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11-Day Practical Santorini Itinerary (Nov 15–25, 2025) — Fira Base, Oia, South Coast & Wine Tours

Viewed by 178 travelers

Day 1: Arrival & Fira

Fira, Santorini, Greece on November 15, 2025

9:00am

Arrive & Check-in

Arrive by plane or ferry and check into your Fira hotel; drop bags and get maps and a SIM/currency if needed. This central base makes exploring the island easy.
EUR0, 1h0m

10:30am

Breakfast: Hotel or Fira café

Start easy with a hotel breakfast or a café in Fira — try Greek yogurt with honey, fresh seasonal fruit and filter coffee to fuel the day. Many cafes open by 8:00–9:00am year-round; check your cafe's hours.
EUR8, 45m

11:30am

Walk Fira town & caldera viewpoint

Stroll the pedestrian streets and the caldera edge for views, shops and photo spots; good orientation walk and light acclimatization to steps and cobbled lanes.
EUR0, 1h30m

1:00pm

Lunch: Lucky’s Souvlaki or casual grill in Fira

Quick, budget-friendly lunch — souvlaki or Greek salad is ideal after travel. Many tavernas are open midday; check local opening times (typically 12:00–15:00).
EUR12, 1h0m

2:30pm

Museum option: Archaeological Museum of Thera

Visit the Archaeological Museum of Thera for finds from the island (check seasonal hours; often open mornings until mid-afternoon). Confirm current opening times before you go.
EUR6, 1h0m

4:00pm

Sunset practice & cable-car area

Walk to the caldera edge at Fira for an early sunset view and learn cable car/porter procedures for transfers to Athinios port if needed later.
EUR0, 1h0m

7:30pm

Dinner: Argo Restaurant, Fira

Well-regarded for sunset views and Greek dishes; reservations recommended. Check winter hours (many restaurants reduce hours in November).
EUR30, 1h30m

Day 2: Oia & Sunset

Oia, Santorini, Greece on November 16, 2025

7:30am

Breakfast at hotel or Fira café

Early breakfast so you can catch the quieter morning light and head north to Oia; many cafes open 8:00am but hotels serve earlier.
EUR8, 30m

9:00am

Travel Fira → Oia

Take the local bus (approx 25–30 min), taxi, or drive; buses run frequently but check the current timetable (reduced service in low season).
EUR2, 40m

10:00am

Explore Oia village

Wander Oia’s clifftop lanes, blue-domed churches and art galleries; ideal for photography and shopping. Oia is pedestrian-friendly but very hilly.
EUR0, 2h0m

12:30pm

Lunch: Ammoudi Fish Tavern / Taverna Katina (Ammoudi Bay)

Walk or take the steps down to Ammoudi Bay for fresh seafood by the sea — Arrive early as steps and access can be closed or slippery in bad weather; check opening times (often midday to early evening).
EUR35, 1h30m

2:30pm

Oia Castle & maritime viewpoints

Return up to Oia and visit the Oia Castle viewpoint for classic caldera views; arrive early for quieter conditions — sunset spot fills up quickly.
EUR0, 1h0m

4:00pm

Relax in a cafe or gallery

Warm up with a coffee or see local art galleries — many stay open in November but check times individually.
EUR6, 1h0m

5:00pm

Sunset at Oia

Enjoy the famous Oia sunset; arrive at your chosen viewpoint about 30–60 minutes early. Note: sunset time changes seasonally — check exact local sunset.
EUR0, 1h0m

7:30pm

Dinner: 1800 Oia (or similar upscale Oia restaurant)

Fine dining in converted captain’s house with caldera views; reservations strongly recommended — confirm seasonal opening/menus.
EUR45, 1h30m

Day 3: Imerovigli & Skaros

Imerovigli / Firostefani, Santorini, Greece on November 17, 2025

8:00am

Breakfast: Imerovigli café or hotel

Stay near caldera edge in Imerovigli or walk up from Fira for a quieter start; try a savory spanakopita and coffee. Many locales open from 8:00–9:00am.
EUR10, 30m

9:00am

Skaros Rock hike (Imerovigli)

Short cliff-top hike to Skaros Rock for commanding caldera views; trail can be uneven — wear sturdy shoes. Typically open year-round (free), but windy days can make the route hazardous.
EUR0, 2h0m

12:00pm

Lunch: Metaxi Mas (Exo Gonia)

A local favorite serving hearty Cretan/Santorinian dishes with excellent views — confirm reservation and seasonal hours (often open midday and evenings).
EUR30, 1h15m

2:00pm

Firostefani stroll & caldera photos

Walk the caldera edge between Imerovigli and Fira, stopping at viewpoints and small chapels; the path is scenic and shorter than the longer Fira→Oia trek.
EUR0, 1h30m

4:00pm

Spa or pool time (hotel)

Relax at your hotel’s spa or indoor pool to rest after hiking; many hotels maintain spa hours in November — book ahead.
EUR20, 1h0m

7:30pm

Dinner: Traditional taverna in Fira

Choose a cozy taverna for meze and local wine; many tavernas stay open through November but check closing times in advance.
EUR25, 1h30m

Day 4: Akrotiri & Red Beach

Akrotiri / South Coast, Santorini, Greece on November 18, 2025

8:00am

Breakfast: Hotel or on the go

Grab breakfast before heading south; early start recommended to beat any crowds and to match site opening hours.
EUR8, 30m

9:00am

Visit Akrotiri Archaeological Site

See the Bronze Age Minoan-style ruins preserved under volcanic ash — open seasonally (commonly mornings to mid-afternoon); verify current opening times and guided tour availability.
EUR12, 1h30m

11:00am

Red Beach viewpoint

Short walk from the Akrotiri parking area to famous Red Beach for dramatic red cliffs and photographs; swimming depends on conditions — the descent path can be steep; check access (sometimes closed for safety).
EUR0, 1h0m

1:00pm

Lunch: To Psaraki or Vlychada harbor seafood

Fresh fish at a seaside taverna near Vlychada — excellent local seafood and relaxed setting. Confirm opening hours (many serve lunch from 12:00).
EUR30, 1h15m

3:00pm

Vlychada lunar landscape walk

Explore the sculpted volcanic cliffs and marina of Vlychada; quiet, photogenic and enjoyable for an afternoon stroll.
EUR0, 1h0m

6:30pm

Return to Fira & Dinner

Head back to Fira for dinner; pick a caldera-view restaurant or relaxed local taverna depending on energy levels.
EUR25, 1h30m

Day 5: Black Sand Beaches

Perissa / Perivolos, Santorini, Greece on November 19, 2025

8:30am

Breakfast in Fira

Fuel up with a hot breakfast; cafés usually operate in the morning but check in lower season for exact times.
EUR8, 30m

9:30am

Travel to Perissa/Perivolos

Take the bus or drive to Santorini’s black-sand beaches (approx 30–40 min). Bus schedules may be reduced in November—check service times.
EUR2, 40m

10:30am

Beach walk & relaxed time

Walk along the long black-sand Perissa/Perivolos coastline; November swimming may be cool but the beach is good for long walks and seaside tavernas.
EUR0, 2h0m

1:00pm

Lunch: Beach taverna (Perivolos)

Casual lunch at a seaside taverna — grilled fish or pasta with local tomato and caper sauces are specialties. Check opening hours (many keep limited winter hours).
EUR20, 1h0m

3:00pm

Optional: Santorini Water Park (check seasonality)

The Water Park in Perissa often closes for winter; if closed, opt for a winery visit or an easy coastal hike. Always verify seasonal opening before going.
EUR0, 1h30m

6:30pm

Return to Fira & Dinner

Dinner back in Fira — choose a seafood or meat-focused taverna to sample regional specialties.
EUR25, 1h30m

Day 6: Ancient Thera & Kamari

Kamari / Ancient Thera, Santorini, Greece on November 20, 2025

8:00am

Breakfast

Breakfast before departure; bring a light snack and water if you plan the Ancient Thera climb (stone steps can be steep).
EUR8, 30m

9:00am

Travel to Ancient Thera

Drive or bus to Kamari and take the road or cable path up to Ancient Thera; the archaeological site has seasonal hours (often mornings through mid-afternoon) — check before you go.
EUR6, 40m

10:00am

Explore Ancient Thera

Walk the ruins with views across the east coast; good for history and panoramas. Wear comfortable shoes and bring water.
EUR6, 1h30m

1:00pm

Lunch: Kamari seafront taverna

Lunch on Kamari’s waterfront — try grilled seabass or Santorinian fava; seafront restaurants typically open through November but confirm hours.
EUR22, 1h0m

3:00pm

Kamari beach promenade & museums

Stroll Kamari’s promenade, visit local small museums or boutiques; many shops and cafes remain open year-round but may close earlier in evening.
EUR0, 1h0m

6:00pm

Return to Fira & Dinner

Return to base and enjoy a relaxed dinner; consider trying a Greek meze tasting plate at a local taverna.
EUR25, 1h30m

Day 7: Wine Tasting Loop

Pyrgos / Megalochori / Exo Gonia, Santorini, Greece on November 21, 2025

8:30am

Breakfast

Early breakfast; you’ll want to start the wine loop mid-morning when wineries open for tastings (many open around 11:00am, so check each winery).
EUR8, 30m

10:30am

Santo Wines tasting (or Venetsanos)

Santo Wines offers tastings with panoramic caldera views — tasting fees vary and often require booking; confirm opening hours (commonly 11:00–17:00).
EUR15, 1h0m

12:30pm

Lunch: Selene Restaurant, Pyrgos (or more casual local taverna)

Selene is a celebrated restaurant focusing on island ingredients — reservations recommended; for a simpler option, try a nearby village taverna.
EUR45, 1h30m

3:00pm

Megalochori & boutique wineries

Visit small family-run wineries in Megalochori and Exo Gonia for boutique tastings and to learn about the island’s volcanic viticulture. Many tastings are by appointment—book ahead.
EUR10, 2h0m

6:00pm

Return Fira & Dinner

Enjoy a relaxed dinner sampling dishes paired with the wines you tasted earlier; choose a restaurant with a wine list featuring local producers.
EUR30, 1h30m

Day 8: Day Trip: Thirassia / Boat

Oia / Thirassia, Santorini, Greece on November 22, 2025

7:30am

Breakfast

Light breakfast and pack a jacket — seas can be cooler in November. Confirm boat trip schedules as many operators reduce services in low season.
EUR8, 30m

9:00am

Boat to Thirassia or private cruise

Take a local caique or a private boat to Thirassia for a quieter island visit and traditional tavernas; seasonal schedules vary — confirm and reserve in advance.
EUR30, 5h0m

2:00pm

Lunch on Thirassia

Enjoy authentic, slow-paced island food at a Thirassia taverna with sea views; check individual tavern hours (some open only in high season).
EUR25, 1h0m

4:00pm

Return to Oia & relax

Return to Oia for a late afternoon coffee and gallery stops; November afternoons are great for quieter streets.
EUR6, 1h0m

7:00pm

Dinner: Oia or Fira

Either dine in Oia before returning or head back to Fira for dinner — confirm restaurant winter hours and reserve if possible.
EUR30, 1h30m

Day 9: Hike Fira → Oia (Caldera)

Fira → Oia, Santorini, Greece on November 23, 2025

7:00am

Early breakfast & pack water

Have a substantial breakfast and carry water/snacks; the Fira→Oia caldera hike is about 10 km and takes 3–4 hours depending on stops and pace.
EUR8, 30m

8:00am

Start caldera hike Fira → Oia

A spectacular coastal hike along the caldera rim with frequent viewpoints; wear good shoes and dress in layers. The trail is open year-round but can be exposed to wind.
EUR0, 4h0m

1:00pm

Lunch in Oia

Reward yourself with lunch in Oia after the hike — choose a cafe for lighter fare if you’re tired or a tavern for heartier dishes.
EUR20, 1h0m

3:00pm

Rest & shop in Oia

Spend the afternoon browsing boutiques, trying local sweets or resting at a caldera-view cafe.
EUR10, 2h0m

6:00pm

Return to Fira (bus or taxi)

Take the bus/taxi back to Fira after a full-day hike; buses run regularly but check timetables.
EUR2, 40m

8:00pm

Dinner: Seafood or comfort food in Fira

Choose a comforting dinner — fish, moussaka or slow-cooked lamb — and reflect on the day’s views.
EUR25, 1h30m

Day 10: Relax & Shopping

Fira, Santorini, Greece on November 24, 2025

8:30am

Breakfast

Late start with a relaxed hotel breakfast; plan any last-minute purchases or booking confirmations for departure.
EUR8, 30m

10:00am

Shopping & galleries in Fira

Browse local shops for ceramics, wine, capers, tomato paste and other Santorini specialties; many shops are open during daytime but may close earlier in the evening in low season.
EUR0, 2h0m

12:30pm

Lunch: Cozy tavern in Fira

Enjoy a leisurely lunch and try any local dishes you missed — fava, grilled octopus or boureki (local pie).
EUR22, 1h0m

2:30pm

Optional museum (Museum of Prehistoric Thera) or relaxation

Visit the Museum of Prehistoric Thera (if open) for archaeological context, or relax at your hotel — check museum hours (often mornings to mid-afternoon).
EUR6, 1h0m

5:00pm

Sunset drink & final caldera photos

Have an early evening drink with caldera views to cap your trip; verify bar/restaurant closing times as they vary in November.
EUR10, 1h0m

8:00pm

Farewell dinner: Selene or Argo (reserve)

Choose a memorable dinner to finish the trip — book ahead to ensure a table in low-season opening schedules.
EUR45, 1h30m

Day 11: Departure

Fira → Santorini Airport/Port, Santorini, Greece on November 25, 2025

7:00am

Final breakfast & checkout

Have breakfast and complete hotel checkout; reconfirm your transfer time to the airport or ferry port (Athinios) and plan for 30–60 minutes travel to the airport, longer to some ports.
EUR8, 45m

8:30am

Transfer to Airport or Ferry Port

Take a pre-booked taxi, hotel transfer or the public bus to Santorini (JTR) airport or Athinios port. Allow extra time for luggage handling and winter weather delays.
EUR25, 1h0m

10:00am

Departure procedures

Arrive early for check-in/security; if you have spare time at the airport, there are small cafes and last-minute shops.
EUR0, N/A
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