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The Odyssey wants to sweep you away on a night of fine dining and entertainment. The Captain and crew greets guests as they arrive for their sunset dinner cruise and the ship’s photographer takes their pictures. Guests are then seated at a private table to start their three-hour cruise with a three-course gourmet meal featuring a constantly changing menu curated and prepared fresh onboard daily.
Chicago River Dyeing 2024: Date, Time & Where to Watch Water Turn Green For St Patrick's Day - Time Out
Chicago River Dyeing 2024: Date, Time & Where to Watch Water Turn Green For St Patrick's Day.
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City Cruises – Seadog Extreme Thrill Rides
While onboard, you’ll enjoy chef-inspired, fine dining, and a selection of wine and classic cocktails, accompanied by live entertainment and the city’s most impressive views from your table. • Stunning riverfront views Odyssey Plated Brunch Menu Our freshly prepared, three-course plated brunch menu is included in the base ticket price for all standard brunch cruises. Our chefs are happy to prepare vegetarian and vegan options, and we can also accommodate most dietary restrictions - just inform your server onboard. The new ship came in response to growing demand for unique experiences on the river. Take in Chicago’s iconic skyline and the scenic Chicago River with sightseeing cruises at Navy Pier! These fun experiences offer guests panoramic city views along with entertaining and enlightening commentary about Chicago’s architecture and history.

Downtown Pizza Tour ›
Charter Seadog for an event everyone will enjoy! With the ability to travel both the lake and river,... Celebrate a special occasion, host a group event or share a romantic evening aboard Spirit of Chicago. Bike & Roll Chicago allows guests to rent bicycles for a fun experience on the lakefront.
City Cruises – Chicago Elite Private Events
The Magnificent Mile is in the heart of Chicago's famous culinary scene and offers visitors a delectable spread of places to dine. I found everything to be very well-organized, with the captain and crew directing us to our deck depending on the table option we booked. Once we got started, we were regaled with interesting stories about the history of Chicago, as well as important information as certain landmarks and pieces of architecture as we cruised. Viewing the Willis Tower, Trump Tower, and many other iconic pieces of architecture was simply phenomenal while sipping on my cup of Joe and taking in the views. The unlimited buffet was surprisingly delicious – I’m typically a bit wary of buffets as I feel like most of the food is unforgettable, but this wasn’t the case. We were given essentially front-row seats to a spectacular fireworks display with choreographed sequences that sprinkled just a bit more magic to an already unforgettable night out.
Architecture & Sightseeing Cruises

A round up of fun events, exclusive deals and happenings along Chicago’s Magnificent Mile. Shops along The Magnificent Mile include more than 450 retailers, including flagship experiences, major department stores, and international designers and boutiques. Enjoy a lively day in Chicago starting with a one of a kind experience at Ed Debevic's.
The 15 Best Easter Brunches In Chicago - CS Modern Luxury
The 15 Best Easter Brunches In Chicago.
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Upon arrival, we were escorted onboard the ship and led to our table in the dining area which was nice to know we had a table reserved. We look forward to welcoming you back on board and doing what it is we do best — creating amazing experiences. Lunch menu upgrades may be purchased by credit card on the day of your cruise.
This next tour is really similar to our first one, offering the option to select between brunch, lunch, or dinner. It’s also a bit shorter than the others at just 2 hours, making it super easy to fit into a busy schedule. The onboard DJ was mixing a fantastic selection of jazz and more contemporary songs as we explored the observation deck and the Captain’s bridge! This was such a beautiful tour that I plan on taking again, when I’m looking for a special night out.
Book your group aboard one of Spirit’s regularly scheduled lunch, brunch, cocktail or dinner cruises, or... Host a truly unforgettable event on Lake Michigan. Book your group aboard one of Odyssey's regularly scheduled lunch or dinner cruises, or have an event... Catch the Chicago skyline at sunset during the most beautiful time of the year, and join us for a fun, laid-back, 2-hour cruise. Spirit’s Lakefront Breeze Dinner Cruise is the perfect way to kick back, relax and take in the best of the city. With Lake Michigan and the Chicago River an integral part of the environs, the Windy City is the perfect setting for sunset dinner cruises–or for any meal throughout the day.
Cruise & Tour Types
Enjoy this Mother's Day on a Premier Plus Brunch Cruise on the Chicago River and revel in Chicago's iconic landmarks as you sail along the Chicago River. The Chicago Gourmet Brunch, Lunch, or Dinner River Cruise is our Editors Choice for the best Chicago dinner cruise. Once we were there, we were welcomed onboard by the amazing staff.
The Chicago Riverwalk offers amazing views of the surrounding buildings, and as every single one has such history behind the unique styles, it’s that much more interesting. Shoreline’s 40-minute Skyline Lake Tour offers a relaxing way to experience the panoramic of the city’s famed skyline as seen from majestic Lake Michigan. Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way...
Signature cocktails; domestic, imported and local craft beer; and an extensive wine list are available and can be purchased at the cash bar. In this season of love, celebrate as 26 happy couples say “I do” on October 7th at The Wrigley Building before the Chicago Marathon on October 8th. Keep reading for what your weekend in the heart of Chicago has in store. The Cityfront Plaza address is very easy to get to if you’re staying downtown, and you can get there by foot, car, metro, and so on as it’s right on the Esplanade by the NBC Tower.
Brace yourself for a heart-pounding journey as you sail across the majestic Lake Michigan, all while relishing in a delectable lunch buffet that will make your taste buds dance with joy! Prepare to be amazed by the awe-inspiring vistas that will leave you breathless, as the DJ's electrifying beats keep your excitement soaring. Enter a world of pure bliss with entertaining games that will keep you on the edge of your seat. Embrace elegance and seize the opportunity to adorn yourself in dazzling cocktail attire, as you indulge in the irresistible charm of Chicago's stunning skyline and its iconic wonders.
Whether you are heading out at the break of dawn for a gourmet breakfast or enjoying the beauty of a sunset dinner cruise, Chicago’s waters and yachts beckon. From the decks of the boat, you can view architecture, play table games or watch fireworks. We’ve selected five delicious opportunities to dine on the waters and take in the city. While onboard, you’ll enjoy our chef-prepared, plated menus, creative cocktails, distinctive service, and breathtaking views from our climate-controlled interior and open-air outdoor deck. Head to the Navy Pier where you can embark on this luxury sunset dinner cruise and spend three hours dancing, dining and sightseeing.
Odyssey Lake Michigan presents special prix fixe dinner cruises, offering guests the opportunity to try one of Chicago’s most unique dining experiences at an incredible... When you dine on Like Michigan, every table is the best in the house. Navy Pier’s brunch, lunch and dinner cruises pair world-class cuisine with panoramic views of the city and lakefront.
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