Chicago Travel

Red Hot Chicago The Cloud Chicago Blues in Chicago

A city that thinks their mile is “Magnificent!” Where boutiques, baseball & Blackhawks are more enticing than dating (maybe!) Whether you’re into jazz, blues, top chefs or architecture you will be blown away by Chicago!

Travel in Style.  Want the red carpet treatment? VIP Travel is your go to travel source for that hard to get reservation! All you need to do is relax, enjoy the VIP “Experience” and be whisked about town.


Trump HotelPleasure or business? What better place than Trump Hotel Chicago?  Towering over Michigan Avenue, this glass & steel skyscraper is one of ten in the world to hold a 5-Star Forbes rating for both its restaurant & hotel! It is the  tallest reinforced concrete building in the world. With the largest hotel rooms in Chicago, panoramic views & luxurious spa what more can you want? How about one of their special exotic martinis at Rebar?

 Shake it up – Start by flying high New Years Eve at Sixteen for dinner, then head to Rebar for fireworks and champagne. Then retire to your room to make your own fireworks!

Trump Chicago Architecture Tour Stroll Michigan Ave

Virgin Hotel – Wouldn’t it be nice to be a virgin again? Sir Richard makes that a reality with the opening of the first Virgin Hotel in the world! Rooms are colored exactly like his planes – red and white. Use their Virgin app (your wish, their command.) Don’t miss “Death by Chocolate” in their Miss Ricky diner, free cocktails from 6-7, meet your roommates in the Common Room or hang out literally on their roof top.  And you thought you could never be a virgin again!


Chicago Cut – Make the cut!  Fantastic charred steaks, city views, outdoor terrace (in summer) buzzing bar – reservations essential! Martinis overflow (you even get a straw). Probably the most happening place in Chicago!

Momotaro – Not a carnivore? How about sushi & whiskey? Don’t get lost in their 11,000 sq. ft space! Serving modern Japanese in the Fulton Market District. Don’t miss their signature tartar. Don’t have a reservation? Head to their downstairs izakaya. Large tables, make new friends!

Duck Inn – Duck in!  Esquire magazine named it one of the new 10 best restaurants in America & bartender Brandon Phillips just won the Global Bartender Competition for his Gin Cocktail & Gin popcorn. Pre order the duck when reserving. Better than a movie!

Pick Me Up Café – Hungry at 4 AM? Head to Lakeview (filled w/ vintage shops & bars) to this 50’s style cafe! Open 24 hours on weekends – don’t miss their zombie coffee drink: three shots of espresso, two cups of coffee, steamed milk, whipped cream w/ chocolate & caramel! Gives a whole new meaning to “getting picked up.”

Lunch Tip – Want to fast track that business deal? Dine at Sixteen, on the 16th floor in the Trump Hotel. Awarded two Michelin stars, the view alone makes you a winner!

The Perfect SteakMartini Spash Chicago = Pizza


Three Dots and A Dash: A bit of Hawaii in Chicago. Follow the tiki torch lit back alley named after Don the Beachcomber. Order one of their “Pain Killer “cocktails & a Pu Pu Platter. You won’t feel a thing!

Violet Hour – A yellow lightbulb is the only clue that you have arrived! This Wicker Park bar is ideal for that romantic tryst. White tables, chandeliers, candles & artisanal cocktails. Read the house rules – no beer, cell phones, no Grey Goose! Think Absinthe, beet syrup & egg whites!

The Drake – Footloose? Stay on your feet & move to the rhythm of ballroom &salsa.

Gibsons Bar & Steakhouse Head into the “triangle”and you might never emerge. An a iconic institution – start early evening w/martinis you can drown in & end the night singing with the pianist!

Face It  Spin the Bottle


Chicago is a cultural mecca! Museums – Art Institute, Science & Industry, Field Museum to name a few. Love boat rides? Take the Chicago Architecture Boat Cruise but bundle up! For the sports fanatic – hockey, basketball & baseball which will keep him occupied while you  stroll the Magnificent Mile! Don’t forget Fulton Market -art galleries, restaurants, bars and boutiques. Don’t want to carry those bags? Have VIP Travel Experience travel help out!

Go Blackhawks  Chicago Rocks and Rolls Good Catch Cubs\

Don’t Miss

The Chicago Architecture Biennial  – Artist exhibits, installations from over 70 studios in 30 countries (October -January)

Randolf St. Monthly Market (dates vary)

Creatures From the Concrete (September 13th-January 10th)

Robot Revolution at the Museum of Science and Industry (May 21st-Jan.3rd)

The Next Hot Neighborhood – Pilsen on Chicago’s South Side! New buzz, new restaurants, new galleries

 Look Out – Willis Tower Sky-deck Plexiglas box-step out at your own risk suspended

Don't look down!










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