5 Days in Santorini (Adults-Only Edition)
Volcanic views, wine-soaked sunsets, and zero chance of stepping on a LEGO.
If you're dreaming of whitewashed buildings, endless blue water, and a little peace and quiet that doesn’t involve a sound machine app, this one’s for you. Santorini is a bucket-list Greek island—and while it's beautiful for everyone, it absolutely thrives as an adults-only escape. Whether you're celebrating your honeymoon, anniversary, a breakup glow-up, or just need to escape your 9-5 for some soul-soothing sunshine, this 5-day itinerary is your golden ticket.
Ready? Let’s dive in.
Day 1: Arrival + Caldera Views = Love at First Sight
✈️ Arrive in Santorini (Thira/JTR Airport)
Once you land, do yourself a favor: book a private transfer. It’s your vacation—don’t start it crammed into a shuttle with 16 strangers and someone else's crying toddler.
🛏 Where to Stay (Adults-Only Picks):
Cavo Tagoo Santorini – Infinity pools, minimalist vibes, and views that hurt they're so pretty.
Astra Suites (Imerovigli) – Quiet, romantic, and perched perfectly between Oia and Fira.
Andronis Luxury Suites (Oia) – High-end, high-price, high-drama sunsets.
🌅 What to Do:
Ease into island life. Watch your first famous Santorini sunset from your private terrace with a glass of chilled Assyrtiko (aka Greek white wine’s main character).
Then head to Lauda Restaurant—one of the island’s most iconic spots—for dinner. Expect cliffside candlelight, seafood that tastes like Poseidon himself made it, and a wine list that deserves its own passport.
💡 Val tip: Don’t pack your first day. Santorini is slow. Let yourself settle, soak in the views, and exhale. You made it.
Day 2: Wine Me, Dine Me, Mediterranean Me
Santorini’s wine scene is underrated—like, why isn’t this taught in schools level underrated. The island’s volcanic soil gives the grapes a mineral-rich flavor, and there are over a dozen wineries to explore.
🍇 Morning: Semi-Private Wine Tour
Book with a reputable company like SantoWine Tours or Santorini Wine Adventure. Most offer hotel pickup, 3-4 wineries, tastings, and small group sizes (read: adults only).
Some must-visit wineries:
Venetsanos Winery – Built into the cliff. Instagrammable AF.
Domaine Sigalas – A local favorite. Their food + wine pairing? Chef’s kiss.
Estate Argyros – Old vines, rich history, and truly phenomenal whites.
😴 Afternoon: Siesta o’clock
After all that sipping, head back for a midday nap or chill by your hotel’s infinity pool. Let the sun kiss your shoulders while you remember what peace and quiet feels like.
🌅 Evening: Fira Town
Explore the charming capital—boutique shops, cute cafés, and alleyways that look like they were made for a Nicholas Sparks film. Dinner at Argo Restaurant is a must. Ask for a table with a sunset view and order the seafood risotto.
💡 Val tip: Fira is more lively than romantic, so it’s a good spot to get social and people-watch—but wear flat sandals. The cobblestones will humble your arches.
Day 3: Catamaran Day = Main Character Energy
⚓️ Morning & Afternoon: Adults-Only Catamaran Cruise
This is the day to remember. Book a semi-private luxury catamaran (or go full private if you’re feeling fancy). You'll cruise around the caldera, swim in the volcanic hot springs, snorkel near Red Beach, and get fed a full Greek BBQ lunch onboard—wine included.
Top companies:
Spiridakos Sailing
Caldera Yachting
Sunset Oia Cruises
Most cruises last about 5 hours and depart either in the morning or afternoon (for a sunset option). Either way, you’ll be living your bougie boat dreams.
🍤 Evening: Dinner by the Water at Ammoudi Bay
Once back on land, shower off the sea salt and head to Ammoudi Bay—a tiny harbor beneath Oia with waterfront tavernas serving grilled octopus, fava dips, and fresh fish that probably met Poseidon this morning.
Try Dimitris Ammoudi Taverna or Katina’s for classic, no-fuss Greek food and the sound of waves under your table.
💡 Val tip: There are over 200 stairs down to Ammoudi. Don’t wear heels. And take a cab back up unless you're trying to work off that lunch wine.
Day 4: Spa Day + Secret Villages + Cliffside Dinner
🧖♀️ Morning: Spa & Slow Start
Book a luxe treatment at Katikies Kirini Spa or Canaves Oia Spa—both offer volcanic stone massages, facials with Greek botanicals, and all the relaxing vibes your nervous system needs.
🏍️ Afternoon: Discover Hidden Santorini
Rent an ATV (you’ll feel cooler than you look, promise) and drive to the lesser-known villages:
Pyrgos – A hilltop town with panoramic views, blue domes, and quiet charm.
Megalochori – Sleepy, traditional, and perfect for a laid-back lunch and wine tasting.
This is the real Santorini—the one that locals love, far from the tourist crush.
🦪 Evening: Sunset at Oia Castle + Fine Dining
Claim your sunset spot early at Oia Castle ruins—or better yet, book dinner at Ambrosia Restaurant with caldera views and Greek fine dining.
💡 Val tip: Pack a light sweater. The breeze off the water at night does not play.
Day 5: Brunch, Bougie Shopping & a Bittersweet Goodbye
🍳 Morning: Brunch with a View
Hit Volkan on the Rocks in Fira for your final meal—a breezy brunch spot with mimosas, rooftop views, and the kind of Greek eggs that make you question your entire brunch routine back home.
🛍️ Afternoon: Last-Minute Shopping + Departure
Grab those last souvenirs (olive oil, evil eye jewelry, ceramics—you know the vibe). Then head to the airport or ferry like a sun-kissed goddess with zero regrets and a phone full of dreamy memories.
Final Thoughts (aka Why Adults-Only Travel Just Hits Different)
Santorini is magical no matter what, but when you do it adults-only? Everything gets elevated. The romance, the quiet, the connection—with your partner and with yourself. Whether you’re celebrating something big or just need a break from the chaos of everyday life, this trip delivers Mediterranean magic with grown-up glam.
✈️ Want This Trip Without the Stress?
Let me plan the whole thing.
✔️ Custom itinerary
✔️ Adults-only resorts
✔️ Wine tours, spa bookings, and secret local tips
✔️ All the bougie, none of the burnout
👉 Click here to start your Santorini dream trip.
Because your vacation should be as elevated as your Instagram captions.
