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11-Day Santorini Island Itinerary: Fira to Oia, Akrotiri & Wine Trails (15–25 Nov 2025)

Viewed by 213 travelers

Day 1: Arrival & Stroll

Fira, Santorini, Greece on November 15, 2025

11:00am

Arrival and hotel check-in

Arrive at Santorini (airport or ferry) and check into your Fira hotel; drop bags and get oriented to the caldera views. Choosing Fira as a base shortens transfers and centralizes access to north and south island drives.
EUR30, 1h0m

12:30pm

Lunch at Argo Restaurant

Well-known Fira restaurant with caldera views and fresh Greek dishes; a good first introduction to Santorini cuisine. Check current opening hours—commonly open 12:00–22:30.
EUR25, 1h0m

2:00pm

Explore Fira town & caldera walk

Walk the pedestrian streets of Fira, visit small boutiques, and stroll along the caldera edge for panoramic views and photo stops. Shops and viewpoints are typically open until late afternoon; wear comfortable shoes.
EUR0, 2h0m

4:30pm

Archaeological Museum of Thera (optional)

Small museum in Fira housing finds from Kamari, Akrotiri and Ancient Thera; check seasonal hours (commonly 09:00–16:00). Great if you want archaeological context before visiting sites.
EUR6, 1h0m

6:00pm

Sunset & drinks at a caldera bar

Relax with a drink at a caldera-view terrace (many bars in Fira) and watch the sunset—sunset times in mid-November are ~17:05; arrive early to secure a seat.
EUR8, 1h0m

8:00pm

Dinner at Koukoumavlos

One of Fira's reputable restaurants for modern Greek cuisine and tasting menus; reserve ahead, especially for peak tables with views. Verify opening/seasonal hours before booking.
EUR45, 1h30m

Day 2: Imerovigli & Oia

Imerovigli → Oia, Santorini, Greece on November 16, 2025

8:00am

Breakfast at Pelican Kipos (Fira)

Garden-style breakfast spot in Fira offering Greek breakfast plates and coffee; good start before a morning walk. Typically opens early (around 08:00) but check seasonal hours.
EUR12, 1h0m

9:30am

Walk Fira → Imerovigli; Skaros Rock

Short northbound caldera walk to Imerovigli, exploring Skaros Rock viewpoint and spectacular cliffside views; the Skaros path is exposed—dress for wind. Usually accessible daily though sections may close for safety; check local notices.
EUR0, 1h30m

11:30am

Lunch in Imerovigli at Anogi

Traditional family-run taverna with local dishes and views over the caldera—ideal for a leisurely midday meal. Opening hours usually include lunch service from 12:00.
EUR20, 1h0m

1:30pm

Drive or bus to Oia; check shops

Short 20–30 minute drive to Oia; spend the afternoon exploring Oia’s whitewashed streets, galleries and boutiques. Many shops open 10:00–18:00 in low season—confirm specific store hours.
EUR3, 2h0m

4:30pm

Ammoudi Bay viewpoint and walk

Descend to or view Ammoudi Bay for sea-level scenery and cliffside restaurants; if walking down, be aware the descent is steep and uneven. Restaurants often open for late-afternoon service—confirm times if planning to eat here.
EUR0, 1h0m

5:30pm

Sunset at Oia Castle

Oia’s famous sunset spot—arrive at least 45 minutes early in November (~sunset about 17:05) to secure a viewpoint. Expect crowds even in low season; alternative terraces and restaurants offer quieter views.
EUR0, 1h0m

8:00pm

Dinner at Kastro Oia Restaurant

Ocean-facing plates and a romantic setting right on the caldera edge—reserve a table for sunset seating. Open evenings typically 18:30–23:00, but verify before you go.
EUR40, 1h30m

Day 3: Oia & Ammoudi

Oia, Santorini, Greece on November 17, 2025

8:30am

Breakfast at Lotza

Casual café in Oia serving Greek coffee, pastries and breakfast plates—good for fueling a day of exploration. Many cafes open by 08:00–09:00; check current hours.
EUR10, 1h0m

9:30am

Oia photography & architecture walk

Wander Oia’s narrow lanes, blue-domed churches and boutique shops—great early morning before crowds intensify. Galleries often open mid-morning; check individual opening times.
EUR0, 2h0m

12:00pm

Lunch at Ammoudi Bay fish tavern

Fresh seafood right by the water—walk down the steps to Ammoudi and choose from a string of family-run tavernas. Restaurants here typically open by noon but hours vary by season.
EUR28, 1h15m

2:00pm

Maritime Museum or local art galleries

Visit Oia’s small maritime museum and several galleries that showcase local artists and island crafts; museums and galleries commonly open 10:00–17:00 in low season—confirm ahead.
EUR6, 1h30m

4:00pm

Relax at a terrace or café

Slow afternoon enjoying caldera panoramas and a coffee before sunset—good time for souvenir shopping while stores are still open.
EUR6, 1h0m

7:30pm

Dinner at 1800 Oia (reservation advised)

Historic mansion restaurant offering refined Cycladic cuisine and a romantic ambiance—excellent for a special evening (book ahead). Opening hours and menu may be seasonal—verify availability.
EUR55, 1h45m

Day 4: Akrotiri & Red Beach

Akrotiri & Red Beach, Santorini, Greece on November 18, 2025

8:00am

Breakfast in Fira then drive south

Early breakfast and then head south toward Akrotiri to beat crowds and have daylight for the archaeological site. Many Fira cafés open by 08:00–09:00.
EUR10, 1h0m

9:30am

Ancient Akrotiri archaeological site

Explore the Minoan Bronze Age settlement preserved under volcanic ash — one of the island’s top historical sites. Typical opening hours are about 08:00–15:00 in low season; buy tickets on arrival or book in advance.
EUR12, 1h30m

11:30am

Red Beach visit

Short walk from the Akrotiri parking area to the unique red-cliff beach; access paths can be uneven and swimming may be rough in winter—be cautious and check local conditions.
EUR0, 1h0m

1:00pm

Lunch at To Psaraki (Vlychada)

Renowned seafood taverna near Vlychada marina; fresh fish and seaside atmosphere—confirm open hours as some fish tavernas reduce service in late season.
EUR30, 1h15m

3:00pm

Drive inland to Megalochori village

Stroll the traditional village lanes, visit a local cave house winery, and see authentic island architecture without the caldera crowds. Shops and small wineries often operate on appointment—call ahead if you want a cellar visit.
EUR0, 1h30m

8:00pm

Dinner in Akrotiri or Perissa (tavern option)

Choose a local taverna for simple grilled fare and Greek hospitality; these spots feel relaxed in November—confirm last service times with the restaurant.
EUR20, 1h15m

Day 5: Perissa Beach Day

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

9:00am

Breakfast at hotel or local café

Casual island breakfast—fuel up for a relaxed beach and walking day along the black-sand shores of Perissa and Perivolos. Many beachfront cafes are open but hours vary in November.
EUR10, 1h0m

10:30am

Walk Perissa Black Sand Beach

Stroll the long black-sand beach and explore coastal bars and small shops; swimming in November is cooler, but the beach is still scenic for walking and photography.
EUR0, 2h0m

1:00pm

Lunch at Tranquilo (Perivolos)

Popular beachfront eatery known for relaxed vibes and fresh, often vegetarian-friendly plates—check if seasonal hours apply in November.
EUR18, 1h0m

3:00pm

Relax or visit local cafés; optionally a spa

Use the afternoon for a spa treatment at your hotel or a local wellness center; many spas take appointments—book ahead in low season.
EUR60, 1h30m

7:30pm

Dinner at Throubi or nearby taverna

Cozy village tavern offering traditional Santorinian dishes and local wines—call to confirm opening in November.
EUR25, 1h15m

Day 6: Winery Loop

Pyrgos & Santo Wines area, Santorini, Greece on November 20, 2025

9:00am

Breakfast and drive to Pyrgos

Breakfast then head to Pyrgos village—a hilltop settlement with narrow lanes, Byzantine churches and panoramic views. Shops and cafes in Pyrgos normally open mid-morning.
EUR10, 1h0m

10:30am

Santo Wines tasting & terrace visit

One of the island’s most famous wineries with guided tastings and sweeping caldera views; tastings and visitor center commonly open 10:00–17:00—reserve a tasting slot in advance.
EUR25, 1h30m

12:30pm

Lunch at Selene (Pyrgos) — book ahead

Iconic Santorini fine-dining restaurant focused on local ingredients and wine pairings—perfect for a memorable midday meal (verify opening and book early).
EUR50, 1h30m

3:00pm

Visit Venetsanos Winery or Gaia Wines

Tour another estate to compare styles—Venetsanos has nice sea views and Gaia is known for Assyrtiko varietals; tasting rooms usually open to visitors but confirm hours and appointments.
EUR20, 1h30m

7:30pm

Cooking class or dinner in Fira

If you prefer hands-on, book a local cooking class to learn Greek dishes; otherwise enjoy dinner back in Fira at a favorite tavern. Cooking classes typically require pre-booking and run 2–3 hours.
EUR60, 2h0m

Day 7: Volcano & Hot Springs

Volcano (Nea Kameni) & Palea Kameni Hot Springs, Santorini, Greece on November 21, 2025

8:30am

Breakfast early; head to Ammoudi or Athinios port

Quick breakfast and transfer to the marina for volcanic boat tours. Boat departures vary seasonally—common departure windows are 09:00–10:30; confirm your booking time.
EUR10, 0h45m

9:30am

Boat tour to Nea Kameni volcano & hot springs

Guided boat trip to the volcanic islet and short hike on Nea Kameni, followed by a swim/soak at the hot springs near Palea Kameni; tours run around 3–4 hours—book with a reputable operator and confirm departure time.
EUR35, 3h30m

1:30pm

Lunch in Fira or Oia post-tour

Return to the main island for lunch—many restaurants serve a relaxed late lunch; confirm service hours in low season.
EUR20, 1h0m

3:30pm

Free afternoon: shopping, relax at hotel

Use this flexible time to rest or walk small neighborhoods you missed earlier; November afternoons are perfect for slower exploration.
EUR0, 2h0m

8:00pm

Dinner at a seaside taverna

Enjoy a relaxed, seafood-centric dinner near the harbor or at the caldera—verify opening times as some seaside spots reduce hours in late season.
EUR28, 1h30m

Day 8: Megalochori & Villages

Megalochori & Emporio area, Santorini, Greece on November 22, 2025

9:00am

Breakfast then drive to Megalochori

Quiet, traditional village with narrow alleys, wineries, and local architecture—perfect for a slower, cultural day. Village cafés usually open mid-morning; check local hours.
EUR10, 0h45m

10:30am

Visit local cellar and village walk

Book a short cellar tour or informal tasting in a cave winery in Megalochori; many family-run places welcome visitors by appointment—call ahead.
EUR15, 1h15m

12:30pm

Lunch in Megalochori village

Choose a small taverna for authentic home-style Santorinian dishes and a relaxed atmosphere—local hours vary, so confirm ahead if possible.
EUR18, 1h0m

3:00pm

Visit Emporio village & Kasteli (medieval castle)

Explore Emporio’s traditional center and the Kasteli fortress ruins for a bit of island history and quieter streets than Fira or Oia; open/public areas accessible daily.
EUR0, 1h30m

7:30pm

Dinner at a Megalochori tavern

Enjoy a quiet dinner among locals—a great way to sample regional wines paired with classic dishes. Verify opening times; many tavernas are open evenings in November.
EUR22, 1h15m

Day 9: Fira → Oia Hike

Fira to Oia coastal hike, Santorini, Greece on November 23, 2025

8:00am

Early breakfast in Fira and prepare hiking gear

Simple breakfast and water; wear layered clothing and sturdy shoes—November can be breezy and cool in the morning.
EUR8, 0h45m

9:00am

Hike Fira → Oia along the caldera path

Famous 10km caldera hike (about 3.5–4 hours) with unbeatable cliffside views—start early to avoid later clouds and allow photo stops; path is well-marked but exposed to wind.
EUR0, 4h0m

1:30pm

Late lunch in Oia

Refuel after the hike at a café or taverna—choose lighter plates or shared mezze to relax. Check kitchen hours; many restaurants serve lunch until mid-afternoon.
EUR20, 1h0m

3:00pm

Afternoon spa or restful cliff terrace

Book a short spa treatment or unwind at a caldera-view terrace; many hotels offer day spa services—reserve ahead.
EUR50, 1h30m

8:00pm

Dinner in Fira or back in Oia

Choose a favorite discovered earlier for a relaxed final full-night dinner or try a different recommended restaurant—confirm opening and reservation needs.
EUR30, 1h30m

Day 10: Museums & Last Shops

Fira & Pyrgos, Santorini, Greece on November 24, 2025

8:30am

Breakfast and pack day-bag

Relaxed breakfast and prepare for museum visits and last-minute shopping; keep purchases protected for travel home.
EUR10, 0h45m

9:30am

Museum of Prehistoric Thera (Fira)

See artifacts from Akrotiri and ancient Thera to deepen your island knowledge—commonly open morning hours (check seasonal updates).
EUR6, 1h0m

11:00am

Last shopping in Fira: local produce & souvenirs

Pick up wine, capers, tomato products and ceramic souvenirs from reputable shops—confirm store hours; many close earlier in the off-season.
EUR20, 1h30m

1:00pm

Lunch at a local bistro

Enjoy a leisurely lunch while sampling any last Santorini specialties and pairing with locally produced Assyrtiko wine.
EUR22, 1h0m

3:00pm

Relaxing afternoon: optional second winery or hotel spa

Use the afternoon for any missed winery visit, a final spa treatment, or simply to enjoy caldera views and rest before travel day.
EUR40, 2h0m

8:00pm

Farewell dinner at a caldera-view restaurant

Reserve a table for a special last-night meal with caldera views—confirm sunset timing (~17:05) and restaurant closing hours for late November.
EUR50, 1h45m

Day 11: Departure Day

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

7:30am

Early breakfast & final check-out

Have a quick breakfast, finish packing and check out of your hotel; reconfirm your transfer time to the airport or ferry terminal.
EUR8, 0h45m

8:30am

Transfer to Santorini (JTR) airport or Athinios ferry port

Allow extra time for transfer in case of traffic or airport/ferry check-in—taxi or pre-booked shuttle suggested. Taxi costs vary; allow time for luggage handling.
EUR30, 0h45m

10:00am

Departure

Board your flight or ferry and depart Santorini—end of the itinerary. If you have a late departure, use remaining time for a relaxed stroll or café visit near your accommodation.
EUR0, 0h0m
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