The Greece Experience

Athens + Mykonos + Santorini

There aren’t very many places in the world where you can go back to visit ancient ruins from thousands of years ago and learn about their stories while enjoying delicious food, wine, sunny beaches, luxurious villas, and never-ending parties.

Join us on our 9-day luxury adventure in the best places in Greece, and experience the country’s culture on a deeper level than the limited narrative you’ve been told. You can’t call yourself bad & bougie until you have experienced the ancient home of Greek goddesses at one of the best playgrounds in Europe. Check out our client photos at #UITALGreece.

Do you hear that? That’s the sound of the waves over the beach while you relax and enjoy the sun after learning about glorious battles from thousands of years ago, sailing while tantalizing your tastebuds, or laughing your lungs out during incredible drinks and meals in front of the Aegean sea. 

And you didn’t come snatched for anything! The pics you will snap of your melanin poppin’ in the best Instagrammable places in Greece will blow up the Gram. Feeling the vibe of these ancient cities with the sunny beaches and hundreds of whitewashed buildings and world-class restaurants in the background will be off the hook.

Whether you are soaking it in as you marvel at the Parthenon and the rest of the Acropolis, pouring yourself a drink sailing on a catamaran, or slaying it on the dance floor, the breath-taking scenery will make you feel blessed to experience the beauty of one of the oldest (and most fun) islands in Europe.

Priceless moments with new friends, historical exploration, and pampered relaxation await on your Up in the Air Life journey through Greece.

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Here's your trip at a glance.



From exploring the scenic cities to going catamaran sailing, this trip offers a wide variety of scenery (and Insta-worthy) opportunities. You will be able to check must-see sites like the Plaka Market in Athens, the Acropolis Museum, the Parthenon, and local hidden gems in Mykonos and Santorini off your bucket list.



This trip is your chance to be classy, bougie, and a little ratchet. From learning about the history of Greece and its famous mythology to high dining on food created by the finest chefs and kicking it at the most lit parties, you will experience the full spectrum of Greece’s exotic culture.



Our accommodation is so extra. After a long day partying at the beach club or discovering the picturesque city on a scavenger hunt, you will relax in one of the best hotels in Athens and private villas facing the sea in Mykonos and Santorini. Only the best for Lifers!

Explore the day-by-day itinerary.



Day 1

Welcome to Athens, Greece!

Today you’ll arrive in beautiful historical Athens, Greece (ATH). Private transportation has been arranged, so just sit back and leave the rest to us.  In true VIP style you’ll have someone waiting for you at the airport.

Once settled in your luxury hotel room, you can relax or take a leisurely stroll and feel the vibes of Athens. Later that evening, we will kick off our time in Greece with a multi-course dinner paired with wine in the sky overlooking the most historic sites!

Day 2

After a good night’s rest, our first tour begins.

Today we’ll take a private city tour of Athens that includes a highlight reel of all the sites such as the Acropolis, Acropolis Museum, and Mars Hill.  

We’ll pause to enjoy an amazing lunch overlooking the sea.  We’ll end our tour at Plaka market shopping area so you can find Grecian delights.  

In the evening, you can watch the changing of the guards at the Presidential Mansion and feel free to enjoy some of the Athens nightlife.

But rest up, for tomorrow we fly out to Mykonos.

Day 3

After a hearty breakfast from the hotel, we will fly to the beautiful gem and island of Mykonos.

This chic destination is famous for its golden sand beaches, glitzy hotels, bright whitewashed houses, picturesque windmills, and sophisticated world-class restaurants and trendy boutiques.

We’ll enjoy the afternoon at a luxurious beach club and take in the sun and the views!

After coming back to the hotel, feel free to enjoy your evening at your own pace.

Day 4

You haven’t been to a beach party if you haven’t been to Mykonos. Get ready to have the time of your life.

Today we’ll venture off to one of our favorite beach clubs.  We’ll enjoy beach chairs and the Grecian sea with wine and fruit.  The beach club has a full restaurant to enjoy an amazing lunch.  Right before sunset we invite you to have dinner at the Beach Club where it turns into a stand up on chairs party.

The rest of the evening is yours as you see fit.  We recommend you head in the wee hours of the morning to the one of best beach parties held on the island with a techno and house DJ spinning the best Euro hits.

Day 5

Today, the day is yours to enjoy! Read a book by the pool, attend another pool party, go shopping – the choice is yours.

Today we invite you to stroll around some of the interesting places in Mykonos. See its cute charm, reminiscent of older European cities that will have you fall in love wandering along the narrow streets of the Old Town and Little Venice, where houses and cafes have been built directly at water level.

We’ll have optional tours for you to choose from for those who’d like to fill their day with sightseeing.

Tonight is your last evening in Mykonos, we’ll have recommendations of the best restaurants on the island.

Day 6

Today, we’ll jet off to Santorini. The island’s official name is Thira, for the small chapels found around the island.

Possibly the most famous of all the Greek islands, with its sapphire blue water, snow-white architecture, and multicolored cliffs, it is considered one of the world’s most enchanting getaways.

Early evening we will have an amazing wine tasting with snacks and watch one of the most beautiful sunsets.

Day 7

This morning, experience the pinnacle of luxury in Santorini with the Flying Dress Photoshoot. Adorn yourself in breathtaking haute couture gowns that dance in the wind, expertly captured by a professional photographer.

Afterward, you have a free day to roam the city as you see fit. The spa at the hotel is heavenly and the perfect way to spend your day for those wanting relaxation.

For those ready to hit the ground running, we have an Optional Instagramable Tour for you to explore the streets of bustling Fira, the island’s iconic capital city, a vision of pristine whitewashed buildings and a few extra stops at vineyards and more.

For wanderers you can explore the shops and cafes along the narrow footpaths, and be sure to grab a seat at an outdoor cafe as you wait for the colorful sunset.

Day 8

Enjoy the free morning of your last full day in Santorini.
In the afternoon, we will enjoy a relaxing day sailing in the blue waters on a Catamaran exploring the beaches and coast of Santorini.

On our sail we will enjoy hand-selected wines and swim near the famous Red and Black Beaches.

At sunset, while taking in the amazing views from the yacht, we will enjoy a multicourse farewell dinner.

We’ll return back to the hotel in the evening where you’ll have time to rest, get packed, or do a final walking tour of the city.

Day 9

Enjoy a quiet morning to reflect on a fantastic week.

Your Up in the Air Life private driver will then whisk you away to the airport (JMK) for your flight back home.

No matter where you travel, our standards are the same.


Connect with amazing people.

We provide the opportunity to make friendships with people who share your worldview and won't ask why you wear a bonnet to sleep.

Experience attentive
and authentic hospitality.

Not only is the staff of Up in the Air Life dedicated to making sure your trip is flawlessly executed, but we are also intentional about choosing locales and vendors who celebrate Black travelers

Be pampered with only the best.

There is no need to take a break from your baller lifestyle when you travel with us. Our lodging, excursions, and dining are pure luxury.

Feel safe and secure.

Our experienced American guides and well-maintained local relationships mean that you will have peace of mind when you travel with us.

Say "goodbye" to FOMO.

Our trips are anything but basic. While we make sure you see well-known main attractions, we also develop itineraries that will give you unique stories to share with your friends back home.


The Greece Experience

What is included:

Our trips get you close to that Beyoncé-on-a-boat lifestyle. Let us handle your travel style glow-up.

    • Up In The Air Life On-site Tour Leader
    • A Bon Voyage Group Video Call to review your trip live with the Up in the Air Life Team
    • Concierge Support before your trip to assist you in Upgrading Your Room and Booking Optional Tours
    • Concierge Support before your trip to book your spa appointments
    • Concierge Support before your trip to book your restaurant reservations
    • Up in the Air Life Private Concierge Chat during your trip for dining/spa reservations and more
    • 2 Nights Stay at a 5-Star Hotel in Athens
    • 3 Nights Stay at a 5-Star Hotel in Mykonos
    • 3 Nights Stay at a 5-Star Hotel in Santorini
    • Daily Breakfast at the Hotel
    • A celebratory Bubbly Toast to kick off our trip
    • Welcome Multi-Course Dinner paired with wine
    • Athens Highlights Tour visiting Acropolis, Acropolis Museum, Mars Hill and Plaka Shopping
    • Multi-course lunch by the sea paired with wine
    • Mykonos Beach Club Experience with chair rental
    • Multi-Course Dinner paired with wine in Mykonos
    • Flying Dress Photoshoot in Santorini
    • Sunset Wine Tasting with snacks in Santorini
    • Sunset Catamaran Sail with wine and Farewell Multi Course Dinner
    • Transportation to all hosted activities
    • Intra Country flight to Mykonos
    • Intra-Country flight to Santorini
    • VIP Meet + Greet Private Airport Transfers
    • Personalized hand-selected gifts on your Swag bag


What is not included:

We take care of all the details on your itinerary once you land. If you want to further personalize your experience, go off!

  • Round-trip airfare to and from the destination
  • Travel Medical Insurance Insurance (Please note this is required to attend the trip.)
  • Room Upgrades are available for purchase after booking
  • Optional tours are available for purchase after booking
  • Tips for Tour Leader, Guides and Drivers
  • Passport or Visa Processing Fees
  • Your passport must be valid for at least 6 months from the time of travel with at least 2 free visa pages.
  • Expenses for vaccines that may be required

Can you envision yourself on this trip?

Download "The Greece Experience" trip brochure and keep it handy as you continue to explore, or take the plunge and book now.