In Bloom with Gem DeMilo 🌸💐
Springtime has always been so full of vitality, romance and desire. Care to celebrate this magical time with me in the City by the Lake?
Spring is such a magical time. The snow has melted, making way for warmer weather. The air is fragrant with dew and freshly opened lilac blossoms. Everything around us vibrates with new life and new beginnings. In many ways, this feels like the real beginning to the new year. It’s a time of renewal and rebirth. Of course I cannot ignore the symbolism behind it all (you can take the English nerd out of English class…). As such, it’s a time for renewal and rebirth for me in many ways.
With that, onto announcements…
Tours
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As you can see, this section is unusually blank. That is not an accident. I hit the ground running when I returned to the demimonde after leaving my newfound home in Asheville NC due to Hurricane Helene. I scheduled a bunch of back to back tours throughout late fall, winter and early spring. I had some absolutely amazing times on the road, connected with some wonderful friends both new and familiar in cities I have come to adore. But it has also led to travel weariness and exhaustion. I love touring and do not plan to fully stop in the long run. But for now, I need to listen to what my body, heart and soul are telling me, and that is it’s time to take a break from it. My tours for May are in the midst of being rescheduled and the new dates will be announced soon. As of now, I am planning for those dates to occur in late summer or early fall.
But for now, you can catch me here in Chicago through May and June! Of course, exceptions can be made for bespoke travel with Drive Me to Yous and Fly Me to Yous!
Touring at this rate didn’t leave much time for me to fully immerse myself in my new life in Chicago, to reconnect with some of my old haunts and discover new ones. And there really is no better time to (re)discover Chicago than in spring and summer. And I could certainly use a few beaus to help me in this endeavor!
Fly *You* To Me
Looking for a fun, exciting way to explore The Windy City? Has Chicago been on your bucket list for a while, but you feel like you need the proper tour guide to really show you a good time? Maybe you just need a sign from the Universe that now is the time. Well…
Below I have curated the perfect trip to Chicago designed just for you with the perfect blend of luxury, relaxation and adventure in mind. Each Fly You To Me package includes the following. All you have to do is provide a 50% deposit and I will take care of the rest!
-Round trip tickets to ORD or MDW (First class upgrade available based upon availability. Additional fee may apply)
-A hotel room at one of Chicago’s finest hotels (Waldorf Astoria, St Regis, The The Gwen, The Peninsula, The Viceroy, The Langham, Chicago Athletic Association Hotel)
-A ride to our hotel in a black car (gratuity not included)
-Reservations to one of Chicago’s best restaurants (Alinea, The Girl + The Goat, Elske, Moody Tongue, Smyth, Topolobampo, Boka, Schwa, Esme, Ever, Sepia, Next, El Ideas, Indienne, Atelier)
-Tickets to something uniquely Chicago (The Art Institute, The Field Museum, The Shedd Aquarium, The Museum of Surgical Science, The River Architecture Cruise, Live Jazz/Blues at The Green Mill, Rosa’s, Legends or Kingston Mines, Improv at Second City, Play at The Steppenwolf Theater, Opera at The Lyric Opera House)
Optional Add Ons (additional fees may apply):
-A spa trip to Aire Ancient Baths
-A bottle of champagne or Chicago made whiskey and a box of Chicago’s own Vosges Haut Chocolates to share
-A trip to Portillo’s to eat an authentic Chicago Red Hot (chocolate cake milkshake optional, but highly recommended!)
-A tour of Chicago’s many fine dive bars (think ones without names and an Old Style sign above the door)
-Catching a Cubs or White Sox game
All Inclusive Rates
Clockfree Date: $4200
Overnight: $5000
One Fine Day: $5800
The Weekender: $8000
Each Additional Day: +$2500
Live in or near Chicago and don’t need the flight or car but want the rest?
Clockfree Date: $3800
Overnight: $4600
One Fine Day: $5400
The Weekender: $7500
Each Additional Day: +$2500
Prefer to take care of your own reservations and transportation? My standard rates apply.
Duos, Trios + Moresomes
Since I am staying put in Chicago for a little while, there’s no better time to see me with one (or two or three) of my beautiful colleagues! Below is a list of the fabulous people I love spending time with here in Chicago. Care to see why for yourself?
You can see my complete duo list here (the password is: doubletrouble69). And make sure to check social media to announcements about offering duos with my visiting friends!
Slight Rate + Availability Adjustment
I have decided to raise my hour rate slightly to $750. All other rates will remain the same for the time being and priority will be given to established clients for these shorter dates. Same day availability will be even rarer than it is already, so do plan to provide at least 24 hours notice.
As always, thank you so much for your continued support!
All My Best,
Gem DeMilo
gem@professordemilo.com
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Fabulous picture very beautiful