Friday
- 6:30 PMSanto WinesFood & Drink · Pyrgos
Co-op winery on the caldera — assyrtiko flights with the best sunset terrace on the island.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Pyrgos — short walk from your other stops
- ·A fall-perfect atmosphere
- 8:00 PM
Argo
Greek · $$$ · FiraDressed-up dinner — Caldera-edge classic — moussaka and mousakas-of-the-sea (octopus) with the volcano view.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Fira — short walk from your other stops
- ·A fall-perfect atmosphere
- 10:30 PMLive Jazz BarNightlife · Old town
Cocktails and a trio — solo at the bar or a date-night standby.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Old town — short walk from your other stops
- ·A fall-perfect atmosphere
- 12:30 AMComedy Club Open MicNightlife · Downtown
Weeknight stand-up sets at a club or bar — a few laughs and a cheap night out.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Downtown — short walk from your other stops
- ·A fall-perfect atmosphere
Saturday
- 12:00 PM
Metaxi Mas
Cretan / Greek · $$ · Exo GoniaSlow brunch — Hidden cliff-side taverna — book a month ahead for sunset, order the lamb chops.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Exo Gonia — short walk from your other stops
- ·A fall-perfect atmosphere
- 3:00 PMFarmers' MarketFood & Drink · Weekend market
Local produce, street food, buskers — easy solo wander or family morning.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Weekend market — short walk from your other stops
- ·A fall-perfect atmosphere
- 12:30 AM
Pick the cocktail strip
Find the trendiest cocktail block in town and bar-hop three rooms before the dancefloor.
Sunday
- 1:00 PM
Lucky's Souvlaki
Souvlaki · $ · FiraRecovery brunch — The 3am gyros stop — pork, chicken, halloumi wraps to soak up local rosé.
Why this pick- ·Friends-night ready — easy to roll into as a group
- ·Keeps you in Fira — short walk from your other stops
- ·A fall-perfect atmosphere
Remix
Want a different vibe?
Every plan below is freshly built from Santorini's top curated picks.
- Classic 48 HoursOpen plan
- Foodie EditionOpen plan
- Romantic WeekendOpen plan
- Date NightOpen plan
- Boys' Night OutOpen plan
- Girls' Night OutOpen plan
- First-TimerOpen plan
- With KidsOpen plan
- Solo EditionOpen plan
- On a BudgetOpen plan
- Rainy Day RescueOpen plan
- Outdoor AdventureOpen plan
- Birthday CelebrationOpen plan
- Hidden Gems TourOpen plan
- Weekend GetawayOpen plan