Tripably
Explore
Travel. Simplified.

Your entire trip planned in minutes

Tripably plans your itinerary in minutes then keeps everything organised until you land home. Bookings, budget, documents and live trip tracking, all in one place.

Free forever. No credit card needed.

Full itinerary, ready in 2 minutes

5 Days in Santorini, Greece

2 travellers · Mid-range · May 2026

1
Day 1 — Arrive & Explore Oia
Morning

Breakfast at Metaxy Mas Taverna

Authentic Greek breakfast with caldera views at this beloved local taverna.

£12
Mid-Morning

Visit Oia Village & Blue-Domed Churches

Stroll through the iconic whitewashed alleyways and photograph the famous blue-domed churches.

FreeFree
Afternoon

Catamaran Sailing Tour Around the Caldera

Sail around the volcanic caldera, swim in hot springs, and snorkel in crystal-clear waters.

£65Book
Evening

Sunset Dinner at Kastro Oia Restaurant

Watch the world-famous Santorini sunset with fresh seafood and local white wine.

£45Book
2
Day 2 — Fira, Hike & Wine Tasting
Morning

Explore Fira Town & Archaeological Museum

Discover Cycladic artefacts and ancient finds from the volcanic island's rich history.

£5
Afternoon

Hike from Fira to Oia Along the Caldera Rim

A spectacular 10km trail with breathtaking caldera panoramas and clifftop villages.

FreeFree
Evening

Wine Tasting at Santo Wines with Caldera Views

Sample award-winning Assyrtiko wines on a cliff-top terrace overlooking the sunset.

£35Book

Live Trip Mode

Santorini · Day 1 · Right now

● LIVE

Current Activity

Catamaran Sailing Tour Around the Caldera

Afternoon · Santorini Caldera

Next Activity In

02:30:00

Sunset Dinner at Kastro Oia Restaurant

Today's Spending

£45 / £120

£75 remaining today

Budget Estimate

5 days in Santorini · 2 travellers · Mid-range

Flights
£680
Accommodation
£750
Food & Dining
£350
Activities
£250
Local Transport
£120
Total Estimate
£2,150

£1,075 per person

SSL Secured
GDPR Compliant
256-bit Encryption
Cancel Anytime

Trusted partners

How it works

From idea to itinerary in three simple steps.

1

Tell us your trip

Describe your destination, dates and budget. Add any preferences: dietary needs, travel style, must-see spots.

2

We build your itinerary

Flights, hotels, activities and restaurants, all researched and planned instantly, tailored to you.

3

Book and go

Confirm your bookings in one place using our curated links, then travel completely stress-free.

Trusted View

Travel freely. Let loved ones breathe easy.

Add trusted contacts who can see your journey progress and daily check-ins. No app needed on their end. Free for every Tripably user, always.

  • Share a private, read-only page with parents or partners
  • One-tap daily check-in sends a quiet "all good" notification
  • No live GPS tracking, no constant location sharing
  • Works on any phone, no account or download required
Sarah is travelling safely

Trusted View

Check-in status

Checked in today at 9:24 AM from Bali

10 Days in Bali

Day 3 of 10

Breakfast at Cafe Organic
Ubud Monkey Forest
Tegallalang Rice Terrace

2 of 3 activities completed today