Recommended Experiences in Chicago

What People are Saying

We really enjoyed our architecture tour of Chicago, while eating a wonderful lunch. It was so relaxing and the food was fantastic. - AzMarador
So we were able to get an architecture lesson while enjoying the most delicious chicken with some champagne. Second, I loved the glass-covered ship that was see-through from both the sides and on top. It allows to create an enjoyable experience whether it's a sunny or a rainy day. It almost felt like we were sailing in some winter-garden barge. The roof and the sides were made from clean glass and we could see all the buildings on the sides to the very top of all the skyscrapers. - Violeta H.
Amazing experience. The food and service were excellent! The bar choices were many, with top shelf liquors. - Zivalrene
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Intimate and Small Venues for a Boutique Wedding in Chicago

There’s an old adage that good things come in small packages, and that applies to intimate and small wedding venues — especially in a city like Chicago. Intimate wedding venues in Chicago provide the best of everything, ranging from the spectacular and iconic sites of the world-famous cityscape to all of the amazing arts, culture, and dining amenities visitors find there. In addition, wedding venues for small gatherings have become a popular concept for couples because they offer more flexibility and affordability, and can be customized for the bride and groom’s specific needs and wants, for any wedding-related event.

The success of a boutique wedding depends on selecting the perfect venue, which can make or break the big day. Since Chicago boasts two bodies of water — Lake Michigan and the Chicago River — which both provide breathtaking views, we suggest making the most of the surroundings by opting to celebrate the occasion with City Cruises!

Why Intimate Weddings Are Enticing

Who doesn’t like getting more for less? That’s one of the reasons couples have been planning for intimate weddings. As a wedding trend that’s on the rise, there are a number of benefits to hosting a smaller event. Not only is it cost-effective (which enables you to splurge on things you might not have been able to afford otherwise, such as a beautiful honeymoon), but it also makes for a more personalized experience, enabling couples to spend more time with their guests. That’s why in order to ensure you can enjoy all of it, it’s important brides and grooms select a venue that aligns with their vision — and delivers all of the amenities and features that can bring everything seamlessly to life.

Where to Explore Small Wedding Venues in Chicago

Because Chicago is a city celebrated for its variety of event spaces — from museums and high-end restaurants to parks, historic landmarks, libraries, and more — there are plenty of diverse options for couples to consider when it’s time for their wedding. Among them, intimate venues often offer everything larger venues can, just in smaller square footage. While outdoor spaces are characterized by lush greenery views, and indoor choices focus on cozy surroundings and stylish furnishings, only one specific venue can offer the best of both worlds while still being unique: We’re talking about a City Cruises Chicago experience, which makes the most of the cityscape and its surroundings.

What Makes City Cruises an Innovative Venue for Intimate Weddings

When couples partner with City Cruises for their intimate wedding, there are plenty of features and amenities they’ll have access to. Not only can they choose from a number of vessels they will discover as they Explore Our Chicago Fleet, but they will also be privy to unparalleled, 360-degree panoramic views of the city from every direction. Among the highlights are Chicago’s iconic skyline with its acclaimed architecture such as the Willis Tower, Adler Planetarium, the John Hancock Building, Navy Pier, the Civic Opera, and Ping Tom Park.

Our crafts — which are some of the largest and most luxurious in class — can offer customized décor, upgraded furnishings, and entertainment options that can be arranged to execute a specific event vision. The magic is in the details, and each of our venues offers an abundance of choices. In fact, when you take a visual tour, you’ll discover both indoor and outdoor spaces, including climate-controlled dining rooms with large picture windows as well as open-air exterior decks. Plus, a waterfront view for an intimate wedding makes for an unforgettable experience that transports all attendees to another place entirely and includes perks you won’t find on land.

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How to Plan Your Intimate Wedding with City Cruises in Chicago

Now that you’ve decided to plan your intimate wedding with City Cruises, the next step is to reserve a date and time, decide on how many guests, and what amenities and features matter to you most. A quick review of our Chicago Wedding Events page details all of the services we supply. Our all-inclusive options are tailored to your budget, party size, and style and include an extensive range of seasonal chef-prepared menus, specialty cocktails and mocktails, and full bar packages. In addition, catering, decor, and entertainment can be customized to your specifications and needs. And because we know how important the food is, fan favorites are available including seafood towers, cheese & crudité stations, pigs in a blanket, short ribs, carving stations, steak, and decadent dessert displays.

The best part? City Cruises’ team will be with you all the way — from booking to boarding and beyond. With expert event coordinators, stewards, captains, and bartenders catering to your needs on land and off, you will have all of the support you need to make the experience stress-free.

Book Your Boutique Chicago Wedding with City Cruises!

There’s a wealth of benefits to hosting an intimate wedding in Chicago. Not only will couples and their guests have access to one of the most renowned destinations for culture, hospitality, and travel, but they’ll also be able to customize their experience to be whatever they want. As long as they partner with the right provider, everything will fall into place. With all of the expertise and advantages that City Cruises Chicago provides as a venue of choice, the wedding day will be a unique and unforgettable experience for all. The best way to begin? Fill out this form with your event details, and soon after an experienced event coordinator will reach out to you and get the process underway.

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Why Chicago is the Perfect Destination for Your Bachelor Party

Chicago is known for historic sights, exceptional dining, arts, culture, and incredible nightlife. The buzz of the Windy City is one-of-a-kind, which is why it’s the ideal location for weddings and wedding-related events. When you host a Chicago wedding, couples find the experience unforgettable, so naturally, hosting other events in the city follows suit. For grooms, hosting a bachelor party in Chicago is a no-brainer — especially when they opt for a yacht venue. A bachelor party on the water elevates this pre-wedding celebration by providing a spectacular backdrop for a fun-filled evening. But when you choose City Cruises, the amenities and features offered set the stage for a memorable experience for the groom and his groomsmen. We detail it all below.

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The 2024 Ultimate Guide to Duck Derby Chicago, A “Quack”tacular Event

Mark your calendars for Wednesday, August 7, 2024, when thousands of yellow rubber ducks will plunge into the Chicago River. As the city heats up for summer, Chi-town comes alive

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Your Bachelorette Party in Chicago is Waiting for You on the Water

Chicago is an exciting city filled with a host of things to do and places to see. Nicknamed the Windy City, it has notable architecture known around the world, food

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Hosting Your Post-Wedding Brunch in Chicago

So you’ve just had your picturesque Chicago wedding — now what? Well, before you can do anything, you need to eat! Specifically, you need to have your post-wedding brunch. If

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Pet-Friendly Cruises with Your Canine Crew and City Cruises

“Everyone thinks they have the best dog. And none of them are wrong.” -W.R. Purche   Dog people are a breed of their own. Pet owners consider their furry companions

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Chicago is the Perfect Place for a Bridal Shower on the Water

Known as the Windy City, Chicago is the third-largest city in the U.S. It is an impressive city noted for its spectacular modern architecture, wonderful food including deep dish pizza,

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Make Chicago the Place to Host Your Wedding Rehearsal Dinner

There’s no city quite like Chicago. With the buzz of a big city and the warmth and feel of the magical Midwest, the Windy City is romantic and has so

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Cruise into Forever. Your Love Story Starts on the Odyssey Chicago River

There is nothing quite like a wedding on the water, and with City Cruises, your dream wedding becomes a reality. From panoramic views to gourmet dining, a yacht wedding on

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Love in the Windy City: Celebrate Valentine’s Day 2024 in Chicago

There’s no denying Chicago is an easy city to fall for. With so many things to do, amazing arts and culture, a spectacular dining scene, and gorgeous architecture (among other

Frequently Asked Questions

Top things to do in Chicago

There are plenty of fun things to do in Chicago! For instance, you can explore the city’s many museums and historical sites, enjoy its diverse food and drink scene, or take part in one of its many annual festivals. Of course, Chicago is also home to a variety of sports teams and outdoor activities, so there’s something for everyone to enjoy in this vibrant city. Lake Michigan is also a popular spot for fishing, swimming, and kayaking, so be sure to check it out if you’re looking for some fun in the sun! You can also take boat cruises down the Chicago River and river to take in the sights of Chicago from a different perspective. Whatever you’re looking for, you’re sure to find it in Chicago!

What are the top activities near Chicago?

What do I need to know before visiting Chicago?

Chicago is an amazing city full of culture, history, and great food. If you are planning on visiting Chicago, make sure to research everything beforehand so you can make the most of your trip! If it is your first time in the city, be sure to book a fun tour like an architecture boat tour. Both the Chicago River and Lake Michigan offer some of the best views! And of course, dress accordingly depending on the time of year you are visiting.