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Illinois Luxury experiences

Our most recommended Illinois Luxury experiences

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

1. Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

Enjoy a fine dining experience on the Chicago River while admiring unparalleled riverfront views on this city cruise trip. Explore the beautiful Chicago Riverwalk when boarding the boat. Be welcomed aboard by the crew as the ship's photographer captures the moment. Arrive early for your cruise, dressed to impress. Be escorted to your table in the dining area. With its gorgeous glass-enclosed design, enjoy Chicago's incredible architecture from your seat. Savor a delicious meal prepared freshly on board. You can also buy a cocktail from the bar. To add to your enjoyment, the dinner cruise includes music by an onboard DJ. During the lunch and brunch cruises, listen to informative commentary on some of the architectural highlights along the river. On Wednesday and Saturday evenings throughout the summer, enjoy the Navy Pier fireworks display. Sample Dinner Menu Choice of starter: Caesar salad, lobster soup Choice of main course: Jumbo lump crab cakes, maple, and mustard glazed chicken breast, braised beef short rib, jumbo forest mushroom ravioli Choice of dessert: Eli’s original cheesecake, duo seasonal sorbet, chocolate decadent cake, odyssey signature warm butter cake Sample Brunch Menu Choice of starter: Caesar salad, Scottish smoked salmon toast, Greek yogurt, and granola parfait, fresh blueberries and strawberries Choice of main course: Cannellini bean shakshuka, maple, and mustard glazed chicken breast, scrambled eggs, raisin and cinnamon french toast Choice of dessert: Eli's New York-style cheesecake, tres con leche flan, triple chocolate mud pie, freshly cut fruit, and fresh strawberries Sample Lunch Menu Starter: Caesar SaladChoice of main course: Jumbo forest mushroom ravioli, maple, and mustard glazed chicken breast, oven-baked Atlantic salmon fillet, braised beef short ribChoice of dessert: Eli's New York-style cheesecake, freshly cut fruit, and fresh strawberries, duo of sorbet

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

2. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.   Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.

Chicago: Private 3-Hour Al Capone Gangster Tour

3. Chicago: Private 3-Hour Al Capone Gangster Tour

Experience amazing stories of true crime coming to life on this three-hour private tour. Visit many of the old venues where gangsters used to operate, including old speakeasies and historic hotels. Your expert historian guide will accompany you and your private group in luxury accommodation to historically significant locations in the city. View crime scenes immortalized in vintage news footage, the theater where the law caught up with Dillinger, and the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy guns. See the site of the infamous St. Valentine’s Day Massacre, and sit in Al Capone’s booth at the Green Mill. Finally, visit the location where Public Enemy #1 John Dillinger was assassinated by the FBI.

Chicago: Downtown Chicago Helicopter Sightseeing Tour

4. Chicago: Downtown Chicago Helicopter Sightseeing Tour

Discover Chicago from above on this 15-minute helicopter tour. Capture pictures of stunning city views as you fly over downtown Chicago. View sights like Willis Tower, Shedd Aquarium, and Soldier’s field (home of the Bears). Check in at the tour supplier's centrally-located office in Chicago and get ready to take off with a company that is committed to a safety-first policy. Hop aboard a spacious and comfortable helicopter and experience the excitement of lifting off. Feel the thrill of flying north over the Chicago River and past downtown, before looping over iconic Wrigley Field and flying back south along the famous Chicago beaches and Navy Pier. Snap pictures above the Willis Tower, the Chicago River, Wrigley Field (home of the Cubs), Lincoln Park Zoo, Navy Pier, Shedd Aquarium, and Soldier’s field (home of the Bears). End your tour with a smooth landing.

Chicago: Thanksgiving Gourmet Lunch Cruise on Chicago River

5. Chicago: Thanksgiving Gourmet Lunch Cruise on Chicago River

Make this holiday truly special with a luxurious Thanksgiving gourmet afternoon lunch cruise aboard Chicago’s glass-enclosed Odyssey Chicago River – Chicago’s most premium experience on the water.. Enjoy a celebratory 3-course, plated lunch with all the trimmings freshly prepared by the chef. While onboard, experience exceptional views of Chicago’s iconic skyline and architecture from an incredibly unique perspective, DJ entertainment, and festive décor. The crew will happily take care of the details, leaving you to celebrate Thanksgiving on the Chicago River with your friends and family. Sample STARTER (CHOICE OF ONE - ALL STARTERS ACCOMPANIED BY FRESH BREAD AND BUTTER)BEET & BABY ARUGULA SALAD Feta Cheese | Cherry Tomatoes | Balsamic VinaigretteSIGNATURE SEAFOOD CHOWDER Clams | Idaho Potatoes | Cream MAIN (CHOICE OF ONE)TURKEY DINNERGarlic Mashed Potato | Traditional Stuffing | Haricot Verts | Turkey Gravy | Cranberry SaucePAN ROASTED CODRock Shrimp | Crispy Couscous | Lemon Beurre BlancBRAISED BEEF SHORT RIBS WITH FRESNO PEPPER DEMI GLACE Garlic Mashed Potatoes | Baby Carrots | BroccoliFALL VEGETABLE RAGU Butternut Squash | Brussel Sprouts | Cauliflower | Carrots | White Bean Ragu DESSERTSEASONAL DESSERT STATION Assorted Cakes | Brownies | Pastries | Seasonal Fruit | May Contain Nuts

From O'Hare Airport to Chicago SUV Transfer

6. From O'Hare Airport to Chicago SUV Transfer

Avoid the hassle of navigating a foreign public transportation system or waiting in line for a taxi and kick start your visit to Chicago in style with a private transfer in a luxury SUV vehicle. That’s a curbside pick up! Whether you are traveling for business or leisure, enjoy the comfort of traveling worry-free from Chicago O'Hare to Downtown Chicago. Sit back and relax in an up-to-date, luxury vehicle and get dropped off in style at your hotel, office, or residence. Get some rest after a long flight or catch up on some work while your professional chauffeur gets you safely from point A to point B.

Chicago River: Christmas Eve Gourmet Brunch River Cruise

7. Chicago River: Christmas Eve Gourmet Brunch River Cruise

Celebrate the magic of the season on a luxurious Christmas Eve gourmet brunch cruise aboard Chicago’s glass-enclosed Odyssey Chicago River – Chicago’s most premium experience on the water. You and your guests will enjoy a chef-prepared 3-course, plated holiday brunch, and full bar service. While onboard, experience exceptional views of Chicago’s iconic skyline and architecture from an incredibly unique perspective, DJ entertainment, and festive décor. The crew will happily take care of the details, leaving you to celebrate Christmas Eve on the Chicago River with your friends and family. Sample Brunch Menu STARTER (CHOICE OF ONE)BEET & BABY ARUGULA SALAD Feta Cheese | Cherry Tomatoes | Balsamic VinaigretteGREEK YOGURT & GRANOLA PARFAIT Chobani Non-Fat Greek Yogurt | Honey Granola | Fresh Blueberries and Strawberries MAIN (CHOICE OF ONE)SCRAMBLED EGGS Nueske's Applewood Triple-Thick Cut Bacon | New Red Potatoes & Cauliflower Hash | Arugula Salad with Champagne Vinaigrette & Red OnionsBRIOCHE FRENCH TOAST Stuffed with Nutella Cream | Fresh Strawberries | Maple Syrup (Contains Nuts)OVEN-ROASTED CHICKEN BREAST WITH ROSEMARY & THYMERoasted New Red Potato Salad with Scallions | Haricot Verts | Creamy Mushroom Sauce DESSERT (CHOICE OF ONE)SIGNATURE CHOCOLATE CAKE Creme Anglaise | Raspberry Coulis | Candied Pecans (Contains Nuts) MIXED FRUIT WITH STRAWBERRIES Madagascar Vanilla and Orange CreamNEW YORK STYLE CHEESECAKE (V)(N)Lemon Mascarpone Cream | Blueberry Compote **May contain Nuts Menu is subject to change.

Chicago: Thanksgiving Gourmet Lunch Cruise on Lake Michigan

8. Chicago: Thanksgiving Gourmet Lunch Cruise on Lake Michigan

Make this a truly special holiday with a Thanksgiving gourmet Lunch Cruise on Lake Michigan. You and your guests will enjoy a celebratory 3-course, plated lunch with all the trimmings freshly prepared by the chef, and full bar service. While onboard, experience exceptional views of Chicago’s iconic skyline and architecture, DJ entertainment, and festive décor. The crew will happily take care of the details, leaving you to celebrate the holidays on Lake Michigan with your friends and family. Sample STARTER (CHOICE OF ONE - ALL STARTERS ACCOMPANIED BY FRESH BREAD AND BUTTER)BEET & BABY ARUGULA SALAD Feta Cheese | Cherry Tomatoes | Balsamic VinaigretteSIGNATURE SEAFOOD CHOWDER (G*)Clams | Idaho Potatoes | Cream MAIN (CHOICE OF ONE)TURKEY DINNERGarlic Mashed Potato | Traditional Stuffing | Haricot Verts | Turkey Gravy | Cranberry SauceBROILED SALMON FILET WITH ROASTED TOMATO VINAIGRETTELemon Orzo | Farm Fresh Seasonal VegetablesFALL VEGETABLE RAGU Butternut Squash | Brussel Sprouts | Cauliflower | Carrots | White Bean Ragu DESSERTSEASONAL DESSERT STATION (G*)(V)(N)Assorted Cakes | Brownies | Pastries | Seasonal Fruit | *Contains Nuts

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What people are saying about Illinois

Overall rating

4.4 / 5

based on 101 reviews

When we boarded it was drizzling and the crew made sure that we were safe. Once seated they started serving drinks and explained the different positions of the boat. The food was great, and you had three choices to choose from. As we proceeded on the cruise the MC told us about the various buildings, location and some history. We were able to walk around and view the sights from outside the cabin. the length of the trip was just right.

Stunning views of the city in a smooth gliding boat with windows top and sides! Ambience abounds. Food absolutely delicious! Outstanding service. And we danced after supper…

Very enjoyable way to enjoy the Chicago river. Food and ambiance were great. The serving staff were very friendly and ensured your needs were met at all times

Highly recommended! Great service and staff! Great food! Nice river boat! Very clean bathrooms! Great trip along the Chicago River! Thanks!

Very friendly crew. Informative guide. Delicious food. Overall great experience. Our server could have been a little more friendly