New Orleans to Chicago

10 days
Save this trip to your favorites or other list
Additional images not provided by operator
4.5/5 Excellent
100+ reviews  
93%
Save this trip to your favorites or other list
premier

Health Safety +

USTOA

Small Group Tour
Dial up a bit of Dixie and get ready to launch from the fertile Mississippi Delta to the Great Lakes of Chicago. Cut through the heart of this vast land and get accustomed to Southern life, following the winding river to the musical meccas of Memphis and Nashville. Cross into Kentucky for a dose of bourbon history in Louisville before winding things up among ...

Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Highlights

    • Explore the food scene of New Orleans
    • Tour Sun Studio in Memphis
    • Visit the Country Music Hall of Fame in Nashville
    • Walk the Bourbon Trail in Louisville
    • Taste deep-dish pizza in Chicago

What's this trip about?

    Dial up a bit of Dixie and get ready to launch from the fertile Mississippi Delta to the Great Lakes of Chicago. Cut through the heart of this vast land and get accustomed to Southern life, following the winding river to the musical meccas of Memphis and Nashville. Cross into Kentucky for a dose of bourbon history in Louisville before winding things up among the skyscrapers of Chicago, the USA's largest city. For a new spin on an old favourite, the New Orleans to Chicago adventure is a great alternative to the tourist-heavy coasts, offering a chance to explore the giant interior of the USA.

Details

Itinerary focusClassic Highlights
Group sizeIntimate group - max of 12 people
Age rangeNo age restrictions
Flights and transportAll internal transport included (including local flights)
Start CityOperator does not provide
End CityOperator does not provide

Travel Themes

  • High Adventure

Destinations

Max Group Size

  • Max Group Size: 12

Trip includes

    • Included activities are listed in the day-to-day itinerary
    • all other activities are optional and at your own expense
    • If you choose not to participate in the included activities on this itinerary
    • the cost will not be refunded

Popular Trips

Itinerary

Travel Map

Day 1-2 New Orleans

Founded by French traders in 1718, New Orleans has many layers of history to uncover. Begin with an optional walking tour of the French Quarter before tucking into some Creole cuisine or hitting the bars of Bourbon Street.

Day 3-4 Memphis

Enjoy a tour of Sun Studios in Memphis, a place that many consider to be the home of rock'n'roll. There's also the opportunity to visit Graceland or catch a live blues show in this music Mecca.

Day 5-6 Nashville

Get ready for some more music in the country-rock town of Nashville. Take a stroll down Music Row, where more than 50 record studios and 200 music publishing houses are located, and stop by the Country Music Hall of Fame.

Day 7-8 Louisville

Cruise to Louisville, home of the the Kentucky Derby, the largest collection of Victorian-era homes and, to top it all off, the final resting place of Colonel Sanders. Perhaps take some time out to follow the Bourbon Trail, learning about the history of the beverage, or sample the cuisine of Louisville's up-and-coming food scene.

Day 9-10 Chicago

End the adventure on the shores of the Great Lakes and among the towering skyscrapers of Chicago. Enjoy free time to tackle the many walking trails and parks, head out for some deep-dish pizza or get a bird's-eye view from Willis Tower – the tallest building in the United States.

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip

Dates & Availability

Price From $0
Price per day$0
Last Updated: 12/3/2021

Check current availability, prices, specials & more.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Intrepid Travel Reviews & Ratings

4.5/5  Excellent
Excellent
3,381
Great
677
Average
150
Disappointing
84
Terrible
226
Write a Review

Other Intrepid Travel Reviews

N

Nigel customer

Nov 2024

Written on

EBC trek with Intrepid.

I did the EBC trek with Intrepid in September and October. Our group missed the first 3 days of the planned 12 day trek due to bad weather. There was a real fear we...

D

Diana Louis

Nov 2024

Written on

Terrific organisation, unforgettable experiences.

I did my first Intrepid trip on the Camino de Santiago and it was simply excellent every step of the way. Pre-travel organisation was comprehensive and well organis...

A

Alison

Nov 2024

Written on

We travelled 8 days in Morrocco with…

We travelled 8 days in Morrocco with Mahdi as our guide. We loved the trip and found Mahdi and the other local guides very informative and friendly. The accommodatio...

Write a Review

Travelers also viewed

Tour Operator

Intrepid Travel

premier
View Profile

The Intrepid Travel Experience

If you’re looking for adventure, you’ve come to the right place. For the past 25 years, we’ve been taking small groups of travelers on unforgettable trips around the world. What makes them unforgettable? Take a look for yourself and discover the Intrepid experience.

Our travelers have three styles of tour to choose from: Basix, Original and Comfort. Each has a different level of inclusions and accommodation, but all have unforgettable real life experiences as part of the package. Travellers can also choose themed trips, such as Family, Sailing or Food, to suit their interests.

Our group size has an average of just ten travellers, which allows us to get off the beaten track, use local accommodation and transport, and really get to know the culture. It also ensures we are contributing to the local economy; by choosing local suppliers we were able to keep AUD 60 million in local economies in 2012. We’re also working hard to reduce our carbon footprint and were the first in our sector to introduce carbon offset trips. This, along with our many corporate sustainability activities, has meant we’re one of the travel industry’s leaders in responsible travel.

Why Intrepid?

  •   Small groups - average of 10 people per trip
  •   Sustainability - pioneers for the industry
  •   Local leaders - authentic perspectives
  •   Local transport - get close and personal
  •   Local accommodation - experience real living
  •   Intrepid travelers - like-minded companions 

History

Intrepid Travel has come a long way since its beginnings in 1989. From two university friends, a typewriter and a kitchen desk, it is now a proud member of The Intrepid Group, taking over 100,000 travelers every year.

Intrepid Travel is part of The Intrepid Group of companies, alongside leading small group adventure companies Peregrine, Urban Adventures and PEAK DMC.

Despite growing into a global business with over 1,000 staff based all over the world and over 800 different trips across every continent, we’ve remained devoted to the same grassroots values and responsible travel philosophies that we had at the very beginning.

 

Values

On every trip we operate and in every interaction we have with a client, supplier or local, we live our core values everyday:

  • Integrity – Doing the right thing
  • Responsible – Think global, act local
  • Growth – Stakeholders in our own success
  • Innovation – Thriving on new ideas and embracing change
  • Fun – It’s engrained into who we are and what we do
  • Passion – We are inspired by the work we do and the trips we offer

 

Why we love this operator
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
What they’re known for
Small group tours for all types of travelers at a range of different price points and trips to off-the-beaten-path destinations.

Associations

About Travelstride

Find your perfect trip

An epic selection of pre-planned trips on every continent, for every style. Thousands of itineraries from over 1,000 trusted travel companies.

Save time

Use simple search and comparison tools to easily find the best trip. Don't sweat the logistics — travel providers plan for you.

Save money

Book directly with the operator. See inclusive packages for the best values, and get access to amazing deals.

Travel confidently

Read unbiased user reviews, pick the operator that suits your needs, and connect with them directly.

Logistics

Accommodation

Hotel (7 nts), Motel (2 nts)

Transportation & Flights

Train, Taxi, Bus,

Transportation & flights

Train, Taxi, Bus
Requirements
Some easy physical activities included in your trip. No physical preparation is required to make the most of the journey. ,Our group trips are designed for shared accommodation and don't involve a compulsory single supplement. Single travellers share with people of the same gender in accommodation ranging from twin to multishare. Some of our itineraries have accommodation booked on a mixed gender share basis and where applicable this will be specified in our Trip Notes. On a selection of our trips, you have the option to pay a single supplement to ensure that you have your own accommodation (where available). Please note that this only applies to accommodation during the tour - pre-trip and post-trip accommodation will be booked on a single room basis.
Travel Insurance
Travel insurance is compulsory for all our trips. We require that, at a minimum, you are covered for medical expenses including emergency repatriation. We strongly recommend that the policy also covers personal liability, cancellation, curtailment and loss of luggage and personal effects. When travelling on a trip, you won't be permitted to join the group until evidence of travel insurance and the insurance company's 24 hour emergency contact number has been seen by your leader. If you have credit card insurance your group leader will require details of the participating insurer/underwriter, the level of coverage, policy number and emergency contact number rather than the bank's name and credit card details. Please contact your bank for these details prior to arriving in-country. Please go to our website for links to various travel insurance providers:
Visa requirements
Visas are the responsibility of the individual traveller. The visa requirements for your trip vary depending on where you are from and where you are going. As a general rule most countries expect that you will have at least 6 months' validity on your passport. On arrival visitors may be asked to present return tickets and evidence of means to cover your intended stay. We keep the following information up to date as much as possible, but rules do change - it's important that you check for yourself. Residents from other countries must consult the relevant embassies or your travel agent.
Health & Safety
Many national governments provide a regularly updated advice service on safety issues involved with international travel. We recommend that you check your government's advice for their latest travel information before departure and ensure that your travel insurance covers you for all areas your itinerary covers. Please refer to our website's safety page for links to major travel advisories and updates on safety issues affecting our trip. We strongly recommend the use of a neck wallet or money belt while travelling, for the safe-keeping of your passport, air tickets, cash and other valuable items. Leave your valuable jewellery at home - you won't need it while travelling. Many of our hotels have safety deposit boxes, which is the most secure way of storing your valuables. A lock is recommended for securing your luggage. Your leader will accompany you on all included activities, however during your trip you'll have some free time to pursue your own interests, relax and take it easy or explore at your leisure. While your leader will assist you with the available options in a given location, please note that any optional activities you undertake are not part of your Intrepid itinerary, and Intrepid makes no representations about the safety of the activity or the standard of the operators running them. Please use your own good judgement when selecting an activity in your free time. Please also note that your Leader has the authority to amend or cancel any part of the trip itinerary if it's deemed necessary due to safety concerns. For more details on the type of conditions and safety standards you can expect on your trip, please refer to Intrepid's operational safety policy on our website. We recommend that you take a moment to read through this information before travelling, and would appreciate any feedback on how well it's being implemented in the field: PETTY THEFT AND PERSONAL SAFETY: While travelling there is always the risk of pick-pocketing and petty theft, particularly in the more touristy cities. We recommend that you exercise caution when walking alone at night and encourage you to walk together and only on main, well-lit thoroughfares. Be particularly vigilant on public transport. Simple measures like carrying your day pack on your front, not hanging your bag over the back of your chair or on the floor and wearing a money belt will reduce any chance that your valuables should go missing. DRINKING SAFETY: Please note that in the US the legal drinking age is 21 and in some parts of Canada it is 19. When out drinking in bars please be responsible and take the same precautions you would at home. Don't accept drinks from strangers, and don't let your drink out of your sight. It is always a good idea to go out with a group and stick together. www.intrepidtravel.com/safety
Meals Included

Meals introduction

While travelling with us you'll experience the vast array of wonderful food available in the world. Your group leader will be able to suggest restaurants to try during your trip. To give you the maximum flexibility in deciding where, what and with whom to eat, generally not all meals are included in the trip price. This also gives you more budgeting flexibility. As a rule our groups tend to eat together to enable you to taste a larger variety of dishes and enjoy each other's company. There's no obligation to do this though.

Meals

No meals included

Age Requirements
No age restrictions
Additional Information

Style descriptions

Our Original style trips have a great balance of included activities with your group and free time to explore independently. Where we stay ensures we keep our travellers firmly entrenched in a region’s people and culture, and provides them with unique local experiences that benefits the community too. In most locations we stay in simple tourist-class hotels (i.e. 2-3 stars), plus on many trips you'll also get to experience a night with a local family on a homestay or something a little different like a Bedouin camp in the Sahara. Original style trips come with all manner of transport modes and use a mixture of local and private transport. You might find yourself sailing in a dhow in Zanzibar, jumping on a rickshaw in Sri Lanka or sailing on a yacht through the Galapagos. No matter the mode, it's all about minimising our environmental impact and making getting around part of the adventure.

Finish point

  • Red Roof Inn Chicago Downtown
  • 162 East Ontario Street
  • Chicago
  • IL
  • 60611
  • UNITED STATES OF AMERICA
Trip ID
intrepid-SSSE

Become a member

(it's free)
  • Save up to $700 per person
  • Access members-only specials
  • Personalize trip recommendations
Sign up and save
Top Tour Companies on Travelstride:
All 1,600+ companies >