Tour Details

This carefully balanced island-hopping itinerary combines the natural beauty of Milos with the iconic charm of Santorini, offering a perfect mix of relaxation, exploration, and stunning Aegean scenery of Greece's most known volcanic islands. You’ll begin in Milos, famous for its lunar-like beaches, colorful fishing villages, and dramatic coastal caves, including the legendary Kleftiko. After two unforgettable days, you’ll ferry to Santorini, where whitewashed villages cling to volcanic cliffs and sunsets paint the sky in fiery hues. This 5-day tour is ideal for couples, friends, or solo travelers seeking a scenic and enriching island experience at just the right pace.
Departure:
We offer pickup from your designated location in Athens.
Destination:
Milos, Santorini

Tour Plan

Explore Milos and Santorini in five days, combining volcanic beauty, unique beaches, and Cycladic charm with stunning sunsets, coastal adventures, and relaxed island elegance.

Destination

Day 1: Ferry to Milos

Our English-speaking driver will transfer you to the port for a morning ferry to Milos. Upon arrival, you will be welcomed and taken to your accommodation. Spend the afternoon unwinding at Lagada Beach or strolling around the harbor. In the evening, enjoy a seafood dinner in the port town and watch the sun dip below the horizon from a waterfront taverna. 

Accommodation: 4* or Boutique Hotel in Milos 

Optional: Today, discover more of Milos‘s natural beauty. Set sail on a breathtaking day cruise around Milos, where you’ll explore the island’s stunning coastline, crystal-clear waters, and iconic rock formations. Discover hidden sea caves, swim in secluded coves like Kleftiko and Sykia, and soak in the sun on deck as you cruise past dramatic white cliffs and volcanic landscapes.  

In the evening, enjoy a seafood dinner at a beachfront restaurant, reflecting on the day’s adventures. 

 Accommodation: 4* or Boutique Hotel in Milos 

After breakfast, take a morning ferry to Santorini. Upon arrival, transfer to your 4* hotel, ideally located in the stunning villages of Oia or Fira.

Spend the afternoon exploring the caldera’s edge and the island’s iconic cliffside architecture. In the evening, witness the breathtaking Oia sunset, renowned as one of the world’s most beautiful.

Optional – In the afternoon, visit Red Beach and Black Beach, followed by a tour of the ancient Akrotiri archaeological site, preserved under volcanic ash. End the day with a wine-tasting session at a local winery, savoring Santorini’s famous Assyrtiko wines.

Accommodation: 4* Hotel in Santorini

Optional – Start your day with a boat excursion to the volcano and hot springs, where you can enjoy a refreshing swim in the therapeutic waters.

Accommodation: 4* Hotel in Santorini

Enjoy a leisurely morning soaking in the serene views of Santorini. Our driver will transfer you to the airport for your return journey to Athens or onward travel plans.

Places You’ll See

Milos
Blue Dome, Santorini

What's Included

Accommodation in 4-star or Boutique Hotel
Daily Breakfast
Transfer to Piraeus Port
Private transfers with English-speaking driver on the islands as on itinerary
Ferry tickets to Milos – Santorini - Piraeus
Travel Insurance
Gift Bag upon arrival
All Taxes

What's Exlcuded

Meals & Personal Expenses
Hotel city tax
Optional Tours
Gratuities

Optional Extras​

Extend the trip with additional days for more leisure time or add an island

Upgrade to luxury hotels

Cancelation Policy

30% deposit to confirm booking, fully refundable up to 40 days prior to arrival  

Full payment required up to 20 days prior to arrival 

Cancellations made 21-40 days prior to arrival are eligible for a 50% refund of the deposit 

No refunds will be given for cancellations made within the 20 days prior to arrival 

In case plane tickets have been issued, cancellation fees apply in every case 

Cancellation requests will be accepted only in written  

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Dream Tour Milos Santorini 5 days 

From 1,250€

Destination: Milos, Santorini
Duration: 5 days
Travel: By Car
Type: All Travelers

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Semi-Private Sunset Cruise to Caldera with BBQ onboard - 160 euro pp
English Speaking Guide in Akrotiri
5 hrs Private Tour Santorini Highlights & Akrotiri
4hrs Private Tour Santorini & winery
Milos Semi Private full day Cruise - 210 euro per person
Total Price
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