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.

WHERE YOU'LL GO

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.

WHAT YOU'LL DO

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.

WHERE YOU'LL STAY

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.

THIS TRIP IS FOR YOU, IF:

THIS TRIP IS NOT FOR YOU, IF:

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. Afterward, enjoy dinner in Plaka and 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.

Rest up in the afternoon, ’cause tonight we’ll enjoy dinner an amazing multi-course dinner paired with wine by the sea at one of the best restaurants in town. After dinner we’ll take a stroll around town together.

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’s 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 is your 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.

This morning for those interested we can book you for the infamous Flying Dress photoshoot.

For those ready to hit the ground running, we have an 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

Today 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 a freshly prepared lunch, wine, and swim near the famous Red and Black Beaches.

We’ll return back to the hotel in the late afternoon where you’ll have time to grab dinner and get ready for the finale.

Tonight we will head together to enjoy wine and heavy appetizers at The Greek Theatre for for the infamous Wedding Show!

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 (JTR) for your flight back home.

Wanna go on the trip of a lifetime and not have to plan it?! Of course you do! Then travel with Up in the Air Life...thank me later. They are so organized that I didnt have any worries about the accomodations, excursions or dining choices. The staff was so friendly and helpful, it was like going on vacation with your cousins and 'nem. Up in the Air Life is the only I'll travel from now on.

Alexis Sophia Thomas

ANY trip w/ Up in the Air Life is extraordinary!! If you are seeking the true Class Act among travel companies, Up in the Air Life is it!! They have raised the bar on group travel!! Worth EVERY penny!!!

Lana Fountain

YOU CAN ALWAYS EXPECT TO:

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.

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