June 16-18, 2026! Skyline to Shoreline: Chicago’s Best in 3 Days

🛳 Experience the Best of Chicago in 3 Days! 🌆
From breathtaking city views at 360 CHICAGO to a scenic Lake Michigan skyline cruise, this getaway packs in the Windy City’s most iconic sights. Stroll the historic Navy Pier, marvel at “Sue” the T-Rex in the Field Museum, and explore the world-class Museum of Science and Industry. With delicious dinners, lively entertainment, and plenty of time to take in Chicago’s charm, this is the perfect short escape filled with culture, history, and unforgettable memories.

Day 1:Board your spacious, video and restroom equipped Motorcoach and set off for your destination: exciting Chicago! Upon arrival, you’ll enjoy a visit to the World Famous 360 CHICAGO. Located along Chicago’s famed Magnificent Mile, 360 CHICAGO soars 1,000 feet above Lake Michigan and the city’s majestic skyline to offer visitors the most breathtaking views of downtown Chicago, the lakefront and four neighboring states. Add to that their interactive technologies and their 94th floor café, you have it all. Tonight, you’ll enjoy Dinner at a local restaurant before checking into your Chicago area hotel for a two night stay.

• Day 2:Enjoy a Continental Breakfast before departing for a relaxing SKYLINE CRUISE and take in the spectacular Chicago skyline view from lovely Lake Michigan. Then, experience one of Chicago's top attractions - The Historic and Fun-filled NAVY PIER where you'll enjoy great shopping, eateries, and more; all in a beautiful setting. Next, you’ll visit the FIELD MUSEUM OF NATURAL HISTORY. See "Sue", the world's largest and most complete T-Rex and other spectacular exhibits! Tonight, you’ll enjoy Dinner with Entertainment.
• Day 3:After enjoying a Continental Breakfast, you will visit the MUSEUM OF SCIENCE AND INDUSTRY – voted one of the “Seven Wonders of Chicago” by the Chicago Tribune, and named one of the “Top 15 Museums in the World” in Life Magazine. Among its most popular offerings is "YOU! The Experience" - a 15,000 square foot exhibit that explores the human mind, body, and spirit. Later you'll leave for home... A perfect time to chat with your friends about your exciting adventure and where your next group trip will take you!

Gratuities Included In Flyer Price!

Booking & Payment Info

💲 $75 Deposit Due Upon Signing
💳 Final Payment Due: 4/9/2026
Price per person, based on double occupancy. Add $99 for single occupancy. Subtract $20.00 per person on the Double Occupancy Price for Triple Occupancy.

Traveling solo but open to sharing a room?
If you're comfortable, we may be able to pair you with another solo traveler of the same sex to help reduce costs. We'll do our best to make a great match, though pairings are based on availability and not guaranteed.   If we're able to arrange a roommate, we’ll adjust your balance prior to final payment. If not, the solo occupancy rate will apply.

Sharing your adventure?
If you're selecting double or triple occupancy, please provide the name of your intended roommate in the notes, email or stop in the shoppe. If we do not receive a roommate name, or if your listed roommate has not booked by the time final payments are due, the solo occupancy rate will apply.

💳 **Paying by Credit Card?**  
We’re happy to accept credit card payments, but to help keep our trip prices as low as possible, our **preferred payment method is cash or check**.

If your total for this trip is $400 or more and you wish to pay by card, please [**click here to add the Electronic Payment Handling Fee**] Electronic Payment Handling Fee – Dash Getaways - Travel Tours & Gift Shoppe

This fee helps offset third-party processing costs, while still allowing us to include gratuities in your trip price.

✅ You’ll be able to select the fee based on your **Total Trip Amount** from the dropdown.  This is not per person, this is a total amount whether you are paying just for yourself or your spouse or friend too.

🔔 Please Note:
If the required Electronic Payment Handling Fee is not added at checkout and your total trip cost is $400 or more (excluding deposits or trips under $400), you will be invoiced separately for the fee.

Your reservation will remain pending and will not be confirmed until the fee has been received.

💵 Want to skip the fee?  
You can make your deposit by credit card (if it is less than $400.00) and pay the remaining balance later by cash or check — just stop in or mail your payment.  

Thank you and we appreciate your understanding as we work to keep our trip experiences seamless and affordable for everyone.