Private tailor made tour in Santorini
A fully private, customizable 6.5-hour drive-and-walk tour around Santorini’s top villages, viewpoints and beaches. The guide/driver will follow your preferences while suggesting highlights such as Oia sunset viewpoints, Imerovigli and Skaros Rock, Profitis Ilias monastery viewpoint, Red Beach and the beach strip at Perivolos. Pick-up anywhere on the island is included; itinerary below follows the
In Collaboration with The breeze Tour Santorini. Updated on March 11, 2026.
This itinerary was created in collaboration with The breeze Tour Santorini, inspired by the tour Private tailor made tour in Santorini . Please check the tour information during your booking process.
Highlights
- Sunset and caldera views in Oia
- Quiet cliffside strolls in Firostefani and Imerovigli
- Panoramic views from Profitis Ilias monastery
- Unique volcanic Red Beach
- Beach atmosphere at Perivolos
Explore all itineraries in Fira.
Itinerary
Day 1
Private 6.5-hour tailor-made loop around Santorini’s main caldera villages, viewpoints and southern beaches. Start time shown below is the group pickup time; first stop timing accounts for transfer from pickup location.
Oia village — caldera viewpoints
Stroll Oia’s narrow streets, visit the Byzantine Castle viewpoint for sunset-caldera views, galleries and boutiques.
Tips from local experts:
- Wear comfortable, flat-soled shoes — streets are cobbled and uneven.
- If you want a classic sunset viewpoint, tell the guide early so they can time arrival for golden hour.
- Public restrooms in Oia are limited; use facilities at a café or your pickup hotel beforehand.
Firostefani — cliffside promenade
Short, quieter walk along the caldera path in Firostefani with views toward Fira and the volcano. Ideal for a coffee stop and relaxed photos.
Tips from local experts:
- There are several cafes with caldera views — request outdoor seating for the best vistas.
- Paths are narrow but mostly flat along the main promenade; keep valuables secure in crowded areas.
- If you prefer a quieter stop, ask the guide to position you on the less busy end of the promenade.
Imerovigli — 'Balcony to the Aegean' & Skaros Rock
Explore Imerovigli's cliffside paths and view the caldera from the village. Short walk toward Skaros Rock viewpoint for panoramic shots (trail is uneven; optional).
Tips from local experts:
- The short walk to Skaros Rock involves uneven stone steps — bring a light jacket and sturdy shoes.
- If you prefer not to hike, the village terraces still offer outstanding caldera views with minimal walking.
- Plan any café stop before you set off for Skaros Rock — seating on terraces fills quickly at golden hour.
Profitis Ilias viewpoint and monastery
Drive up to the highest point of Santorini for panoramic island views and a visit to the historic Monastery of Profitis Ilias (short walk to viewpoint).
Tips from local experts:
- The road to Profitis Ilias is uphill; use the provided vehicle — parking is available near the monastery.
- There is a short, paved area for viewpoints; bring a hat in sunny months as shade is limited.
- Monastery opening hours can vary; if you wish to enter the monastery, tell the guide in advance to confirm access.
Megalochori — traditional village stroll
Brief walk through Megalochori’s narrow cobblestone lanes to see traditional Cycladic architecture, church bell towers and local vineyards.
Tips from local experts:
- Streets are narrow and uneven; this stop is best enjoyed as a relaxed, short stroll.
- If you’d like to taste local wines, mention it to the guide beforehand so time can be allocated.
- Respect private property and watch for low doorways and steps in older buildings.
Red Beach (Akrotiri) — volcanic cliffs and shore
Short visit to the dramatic red-hued cliffs and volcanic sand near Akrotiri; accessible via a short walk from the parking area.
Tips from local experts:
- The final approach to Red Beach requires walking on an unpaved path and some loose rocks — wear sturdy footwear.
- Swimming is possible but there is limited beach infrastructure; bring towels and water from the vehicle if needed.
- Follow local signage and avoid climbing unstable cliff areas — rockfall risk exists.
Perivolos — black sand beach strip and beach bars
Final stop at Perivolos beach area to experience the long black-sand shoreline and relaxed beach-bar atmosphere before the return transfer to your pickup point.
Tips from local experts:
- Perivolos has several beach bars and restaurants with late service; inform the driver if you want to stop for a quick drink or snack.
- The beach is flat but sand is hot in sunlit months; bring sandals and sun protection.
- If you are on a cruise schedule, confirm return time with the guide — allow extra time for traffic and tender transfers if needed.
Itinerary Attributes
| Days | 1 |
| Highlights | 5 |
| Season | - |
| Month | - |
| Persona | Couples |
| Transfers | - |
| Restaurants | - |
| Total Activities | 7 |
| Total Places | 7 |
| Activities Types | Neighborhood, Attraction, Outdoor |
Why this experience
Six and a half hours is long enough to see Santorini properly — the caldera villages, the hilltop monasteries, the volcanic beaches — and still have time to linger wherever you want. This fully customizable private tour with The breeze Tour Santorini starts in Oia for sunset-calibre caldera views and blue-domed alleys, moves through the quieter cliffside promenades of Firostefani and Imerovigli (with an optional walk toward Skaros Rock for panoramic shots), then climbs to Profitis Ilias monastery at the island's highest point for sweeping views across the entire volcanic arc. The southern half brings Megalochori's traditional Cycladic lanes, the dramatic red cliffs at Akrotiri's Red Beach, and a relaxed finish on Perivolos' black-sand shore with beach bars and late service.
The route follows a suggested sequence, but the guide adapts everything — if you want longer in Oia or a swim stop at Perivolos, the itinerary bends to you.
Before you go
- Best time: Afternoon starts (around 15:30) align with golden-hour light at Oia and cooler temperatures for village walks. Spring and autumn are ideal — warm enough for beaches, mild enough for walking. Summer works but Oia can be crowded before sunset.
- Budget: Check the booking widget for current tour pricing. Private transport, guide, and bottled water are included. Budget separately for meals, drinks, and any beach-bar purchases.
- Difficulty: Easy to moderate. Most stops involve short walks on paved village paths. The optional Skaros Rock trail in Imerovigli has uneven stone steps. Red Beach access involves loose gravel.
- What to bring: Comfortable shoes with grip, a light jacket for the Profitis Ilias summit and evening breeze, swimwear if you plan to stop at Perivolos, sunscreen, and a camera.
- Getting there: Pickup from anywhere on the island — hotel, port, or cable car exit. The breeze Tour confirms the exact meeting point after booking.
- Accessibility: Vehicle transfers between all stops. Most viewpoints have short walks on uneven surfaces. Skaros Rock is not wheelchair accessible. Inform the operator of any mobility needs for route adjustments.
Frequently asked questions
How customizable is this tour?
Fully. The route follows a suggested backbone, but you can extend time at any stop, skip locations, or add requests like a winery visit or a specific restaurant. Discuss preferences with the guide at pickup.
What's included in this itinerary?
Private air-conditioned vehicle, English-speaking guide/driver, bottled water, and flexible routing across the island. Meals, drinks, entry fees, and beach-bar purchases are separate.
Is this tour suitable for cruise passengers?
Yes. Pickup from the Fira cable car exit or port area is available. Inform the operator of your ship's tender schedule so timing can be adjusted.
Are the itineraries on TheNextGuide free?
Yes. Every itinerary is free to browse and follow. Some pages feature bookable guided experiences through the booking widget — these are optional and priced by the operator.
Complete your trip in Fira
A full-day tour covers the island's geography. These itineraries add different experiences to your Santorini stay.
- Caldera Cruise with Swim Stops and BBQ — See the caldera from the water: sail past volcanic coastline, swim at hot springs, and eat BBQ on board.
- Romantic Evening — Greek Wedding Show — Finish a day of sightseeing with sunset cocktails, a live interactive performance, and a rooftop nightcap in Fira.
- Private Assyrtiko Tasting with Food Pairing Lunch — Dedicate a separate day to Santorini's wine culture with four Assyrtiko tastings and a paired seaside lunch.
Browse all Fira itineraries at TheNextGuide.
Last updated: April 2026
