Send an Enquiry

Please fill in your details below and one of our friendly team will be in touch soon.

Request a Call Back

Please fill in your details below and one of our friendly team will call back at a convenient time.
Call Back
Get a quote Exclusive Offers
Photo of Chicago 'The Bean' and skyscrapers

Chicago & Puerto Rico, Twin-Centre USA & Caribbean

Call 01622 238 877 to book or for more information

Customer protection guarantee

Chicago & Puerto Rico, Twin-Centre USA & Caribbean

Itinerary Details

Highlights: Skydeck at Willis Tower, Grant Park, Lake Michigan, El Yunque National Forest, Espiritu Santo River State Preserve, Old San Juan

Day 1 Outbound international flight to Chicago
Stay: The Peninsula Chicago (3 nights)
Welcome to one of the world’s great cities. Widely regarded as the cultural heart of the USA, its spectacular lakefront skyline is the backdrop to a lively mix of fine food, fun times, vibrant arts, rich history, renowned restaurants, stunning architecture, and a warm Midwest welcome.

Day 4 Onward flight to San Juan, Puerto Rico Stay: The St. Regis Bahia Beach Resort (5 nights)
Set on the north-eastern corridor of Puerto Rico, The St. Regis sits at the foot of the 28,000-acre El Yunque National Forest, is bordered by the 5000-acre Espíritu Santo River State Preserve, and is just 30-minutes’ drive from Old San Juan – so you’re perfectly placed to explore this phenomenal island.

Day 9 Departure San Juan for your return international flight back to UK

Prices from 8 nights/9 days

From £6,125 per person
Enquire now Back to offers
Photo of Chicago 'The Bean' and skyscrapers

Offers Like This

More exclusive deals

Why Us?

What makes your travel so special
    • Exceptional Service

      At Your Travel, service is our number one priority. From your first call through to arriving back home, we aim to provide an unbeatable level of service.

    • Expertise

      With a minimum of 7 years’ experience each, you can be safe in the knowledge that your luxury travel expert will secure you the best deal. Our knowledge coupled with our negotiated ‘Off-line Fares’ are why we continue to grow and succeed.

    • Our Reputation

      We work hard to build and maintain our reputation for world-class service. We constantly track our performance through feedback via Trust Pilot and customer recommendations to their family, friends and colleagues. Whether it’s your first booking or your 30th, we strive to keep every one of our customers satisfied.

  • Exceptional Service

    Did you know that the deal is not always found online? Your Travel have many money saving flight fares & hotel prices that aren’t available on the web! We use our 25 years of knowledge from our luxury travel experts and strong supplier relationships to give you the best value. We offer a full concierge service that doesn’t come at a premium, we pre-book your seats, meals and take care of any special requests for you travel as standard. Did you know that you could move your holiday by just 1 day and save you £££’s? We’ll help you find the best price and value. When you book with Your Travel, you’ll have a dedicated travel booker who’ll take time to get to know you – talk to us and you’ll understand why our clients love us!

Find out more

What Our Customers Say

A Luxury Travel agents service without compare
Sau Paulo

Our south American trip is all booked, the 5 star service I received along with the expert knowledge of putting a multi stop trip together, I know this trip is going to be amazing! I will let you know how I get on. Thanks Your Travel.

Joseph R


Richard helped me to plan my Jordan trip from the start right through to the finish. he booked my flights, hotels and even my tours and day trips. Was an excellent holiday! Thank you and will certainly recommend.

Anne W

Fantastic Service – would highly recommend

Excellent service. No hassle, no automated telephone responses, staff very knowledgeable and very efficient making booking a pleasure!