
2. Santorini Wine Tasting
Visit caldera-view wineries like Venetsanos or Santo Wines for Assyrtiko tastings paired with local cheeses.
VIP Experience:
- Private Wine Tour: Let our Santorini taxi service chauffeur you safely between vineyards.
Santorini in 3 Days: Hidden Gems & Relaxation
Days 1–2: Follow the 1- and 2-day itineraries.
Day 3: Go off the beaten path.
1. Akrotiri & Red Beach
- Akrotiri Archaeological Site: Explore this 3,600-year-old Minoan city (guided tours recommended).
- Red Beach: Swim under volcanic red cliffs—arrive early to avoid crowds.
VIP Tip:
- Book a private tour combining Akrotiri with a flying dress photoshoot at Red Beach.
2. Perissa Black Beach
Unwind on Perissa’s black sands, try water sports, or dine at a beachfront taverna.
3. Pyrgos Village & Prophet Elias
- Pyrgos: Climb to the Venetian castle ruins for 360° island views.
- Monastery of Prophet Elias: Santorini’s highest point at 567m.
VIP Experience:
- Private Sunset Transfer: End your trip watching the sun dip below the horizon from Pyrgos.
Why Choose Us for Your Santorini Adventure?
- Santorini Private Tours: Tailored itineraries with skip-the-line access.
- Flying Dress Photoshoots in Santorini: Dresses, HMUA, and iconic locations included.
- Santorini Transfers: Reliable, pre-booked rides—no haggling or waiting.