Luxury Greece Vacations 2026/2027

Weather-wise, Greece is arguably a year-round travel destination. However, due to the fact most of the islands shut down during winter, we suggest traveling from early May to mid-October.

While you can still tour the Peloponnese during winter – getting the chance to view some of Greece’s most famous ruins without the rush of tourism – early May is particularly beautiful as well as mid-September after the summer rush.

Learn more about the best time to visit Greece.

Greece has a Mediterranean climate, offering long hot, dry summers and mild and wet winters.

When traveling during our recommended times above, you should expect temperatures of around 75 degrees in May, with peak temperatures in the mid to high 80s and 90s throughout July to September.

For travelers wanting something a bit more pared back and less traveled, or have visited the Greece islands on vacation before, take the time to check out Paros. While it’s a smaller island, it boasts an authentic feel that can get lost in the larger islands and offers intimate beautiful beaches.

If you’re looking for buzz and to liven up your Greece vacation, Mykonos is a household name for a reason. Bursting with beach clubs, lounge music, and a buzzing night scene, you have the makings of a vibrant and lively trip. The main town is also stunning with an excellent selection of dining options.

As far as cities go, Athens is the highlight of Greece.

This ancient city is bursting with history, cuisine, culture and endless streets to wander through. We offer bespoke experiences that allow you to see the city your way. From customizable food tours to bespoke guided walkthroughs of the Acropolis, it’s a gorgeous city to get absorbed in.

Our one bit of advice is to avoid the peak heat of the summer months, keeping your Athens visit to May/early June or September/October.

The real question is where shouldn’t you go for the best food in Greece?

While we can make you reservations at the hottest and most exclusive restaurants, you truly can find delicious food all over Greece. Think freshly caught seafood, crisp Greek salads, and an incredible selection of meze.

Absolutely! Many of our sample itineraries include island-hopping, with Mykonos, Santorini, and Milos always making the cut with some of the most luxury hotels in Greece.

But you’re not limited to just that. Our travel experts specialize in creating unique, personalized honeymoons in Greece – so any island you’d like to visit can be seamlessly incorporated into your island-hopping tour.

For the best beach vacations and luxury resorts in Greece, Halkidiki is our top recommendation (and most loved by guests).

Nestled in the northern region of Greece on the Aegean Sea, Halkidiki is a true fly-and-flop destination with its beachside resorts – fitted with fantastic amenities and facilities – and miles of coastline beckoning travelers searching for a bit of R&R.

Our favorite Greece honeymoon destinations are the islands of Paros and Antiparos. Paros is the larger island, while Antiparos sits just off its coast.

Both sporting intimate boutique hotels – perfect for honeymoons – Paros offers an authentic look at Greek culture with charming hilltop towns and historic villages. It also has a touch of nightlife, perfect for an easy and vibrant evening out.

Similarly, Antiparos offers an incredible escape from the hustle and bustle of everyday life, providing a laid-back environment for newlyweds to revel in the romance.

We offer luxury vacations for couples in Greece as well as across Europe. From island-hopping to going on a foodie adventure across Athens, Crete, and Santorini, we create bespoke Greece vacations for all types of traveling couples.

Yes! Luxury family holidays to Greece are one of our specialties. Enjoy a fly-and-flop holiday to one of our favorite Greece resorts, like Costa Navarino, where kids can spend the day adventuring with our kids' club and parents can indulge in the world-class amenities and facilities.

Or go island-hopping on a Greek Islands family tour, staying in lush resorts and immersing yourself in local Greek culture and cuisine.

US passport holders do not need a visa to visit Greece and can vacation for up to 90 days before needing one.

Find out more on the Government’s travel website.

You can fly from most places in the US to Athens, however, only some cities on the east coast offer direct flights, including New York, Boston, Chicago, Newark, and Atlanta.

The best way to get around Greece’s islands when visiting is by ferry. Due to the distance between the islands, private boasts aren’t ideal, however, if you’re looking to island-hop in ultimate luxury you can travel via helicopter.

Our luxury vacations to Greece start at around $5000 per person and build from there. The final price will be dependent on the finished itinerary you build with your travel specialist.

However, we promise full transparency when it comes to the costs of your activities, bookings, flights – whatever your tour may include – so you’ll know exactly how much you can expect to spend.

To book your luxury Greece vacation, please fill out our online inquiry form or call us at the number listed below. From there, you’ll be directed to a travel specialist who can start building the Greece holiday of your dreams.