This is one of our most social, sun-soaked adventures – great for solo travelers looking to explore stunning beaches, share mezze by the sea, and enjoy spontaneous nights out. There’s a carefree island energy throughout, with laid-back afternoons, splashy group dinners, and plenty of time to soak up the culture (and the sun).–

This is a medium-paced itinerary with ferry rides, walking tours, beach time, and some free afternoons to do your thing. Travel between islands adds excitement and variety, but expect early mornings or shifting plans as we move from one spot to the next. The vibe is social and flexible, with just the right amount of activity and downtime.

Plan to arrive at in Milos by 2 PM on Day 1 so you can reach the hotel by 3:00 PM for the first group activity. We highly recommend flying into Athens International Airport (ATH) a day early to explore the city and avoid any flight delays that could occur. From there you can book a domestic flight or ferry to Milos.

On Day 9, you’ll depart from Paros National Airport (PAS) — book your flight anytime after 9:00 AM to allow time for checkout and transfers.

If you book a round trip flight from Athens International Airport (ATH), it's important to note that flight from Paros to Athens will not be included. This is to give you more flexibility in your post-trip plans. Flights from Paros to Athens are very inexpensive or you can book ferries to different islands if you wish to stay in the islands longer.

This trip includes ferry rides between islands, which are a scenic and relaxing way to travel — but schedules can shift due to weather or port timing. We recommend taking a flight or ferry to Milos as early as possible because winds later in the day can cause delays.

Keep a flexible mindset and a good book on hand, and enjoy the views while you cruise through the Aegean.

Yes, we can usually accommodate most dietary needs, especially in Greece’s larger towns. Vegetarian and pescatarian options are common, and many restaurants are familiar with gluten-free needs. 

Just let us know in advance and your guide can help communicate with local restaurants. That said, bringing your own snacks is a good idea if you have more specific dietary preferences.

We stay in boutique-style hotels that reflect Greek charm and coastal comfort. 

• In Milos, the hotel is simple but full of character – perfect for island living. 

• In Santorini, the location is top-notch, though beds may be firmer than you're used to. 

• In Paros, the hotel features a great pool and social vibe, but you may need taxis or local transport to explore further out. 

Rooms are shared unless you request a private upgrade in advance.

Greek cuisine is flavorful and fresh – you’ll find everything from seaside tavernas to beach cafés. Meals are generally affordable, especially when shared family-style with your new crew.

We recommending planning to spend around $350 USD, depending on your personal consumption habits.

We run this trip in the summer when the Greek Islands are warm, dry, and full of life. Expect sunny days, blue skies, and temps in the 80s–90s°F (27–35°C). It’s perfect for beach lounging and golden hour photos, though we always recommend packing for both sun and wind.

Greece in the summer is hot, sunny, and gorgeous. Bring light, breathable clothing like cotton or linen to stay cool. You’ll want swimwear for beach days, a hat and sunscreen for sun protection, and comfy shoes for exploring ruins and cobblestone towns. Pack a modest layer for religious sites (shoulders and knees covered), plus insect repellent for evenings in rural areas.