Greek Island Tour

Join Shade & Travel for a week-long adventure exploring the stunning beauty of Greece! We'll begin our journey in Athens, where you'll have time to settle in and explore the vibrant city. Next, we’ll travel to the serene island of Paros for an intimate wine, olive oil, and food pairing experience that captures the authentic flavors of the Cyclades. In Mykonos, enjoy opulent experiences, including an open-bar sunset cruise that showcases the island's stunning waters.

Duration: 9 Days / 7 Nights (September 23 - October 1, 2026)
Please note – Day 1 of our trip begins on September 24. If you're flying from the United States, your flight will depart on September 23, but due to the time difference, you'll arrive on September 24.
Outbound Travel: Please plan to arrive at Athens International Airport around 10:00AM-11:00AM GMT
Return Travel: Please make sure your return flight departs after 1:00PM GMT (departing from Athens)
Airport Transportation: Roundtrip airport transportation is included in the total trip price. Please ensure you are landing/departing around the above time slots if you choose to book your own airfare. If you arrive/depart outside of this window, you will be responsible for your own transfers.

BOOK HERE

Trips: Vacations

Day 1 (September 24)

Land in Athens + Welcome Dinner

Please arrive at Athens International Airport by 11:00 AM. After clearing customs, we’ll take a shuttle to our hotel with a view of the Acropolis. Of note, we are only in Athens for one night before embarking on our luxurious island vacation.

After settling into our hotel, guests are invited to join us for a welcome dinner at a popular local restaurant. Please note that the welcome dinner is included in the core itinerary.

Day 2

Settling In (Land in Paros)

On this day, we’ll check out of our Athens hotel and head to the airport for a quick 40-minute flight to the beautiful island of Paros.

After settling in, guests are free to explore the town at their own leisure.

Day 3

Wine, Food & Olive Oil Pairing Experience

On this day, guests will visit Paros’ most historic winery for a guided experience through its century-old cellars and organic vineyards. During the tour, you’ll gain insight into the island’s unique terroir and the traditional methods that make Paros wines so distinctive.

Following the tour, guests will enjoy a seated tasting of five premium wines, each paired with five thoughtfully prepared local dishes showcasing the best of Cycladic cuisine.

After the experience, we’ll return to our hotel, allowing guests the evening to relax or explore Paros at their leisure.

Day 4

Free Day | R&R

General Itinerary (Core Experience)

Ready to sit back, relax and sip cocktails? Today is the day to simply lay by the pool, hit the beach and enjoy your time in Paros without any set plans.

Day 5

Head to Mykonos

On this day, we’ll check out of our hotel and travel to Mykonos via water ferry. The journey from Paros to Mykonos takes approximately 45 minutes.

Day 6

Luxury Catamaran Charter

On this day, guests will board a luxury private charter for a half day excursion. This charter features a premium vessel, full bar with mixologist and a delicious lunch to feast on. Guests will have the option to snorkel through crystal clear waters and visit secluded coves.

After our excursion, we will return to our hotel leaving guests the freedom to enjoy the night however they see fit.

Day 7

Free Day | Optional Santorini Add On Experience

Core Itinerary: Ready to sit back, relax, and sip cocktails? Today is all about leisure and indulgence at our five-star seaside resort in Mykonos. Overlooking the turquoise waters of the Aegean, this retreat invites you to spend the day lounging by the infinity pool or soaking up the sun from a private cabana.

Santorini Add On Experience

If guests are up for an adventure, we’re offering an optional island-hopping experience to Santorini. Known for its iconic sunsets, breathtaking caldera views, and charming villages, this add-on provides a perfect mix of exploration and relaxation.

Day 8

Heading Home

After breakfast, we’ll take a shuttle to Mykonos International Airport for a quick 40-minute flight back to Athens. Of note, our flight will depart in the morning and all guests will arrive back in the city of Athens before 12:00 PM. Please make sure your departing flight is booked after 1:00 PM to be on the safe side.

Booking Information / Payment Options

On this journey through Greece, you'll experience the perfect blend of culture, flavor, and luxury. Begin your adventure in Athens, exploring the city’s vibrant streets and ancient landmarks. Continue to the serene island of Paros, where you’ll savor authentic Greek hospitality through private tastings and coastal charm. Conclude your journey in Mykonos, indulging in sun-soaked relaxation, seaside dining, and the island’s effortlessly chic atmosphere. All guests must have a roommate for this group trip. If available, we can pair you with a roommate of the same gender. The below payment options reflect pricing based on one-half of the two person bundle. To secure your spot, each guest will have to pay a deposit ranging from $437 - $593 or pay for the trip in full. Please note, the deposit price reflects on if flight is included. This trip can be paid for on a 8 month payment plan. All of our trips can be paid for in full or through a Shade & Travel pricing plan. (Please refer to our FAQ page for more information on each payment option and refund policy before booking.)

Fly Separately & Meet us There

Option A: Standard Room
(Please note, each hotel accommodates two travelers comfortably, with rooms offering one king separate linens available and a sofa bed)
*Roommate must book option A, B or C within 24 hours

$3,500 per person (FLASH SALE)

4 Star Acropolis View Hotel in Athens
5 Star Beachfront Hotel in Mykonos
5 Star Adults-Only Haven in Paros
All Breakfasts + Select Lunches/Dinners
Luxury Catamaran Charter
Wine, Olive Oil & Food Pairing
Other Amenities Listed Below

Fly with us from New York City

Option B: Standard Room
(Please note, each hotel accommodates two travelers comfortably, with rooms offering one king separate linens available and a sofa bed)
*Roommate must book option A, B or C within 24 hours

$4,540 per person (FLASH SALE)

Roundtrip flight from NYC (main-cabin)
4 Star Acropolis View Hotel in Athens
5 Star Beachfront Hotel in Mykonos
5 Star Adults-Only Haven in Paros
All Breakfasts + Select Lunches/Dinners
Luxury Catamaran Charter
Wine, Olive Oil & Food Pairing
Other Amenities Listed Below

Fly with us from Las Vegas

Option C: Standard Room
(Please note, each hotel accommodates two travelers comfortably, with rooms offering one king separate linens available and a sofa bed)
*Roommate must book option A, B or C within 24 hours

$4,744 per person (FLASH SALE)

Roundtrip flight from LAS (main-cabin)
4 Star Acropolis View Hotel in Athens
5 Star Beachfront Hotel in Mykonos
5 Star Adults-Only Haven in Paros
All Breakfasts + Select Lunches/Dinners
Luxury Catamaran Charter
Wine, Olive Oil & Food Pairing
Other Amenities Listed Below

Trips: Specials

FAQ

What's Included:

Comprehensive trip planning
All booking and logistics
4 Star Acropolis View Hotel in Athens
5 Star Beachfront Hotel in Mykonos
5 Star Adults-Only Haven in Paros
Luxury Catamaran Charter
Wine, Olive Oil & Food Pairing

Weather:

80°F / 72°F

Transportation:

Roundtrip airfare (if applicable-flight included price)
Roundtrip Airport Transfer
Transfer to/from Each Island
Transfer to/from All Activities

Meals:

All breakfasts
Two lunches
One dinner

Accommodation:

Athens – Luxury hotel located in the heart of Athens, offering an elegant retreat just steps away from the city’s most iconic landmarks. This hotel blends modern sophistication with timeless Greek charm.
Paros – Luxury seaside retreat set along the sun-drenched coastline of Paros, offering an elegant blend of Cycladic charm and modern sophistication. Surrounded by golden beaches and the crystal-clear waters of the Aegean, this resort invites guests to unwind in a serene atmosphere where every detail reflects effortless luxury and island tranquility.
Mykonos – Luxury resort perched on the hills of Mykonos, offering a sophisticated escape with stunning views of the Aegean Sea. Surrounded by the island’s natural beauty, this adults-only retreat combines modern design with traditional Greek elements.

What’s Not Included:

Room Upgrade in Mykonos (We are pleased to offer a room-upgrade while in Mykonos for solo travelers who wish to be placed in a 2 bedroom suite instead of a standard suite). Of note, this will be a supplement of $500 more per person
Gratuities (this will be collected ahead of the trip and dispersed to our private drivers, tour hosts, and staff members at our hotel in Paros) *please refer to our FAQ page to see our tipping policy*
Greek Tourist/Climate Taxes ($25 - $30 per person at our hotel in Mykonos & Paros)
Additional transportation services
Add-on experiences outside of core itinerary

Documents needed for travel:

ATM Card & Cash
Valid Passport
Travel Insurance

Trips: Text

Adventure Awaits