Around Lake Michigan 2022

  • 9 Days | 17 Meals
  • Multiple Dates
  • $2,197

Loop Lake Michigan, Cross the Mighty Mac, and explore Mackinac Island!

Milwaukee Baseball in Boston 2022

Hit the Road with our Hometown Team to Boston!

Book Now
Jul 29 - Aug 1, 2022
4 days | 3 nights • 6 meals
Starting at $2,377

Take me out to the Boston! Your hometown team from Milwaukee visits Beantown this July and we invite you to cheer them on at Fenway Park. We’ll spend four days and three nights in downtown Boston as we not only attend two games, but also take in the best of what Boston has to offer. Join us and your fellow baseball fans as we explore this historic city!

• Roundtrip airfare from Chicago to Boston (Air Credit available if you’d prefer to fly direct to Boston, call for details)

• Roundtrip coach transfers from Milwaukee, WI to Chicago O’Hare

• Reserved Seating for Two Games against Boston

• Three Night Hotel Accommodations at the Revere Hotel Boston Common

• City Sightseeing Tour and VIP Stadium Tour

• Dinner Cruise on the Inner Harbor

Fly direct from Chicago’s O’Hare International Airport to Boston Logan International Airport (roundtrip motorcoach transfer from Milwaukee included). “Unpack and Stay” for the next three nights at downtown Boston’s premier boutique property, Revere Hotel Boston Common, aptly named after Paul Revere. Relax at this unique hotel in the heart of Boston with walking access to the city's best shopping and attractions. Tonight we head out to have a delicious Welcome Dinner where everyone knows your name - the famous pub from the hit television show Cheers. D

We start our day learning more about our nation’s 35th President John F. Kennedy with a visit to the Presidential Library and Museum. Here we learn about his legacy in becoming a Congressman at the young age of 29 and later becoming the 35th President of the United States in 1960 after defeating Richard Nixon to become the youngest man elected President of the United States. The John F Kennedy Presidential Library and Museum is dedicated to his memory and we will have the chance to see photographs, memorabilia and artifacts from his life and time in elected office. Then, we head to Quincy Market and Faneuil Hall Marketplace in the heart of Boston to enjoy free time for shopping and lunch on your own. This historically significant location is where colonists first established the doctrine of “no taxation without representation”. Known today as Boston’s central meeting place, Quincy Market and Faneuil Hall Marketplace is home to 49 shops, 18 restaurants, 35 Colonnade eateries, and 44 pushcarts. In the afternoon, we’ll return to the hotel to freshen up before heading over to iconic Fenway Park. Enjoy tonight’s game against Boston and cheer on our hometown team in your excellent, reserved seating. B

Enjoy breakfast this morning at your leisure before we return to Fenway Park for a VIP Stadium tour. Our private tour will explore the history of this historic stadium. We’ll have a chance to walk through the Red Sox Hall of Fame and even stand on top of the “Green Monster” which overlooks the field. Then take our seats to cheer on our home team one more time as they take on Boston! After the game, we will have a quick rest break at the hotel before heading out for our Farewell Dinner Cruise on the Inner Harbor. B, D

Boston has nearly 400 years of American history to explore. Our driving tour of the city includes sites such as the Old North Church, Paul Revere’s house, Bunker Hill, and other sites of the American Revolutionary War. We'll also have a photo stop at the USS Constitution, see Boston Common (the oldest park in the United States), and journey past the Boston Marathon Finish Line. Enjoy a wonderful lunch following our tour in Boston's North End, otherwise known as Boston's Little Italy - the city’s oldest residential community. We return home with a direct flight from Boston to Chicago with lasting memories and new friends. B, L


Nights 1-3: Revere Hotel Boston Common, Boston, MA

Shaped by local culture and the rebellious, independent spirit of Boston, Revere Hotel Boston Common is a downtown refuge for the adventurous and curious. Immerse yourself in authentic local experiences at our original Back Bay hotel, located steps from Boston's Theater District, Newbury Street and Copley Square.

Relax in our boutique rooms and suites. Dine like a local on authentic New England cuisine and raise a glass at Rebel's Guild. Get lost in Boston's Theater District and South End, surrounded by the city's best shopping and attractions. Find yourself at the Revere Hotel Boston Common, where every experience is uniquely crafted, never scripted.

Jul 29-Aug 1, 2022

Price Per Person:

$2,377 Double: $2,955 Single

Depart/Return: Milwaukee, WI

Average Temps

Expect highs in the mid to upper 80s and lows down to the mid 60s.

Time Zone

Eastern Time

Arrival Time

Depart Milwaukee at 8:00 a.m. for Chicago O'Hare Airport.

Departure Time

Depart Chicago O'Hare Airport at 6:45 p.m., arrive Milwaukee at 8:30 p.m.

Airport Info


Vehicle Parking

Complimentary parking is offered during the tour at the Plaza Building, located at 13500 Watertown Plank Rd. which shares a parking lot with Country Travel Discoveries.

Walking Distance

Moderate walking is required to fully enjoy this tour.


United States Dollar

Hotel Amenities

Refrigerators, microwaves, coffee/tea maker, hair dryers, irons, ironing boards, swimming pool and exercise room and high-speed internet access at hotels.

Additional Information

Further information is mailed upon receipt of your reservation. A total of three mailings are sent to assist you in preparing for your tour…Get Ready, Get Set and Go! Our “Get Ready” packet is sent confirming your reservation. Our “Get Set” packet provides further information approximately 90 days prior to departure with important details regarding making your travel arrangements. Finally, our “Go!” packet arrives 2-3 weeks before departure containing your final travel documents.


Updates to this document are available from our Discovery Reservations Team, and will be posted online at

Travel Protection Available?

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Terms & Conditions

Tour reservations are subject to the terms and conditions on our website at


Have a group? We can make your group's vacation cost-effective and easy, with discounts for groups as small as five travelers. Learn more at

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