Greece 2026
Join us in Greece September 3-10, 2026 as we journey to the iconic Santorini and vibrant Mykonos islands!
Join PoshLife365 as we return to one of our most requested and amazing destinations. We will be accommodating our guests in cycladic properties on both islands with stunning views of the shimmering Mediterranean Sea. Immerse yourself in the rich and ancient culture of the Greek islands with other professionals and create memories that you will treasure for a lifetime!
Santorini is a stunning and iconic island, known for its picturesque villages, dramatic caldera views, striking black sand beaches, mezmerizing sunsets, delicious local cuisie, and rich culture and history. While in Santrini, we will participate in the iconic Flying Dress Photoshoot with the backdrop of the beautiful village of Oia, known for its whitewashed architecture, stunning caldera views and blue domes.
Mykonos is a vibrant island known for its mix of luxury, culture, history, and lively excitement. It is famous for its iconic windmills and stunning beaches. The picturesque, whitewashed town features a maze of cobblestone streets lined with charming shops, cafes, and restaurants, inviting visitors to explore and soak in its unique atmosphere.
The fluid itinerary has been thoughtfully curated to guide you through a culturally immersive and deeply fulfilling jouney. Experience the culture and historical beauty of each island, while also having ample time for relaxation, personal exploration, and enjoyment of the properties’ amenities, tranquility, and breattaking views.
Lock in your space on this journey by paying the deposit. Low monthly payments are available. Roommate matching is availale by request. Emal us at info@poshlife365.com for assistance.
Only members of PoshLife365 Travel Group may register for group itinerary travel with the provided PIN. For more information on PoshLife365 and membership, click here!
Please note that the name change policy is not available for this trip.
Booking Details
PRICING
Double Occupancy
$2155 per person
Deposit - $300 per person
Payment plan available
Space is imited!
INCLUDED
Accomodations
3 Nights in Santorini
4 nights in Mykonos
Transports
Arrival & departure transports
(must arrive withint the group transport window TBA)
Daily Housekeeping Service
Luxurty Private Sunset Catamaran Experience (gourmet dinner served onboard)
On-site Concierge Services profiding recommendations, itineary management, and assistnce with planning personal requests
NOT INCLUDED
(incusive of ut not limited to)
lights
Meals
Tips
Tramsportation
(unless otherwise noted)
Escurstions & tours
(unless otherwise noted)
Travel insurance
Concierge assistance with booking flights & other transports is available for an additional fee of $150.
SANTORINI
This luxury Cycladic property with daily housekeeping staff will be our home for three nights in Santorini. The property, featuring a heated pool, was built entirely from local raw materials and thoughtfully handcrafted with artifacts and design details that reflect the unique charm and appeal of Santorini. All rooms include private bathrooms and the property boasts breathtaking views of Santrini and the Mediterranean Sea. Welcome Home!
MYKONOS
This luxury 3- story Cycladic property will be our home for fun-filled 4 nghts in Mykonos. With daily housekeeping staff, it features a pool, jacuzzi, outdoor theater and club zone built into the mountain. The spacious layout, both inside and out, is thoughtfully designed to maximize your comfort and enjoyment. All rooms include private bathrooms and the property boasts breathtaking views of teh Mediterranean Sea. Welcome Home!
Flying Dress Photoshoot
Join us for our iconic group Flying Dress Photoshoot on Santorini Island in Oia Village on September 5th. Our photopraper will provide us with high quality and unique photos with the beautiful backdrop of the historical island architecture. Add your amazing energy and beauty to the beautiful landscape and let the magic happen! Small group photos and videos are available options. This photoshoot will come at an additional cost. If interested in participating, please note this in your registration form. Additional information will be provided to those participating.
Greece 2026 Itinerary
-
Guests with Athens add-on only
4:30am depart for Athens airport
7:00am depart for Santrini
8:00am arrival in Santorini & luggage pick-up
8:30am breakfast & morning at the beach
10:30am Caldera boat tour to volcano & hot springs – optional (25 euros)
2:00pm check-in
Guests Arriving on 9/3
Transport schedule will be set upon receipt of all flight itineraries
2:00pm check-in4:30pm Villa Meeting
5:30pm (optional) Wine tasting and sunset at Santo Winery
8:00pm dinner & nightlife in Fira -
7:00am Tulle Skirt Photoshoot at Villa
8:30am Breakfast, self-guided walking tour & souvenir shopping in Fira
11:30am Beach Day/Pool Party – Perivolos Beach
(bring red bathing suits)
5:00pm Depart for Oia for dinner and sunset -
6:15am depart for Oia
7:00am light breakfast in Oia
8:00am Flying Dress Photoshoot in Oia
12:00pm lunch in Oia
2:00pm (optional $125) 4 hour island tour – Akrotiri, Imerovigli, Meglachori, Pyrgos, Red Beach, Monestary of Profitis Ilias – highest point on the island
8:30pm Dinner -
730am depart for ferry dock & breakfast at port
9:50pm depart for Mykonos
12:20pm arrival in Mykonos
2:00pm check-in
7:00pm dinner
10:00pm Paradise Beach Club -
8:00am breakfast at the waterfront in Mykonos Town
10:00am Mykonos Town Walking Tour & souvenir shopping
12:00pm Paradise Beach for day party and beach day
6:00pm FREE TIME
8:00pm dinner
10:00pm Mykonos Town Nightlife -
8:00am FREE TIME
1:00pm transport to catamaran dock for lunch
3:00pm Private Luxury Catamaran -Sunset Sail w/gourmet dinner served on-board
9:00pm Transport to villa
11:00pm Movie Night at villa outdoor theater -
9:00am breakfast at the waterfront in Mykonos Town
10:00am Mykonos Town dock for boat to tour Delos Island (25 euros)
1:00pm FREE TIME
7:00PM Farewell Dinner -
All guests must book flights to Athens to depart no later than 8:55am.
4:00am - departure for airport for those taking the 6;25am flight to Athens
6:00am departre for airport for those taking the8:55am flight to Athens
*Note that this itinerary is fluid and may be adjusted to accommodate arrival/departure times or at the request of the group in real-time. You are not obligated to attend any itinerary activity and are free to schedule any personal activity during your stay. Your concierge will be available to assist you with requests.
Additional Experiences Available
Santorini
Horseback Riding on the Beach - $152
ATV/Quad Rental -$45-$75 per day for up to 1 drivers (includes unlimited mileage, third party insurance, roadside assistance, delivery and pick-up, helmet, all taxes and fees)
Farm Food & Wine Tour w/Cooking Class - $100
Sunset Caldera Catamaran (non-private)
Day- $130
Sunset - $141
Mykonos
Tour and excursion prices may change until payments are received and your experience is booked