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Island Hopping through Greece: A guide from Athens to Santorini, Paros and Milos

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This 8‑night Greece guide takes you from the ancient streets of Athens to the sun‑drenched Cyclades, hopping through Santorini, Paros, and Milos. Inside, you’ll find fabulous restaurant recs, can’t‑miss activities, and hotel recommendations that bala...
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Athens

Athens was the start and end point of our trip, so we only spent a total of 48 hours here but made the most of it! 

 
Samantha Mastrandrea profile picture
This was a perfect way to see the Acropolis and Parthenon a while learning a bit of history!
Acropolis: Premium Acropolis and Parthenon Guided Tour
 
Samantha Mastrandrea profile picture
This was the perfect boutique hotel in a great location! We were so close to transport and restaurants. They also have a restaurant downstairs with a delish brunch!
The Snob Hotel
 
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Such a fun and clean hostel! We loved happy hour on the rooftop with stunning views of the city. People were very friendly!
YellowSquare Athens Hostel, Athens
 
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Such a cute and yummy brunch spot!
Brunch Athens | Picky Specialty coffee & brunch experience
 
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Absolutely delicious and cozy restaurant! Greek salad, olives and souvlaki were AMAZING
Krasopoulio tou Kokkora - Athens Restaurants -
 
Samantha Mastrandrea profile picture
Booked all ferries using this website!
Ferryhopper: Your Ferry Travel Companion | Book Ferry Tickets

Santorini

I recommend staying in Fira and taking day trips to Oia via bus! Honestly, don't think it's necessary to rent a car here. 

 
Samantha Mastrandrea profile picture
Amazing sunset views! Definitely make a reservation in advance
Barolo Restaurant Santorini | The ultimate culinary experience ...
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Samantha Mastrandrea profile picture
Such a cozy and well run boutique hotel! This location was perfect,  walking distance to all the action and buses. The owners were so kind, thye gave us great recs and anything we needed. They have a pool AND the rooms have their own private hot tubs!
Altemar Suites Reviews, Deals & Photos 2026 - Expedia
 
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The ultimate Mamma Mia vibe! Came down here for lunch, the area is so cute and food is delish
Restaurant in Ammoudi Santorini, Oia | Dimitris Taverna |
 
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Cute spot for breakfast with a view!
Skiza, Oia: Home
 
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The BEST gyro I have ever had!
SANTO GYROS, Fira - Restaurant Reviews, Photos & Phone Number
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Paros

Our FAVE Island, major Mamma Mia vibes. This felt like a slightly more chill Mykonos. We stayed in Noussa which was the heart of night life (see the hotel below!)

 
Samantha Mastrandrea profile picture
Such a cutie hotel! Loved the pool area and bar! We were walking distance to all of the fun and across the street from a car rental which was super handy!
Anemomylos Residence Reviews, Deals & Photos 2025
 
Samantha Mastrandrea profile picture
MUST do a boat tour! so much fun
The best Paros Cruises & boat tours 2026 - GetYourGuide
 
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Perfect Beach club to spend the day! Fun but not trashy!
Cabana Paros - Cabana Paros - Beach Bar Restaurant
 
Samantha Mastrandrea profile picture
The most authentic Greek experience you can get! In the charming old town of Lefkes, you can go to this Greek grandma's kitchen! Anything you get will be delicious
Sweet Smelling Kitchen - Lefkes Restaurants - Tripadvisor
 
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Renting a car in Paros is the easiest way to get around!
Car Rentals in Paros from $13/day - Search for Rental Cars on KAYAK
 
Samantha Mastrandrea profile picture
Such a fun Mama Mia vibe restaurant! Outdoors, right by the boats
TSACHPINIS RISTORANTE NOUSSA PAROS - Restaurant Reviews ...
 
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Cozy cocktail bar! Outdoor seating under lights and pretty tree
Sante Cocktail Bar (2026) - All You SHOULD Know Before Going ...
 
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This place has perfume dupes for any scent! The people are so helpful
Aromatopoleion Perfumery | Handcrafted Fragrances and Essential ...

Milos

This island is considered hidden gem with surreal rock formations, crystal-clear waters, and a laid-back atmosphere.

 
Samantha Mastrandrea profile picture
HIGHLIGHT of the trip! The guides were so fun and knowledgable. We had wine and a delicious meal AND snack on board. We got to snorkel, swim and cliff jump! It truly is the best way to see the beauty of Milos.
Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch
 
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This boutique hotel was very close to the ferry port which is convenient if you're not staying in Milos very long! Super cute, our room had a patio and kitchenette which was nice.
MILOS BAY SUITES - Prices & Condominium Reviews (Greece)