Perfectly pairing Chicago’s vibrancy with Aruba’s turquoise waters, this 10-night itinerary combines the American Midwest’s most iconic city with a week-long relaxation in the blissful Caribbean.

10 nights, From £1,737*

Price is a guide for this multi-centre holiday including all your flights, hotels and transfers.

* Prices are only to act as a guide


3 Nights – Chicago
7 Nights – Aruba

✈ UK – Chicago (3 Nights): You’ll first fly from the UK to the great city of Chicago, where we’ll transfer you to your hotel for 3 nights. Blending fast-paced buzz with Midwestern charm, Chicago stretches along its Great Lakes shoreline for endless culture, shopping, dining and experiences. From the wide downtown boulevards and Magnificent Mile’s shopping to the “home of Soul food” South Side, there isn’t a neighbourhood here that isn’t worth exploring.

Take in 94th-floor panoramas of skyscrapers and lakes from 360 Chicago’s breathtaking deck. Lose yourself in the sculpture-filled Millenium Park. Definitely join the locals for some spirited sports at Wrigley Field. Whether you’re snapping the famous Bean structure and nearby Pritzker Pavilion, taking it easy along the North Pier or digging into some Chicago Deep Dish Pizza, you’ll be in a city that doesn’t disappoint. Browse the Art Institute and Field Museum, sample Chinatown’s dumplings and make the most of Chicago’s endless theatres, bars, clubs and steakhouses.

✈ Chicago – Aruba (7 Nights): Next you’ll be transferred back to the airport for a flight to the stunning Caribbean island of Aruba for 7 nights of well-earned relaxation. With its year-round sunshine, turquoise warm waters and white-sanded shores, Aruba is loved for its tropical climate, lush greenery and quaint Dutch architecture. Sunshine here bounces off pastel-painted buildings, and this island’s colonial heritage is beautifully preserved- both visually, and in the town names. The modern capital of Oranjestad and the quaint Noord village form beautifully laid-out streets and Roman Catholic chapels, plus gleaming designer malls and upscale restaurants.

Sheltered by their location outside the Hurricane Belt, Aruba’s beaches are some of the most beautiful on earth. From powdery-soft alabaster coves and secluded limestone cliffs to long stretches of white sand, over 15 beaches here offer everything from lounging under palms to world-class windsurfing. Escape in the solitude at Baby Beach, snorkel at Boca Catalina and dine overlooking crystal-clear waters at Eagle Beach. With outdoor markets, casino resorts and everything from Aloe factories to bird sanctuaries, Aruba truly is a treasure. The island measures 21 miles tip-to-tip, and we can arrange transfers for whichever part you fancy exploring.

✈ Aruba – UK: We’ll be at your hotel on your departure day to escort you to the airport for your flight back to the UK.