Chicago Staycation Ideas

Who doesn’t love a good Chicago staycation? Staycations are less stressful, more affordable, and easier to plan. They give you the chance to do something new and exciting without having to go too far. They give you a great opportunity to take those vacation days that have just been sitting around collecting dust. There may be a few other limitations to dodge this year, anyway. Skip the hassle of searching through expensive flights, carting around luggage, fighting traffic all the way to the airport, and rushing to catch a flight. Skip the long lines, crowds, and money-draining tourist traps.

Adeline’s Sea Moose has some incredible Chicago staycation ideas for you:

Enjoy a mid-day yacht picnic

Let us customize a bar and meal menu for you, there’s something about eating your breakfast on a private yacht that makes it so much more luxurious. And we’re willing to admit that all of our favorite Chicago staycation ideas rely heavily on some delicious meals and customized cocktails! We’ve partnered with some of the best restaurants and bakeries in all of Chicago, and we can have a private chef create an incredible, personalized menu. A mid-day yacht picnic without sand, ants, or crowds will change the way you want to picnic forever! Throw on some music, bring a book or a game, and enjoy the first day of a fun and peaceful staycation.

Take a sunset dinner cruise

See, we told you we like to eat here! There’s something very magical about a sunset dinner cruise aboard Adeline’s Sea Moose. No Chicago staycation is complete without watching at least one beautiful sunset. And it’d be hard to find one more beautiful than the sun dipping down behind Chicago’s iconic, scenic skyline. The fading colors will dance across the water in a way that makes it hard to focus on your food. But we’ll roll out some decadent desserts and bring you right back! Add in some wine, beer, or a custom cocktail, and you’ll have everything you need for the best staycation in Chicago.

Spend a whole weekend on the water

You could always take a day trip and enjoy some of what Adeline’s Sea Moose has to offer. But we recommend taking a whole weekend on the water to enjoy your fun Chicago staycation! You’ll have all four decks to yourself for your entire trip, and you can try out a different activity each day. We have three cozy staterooms that will sleep up to six people. Picnic one day, sunset dinner the next, midnight cruise another, and be sure to take a private chartered river or lake tour too before returning home. To add a few more of the best staycation ideas in Chicago, if there’s time and the weather is nice, we offer swimming add-ons that make it easy to dip your toes into beautiful Lake Michigan. It’s like a (mini) cruise minus the motion sickness and sunbathers hogging all of the good spots to sit in the sun. Go ahead and sprawl out on the sun deck, it’s all yours!