Washinhgton, D.C.
Tour D.C. carefree with our personally escorted tour of the nation’s capital. Take the worry out of navigating the city as we visit all of the major sites.
June 6-9, 2025
We now have openings; call today!
Hudson River Valley
Rich in history and abounding in natural beauty, this region of New York state has been a popular destination for generations. Come see why the titans of indudstry from the Guilded Age chose this setting for their incredible homes and estates.
June 16-19, 2025 SOLD OUT
Ask to be placed on a waiting list
20th Annual Baseball Excursion
Our 2025 excursion will take us on a bus tour north of the border. Three Major League Ballparks, two halls of fame, and great side trips make this one of our best baseball adventures ever.
July 20-25, 2025
Gettysburg 2025
Relive three of the most important days of the Civil War with Carefree WANDERER. Visit the battlefields, see the statues and memorials, and tour the museums that make history come alive.
August 5-8, 2025
Regrettably, this trip has been cancelled.
Check back in 2026.
Maine
October 12-18, 2025 SOLD OUT
Ask to be placed on a waiting list
Our 7-day journey to the rugged New England coast near Portland, Maine will feature historic homes and mansions, picturesque seaside towns, vintage railways, and the most photographed lighthouse in America.
PAST TRIPS
See The Fun You’ve Missed
Beautiful Vermont
The picturesque fall foliage of New England will be the backdrop for our 6 day 5 night journey. The tour will feature an award-winning outdoor open mall, an outdoor museum featuring 150,000 artifacts, a dinner cruise on Lake Champlain, and more.
Sept 30 – October 5, 2024
See Photos
Branson, Missouri
Join Carefree Wanderer for a 6-day 5-night bus tour to the “Live Music Show Capital of the World.” The six shows feature an impressive variety of talent and include the Sight & Sound production of “Queen Esther.”
July 29 – August 3, 2024
See Photos
Mt Rushmore
The picturesque Black Hills of South Dakota will be the focus of our 9-day 8-night journey. Iconic monumernts, breathtaking scenery, incredible museums, and fascinating history combine to make this a trip to remember.
June 15 – 23, 2024
See Photos
19th Annual Baseball Excursion
Our 2024 excursion takes us to the “Mile High City” where we’ll see the home of the Colorado Rockies, the home of ther Denver Broncos, a unique baseball stadium museum, Pikes Peak, some other incredible scenery, and much more.
June 3-6, 2024 See Photos
Spring Training Baseball Excursion-Tampa, FL
Escape the winter doldrums and prepare for baseball season in sunny Tampa, Florida. We’ll visit four spring training sites, and see games in three of them. Other sightseeing options are yet to be determined in this major Spring Break destination.
March 4-6, 2024 See Photos
Christmas at the Biltmore
On this three-day adventure you will see the Biltmore fully decoraterd for Christmas, experience Dolly Parton’s Pirates Voyage Dinner Theater, and enjoy a special Christmas performance at the Comedy Barn.
December 1-3, 2023
Past Tour See Photos
Beautiful Vermont
The picturesque fall foliage of New England will be the backdrop for our 6 day 5 night journey. The tour will feature an award-winning outdoor open mall, an outdoor museum featuring 150,000 artifacts, a dinner cruise on Lake Champlain, and more.
October 9-14, 2023
Past Tour See Photos
Washington DC Tour
Tour DC carefree with our personally escorted tour of the nation’s capital. Take the worry out of navigating the city as we visit all of the major sites.
June 23-26, 2023 See Photos
Past Tour
Lancaster Pennsylvania Sight & Sound
Sight & Sound brings Bible stories to life with spectacular special effects, massive sets, and live animals. The production of “Moses” will be complemented with dining and shopping in the heart of Pennsylvania Dutch country.
August 2-4, 2023 See Photos
Past Tour
Ohio Presidential Heritage Tour
Celebrate the opening of the nation’s newest Presidential Library with a 3-day tour that honors 6 of Ohio’s Presidents. Homes, gravesites, memorials, and more will be featured on our tour that pays homage to Warren G. Harding, Rutherford B. Hayes, James A. Garfield, William McKinley, William Howard Taft, and Ulysses S. Grant.
Past Tour
July 26-28, 2023
18th Annual Baseball Excursion
Our 2023 west coast adventure will include stops in Seattle, Oakland, and San Francisco and feature an overnight on the Amtrak Coast Starlight. Sightseeing in Seattle and San Francisco will complement games in historic and picturesque stadiums.
See Photos
Past Tour
June 16-20, 2023
Gettysburg 2022
Relive three of the most important days in the Civil War with Carefree Wanderer. Our personally escorted tour will be led by former River Valley National Board Certified teacher, Rick Jones, who has a Master’s Degree in Civil War History.
Past Tour
June 7-10, 2022
17th Annual Baseball Excursion – Cincinnati, Louisville, & Evansville, Indiana
The uncertainty of the MLB schedule has necessitated postponement of our West Coast trip until 2023. We are substituting a midwest road trip with some rich baseball history and unique stadiums.
Past Tour
July 8-11, 2022
Savannah, Jekyll Island, & Beaufort, SC
The charm of the South is on full display during this 6-day, 5-night journey that includes Savannah, Beaufort, Jekyll Island, St. Simons Island, Charleston, and more!
See Photos
Past Tour
October 17-22, 2022
Christmas in Nashville
Enjoy the glorious sights and sounds of the holiday season at the fabulous Gaylord Opryland Resort. Outstanding live performances will be complemented with informative tours and interesting historical attractions.
See Photos
Past Tour
November 29 – December 1, 2021
Branson, Missouri
Join Carefree Wanderer for a 6-day 5-night bus tour to the “Live Music Show Capital of the World.” You’ll enjoy 7 great shows, including a showboat cruise on Table Rock Lake.
See Photos
Past Tour
October 11-16, 2021
16th Annual Baseball Excursion
This year’s trip is in the books, but plans are already underway for 2022. Our west coast adventure will include stops in San Francisco, Oakland, and Seattle and feature an overnight on the Amtrak Coast Starlight. Dates and pricing coming soon.
Past Tour
August 4-7, 2021
Summer Concert Tour – Frankie Valli & The Four Seasons
Join Carefree Wanderer for an evening with one of the most iconic artists in Rock ‘n’ Roll history and enjoy some fascinating Ohio aviation history.
Past Tour
August 9-10, 2019
Gettysburg Tour
Relive three of the most important days in the Civil War with Carefree Wanderer. Our personally escorted tour will be led by former River Valley National Board Certified teacher, Rick Jones, who has a Master’s Degree in Civil War History.
Past Tour
July 9-12, 2019
Winter Festival of Lights
Get into the holiday spirit with Carefree Wanderer as we travel to Wheeling, West Virginia to see one of the nation’s largest holiday light shows.
Past Tour
December 8, 2018
Happy Together
This trip down memory lane includes a live concert with 6 groups from the 60’s and 70’s as well as several historic or unique local attractions.
Past Tour
August 9-10, 2018
Become a Carefree Wanderer!
ALWAYS BE THE FIRST TO KNOW
Sign up for the FREE Carefree Wanderer newsletter and you'll be the first to know about all our tours, special bonuses, and SO much more.
