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September 2026
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December 2026
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January 2027
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A Wisconsin family company since 1995
September 21 - 24, 2026 · Motorcoach tour
Join us in September 2026 for a breathtaking journey along the mighty Mississippi River. As autumn arrives, the trees along the riverbanks will be bursting with color, creating a stunning backdrop of reds, oranges, and golds. You’ll experience the serene beauty of the river, enjoy charming towns and historic sites along the way, and soak in the peaceful scenery that makes this season so special.
About
Join us in September 2026 for a breathtaking journey along the mighty Mississippi River. As autumn arrives, the trees along the riverbanks will be bursting with color, creating a stunning backdrop of reds, oranges, and golds. You’ll experience the serene beauty of the river, enjoy charming towns and historic sites along the way, and soak in the peaceful scenery that makes this season so special.
*Cancellation Fees
Until January 1, 2026 - No Cancellation Fee
January 2, 2026 - April 1, 2026 - $500.00 Cancellation Fee + nonrecoverable
After April 2, 2026 - Only recoverable expenses
TravelSafe Vacation Insurance. If you are interested in purchasing insurance, please call 1-888-885-7233. Be sure to mention code TOMWI01 if you purchase insurance.
Photo ID and any necessary travel documents
Layered clothing — September weather can be cool in the mornings/evenings and mild in the afternoons
Comfortable shoes for walking and dock/stair access on the riverboat
Camera/binoculars for wildlife and scenery
Any personal medications (carry with you)
Easy and relaxed A very relaxed pace with minimal physical activity. Walking is limited and generally on flat, paved surfaces, with plenty of opportunities to rest. Much of the sightseeing happens from the coach. Ideal if you want to enjoy the journey without strenuous activity. Not sure if it suits you? Call us, or read what each pace means.
Your trip
Open any day to read it in full. Meal chips show what’s included that day. Timings are a guide — your final documents confirm the details.
September 21
Depart for Moline (early morning pickup locations/times provided with final documents). Travel day with coach comfort stops along the way. Included lunch at a local restaurant en route. Enjoy a planned afternoon activity (local museum, scenic stop, or short guided tour — perfect chance to stretch legs and take photos). Arrive at our hotel in Moline. Free time to relax. Dinner on your own (Multiple options at and near our riverside hotel)
September 22, 2026
After breakfast, board the Riverboat Discovery. Welcome aboard and boat orientation. A full day of leisure cruising the Mississippi — scenic riverbanks, fall foliage beginning to show, and plenty of deck time for photos and wildlife spotting. Three included meals today: breakfast (hotel or ship, depending on schedule), lunch and dinner aboard the riverboat. Optional onboard activities: narrated commentary, short walks on deck, fellowship time with the group. Trolly tour of Dubuque IA followed by 5 star accommodations
September 23, 2026
Morning visit to the Mississippi River Museum in Dubuque — exhibits on river history, boats, and regional culture. Return to the Riverboat Discovery for another leisurely afternoon cruising. Included lunch aboard mid-day. Time to relax, read, or enjoy the river vistas. Included dinner aboard the riverboat. Farewell-to-the-river chat and reflections with fellow travelers.
September 24, 2026
Depart hotel and head toward Lake Geneva, WI. Scenic drive with a short stop as time allows. Included lunch cruise on Lake Geneva — a relaxed final meal together while enjoying lakeside homes and fall colors. After the cruise, board the coach for return to Wisconsin. Late afternoon drop-offs at scheduled locations (final drop-off times/locations provided in pre-departure packet).
What’s included
✓Deluxe Motor Coach
✓Full Service 4-5 star hotels
✓9 included meals
✓All admissions and tickets for attractions included in the itinerary
Not included
—Meals not listed on the itinerary
—Driver tip ($3-$4 per person per day) Tour Director ($6-$7 per day per person)
Just returned from the Mississippi River tour.It was a great trip. So well planned and led by Scott and Tammy. Every detail was taken care of and we enjoyed so many side trips. I’m hoping to travel with To…
Before you travel
Three things people ask us before they book. Anything else, call (262) 290-1303.
Getting on board
Designated pickup points across Wisconsin. You will never be asked to make your own way to Chicago.
Exact times come with your final documents, three to four weeks before departure.
Who you'll travel with
Expect thirty to fifty travellers, more than half of whom have toured with us before, and one of our own directors with the group the whole way.
Solo travellers join every departure. Want to know who is already booked on this one? Call and ask — we are asked it every week.
Room options
Traveling alone? Tell us when you book and we will gladly try to match you with a same-gender roommate, so you avoid the single supplement.
Ask a question
How much walking is there really? Can you accommodate a dietary need? Is there a roommate available? Ask us anything about Cruisin' the Mississippi — a real person reads every message and replies within one business day.
from $1,650 / per person
Or call us directly: (262) 290-1303 · Monday–Friday, 9:00 a.m. – 4:30 p.m. CT
A real person reads every message and replies within one business day.
Explore more
September 28 - October 8, 2026
Light activity
from $4,000 / per person
December 29, 2026 - January 5, 2027
Light activity
from $5,800 / per person
February 15 - 26, 2027
Easy and relaxed
from $3,250 / per person
