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Chicago & Aruba

Perfectly pairing Chicago’s vibrant city life with Aruba’s turquoise waters, this 10-night itinerary combines the excitement of America’s Midwest with the tranquillity of the Caribbean. Start by exploring Chicago’s skyline, culture and famous culinary scene before swapping city energy for a week of sun-soaked serenity on Aruba’s palm-fringed shores. With its blend of adventure, culture and relaxation, this twin-centre escape captures the best of both worlds.

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10 Night Packages From £1,737
Price is a guide for this multi-centre holiday including all your flights, hotels and transfers.
Perfectly pairing the American Midwest’s most iconic city Chicago, with a week-long relaxation on the blissful island of Aruba.

3 Nights – Chicago
7 Nights – Aruba


✈️ UK – Chicago (3 nights): Fly from the UK to the great city of Chicago, where you’ll be met and transferred to your hotel for a three-night stay. Blending fast-paced energy with Midwestern charm, Chicago stretches along the shores of Lake Michigan, offering endless culture, shopping, dining and experiences. From the grand downtown boulevards and the Magnificent Mile’s designer stores to the “home of soul food” in the South Side, every neighbourhood has something to discover.

Take in 94th-floor panoramas from the 360 Chicago Observation Deck, admire the sculptures of Millennium Park, and join locals for an unforgettable sports experience at Wrigley Field. Snap a photo with the famous “Bean” sculpture, unwind by Navy Pier, or tuck into a slice of authentic Chicago deep-dish pizza. Explore the world-class Art Institute and Field Museum, savour dumplings in Chinatown, and round off your evenings with live music, theatre or a classic Chicago steakhouse.

✈️ Chicago – Aruba (7 nights): Next, you’ll return to the airport for your flight to the Caribbean island of Aruba, where seven nights of sunshine, turquoise seas and pure relaxation await. Known for its year-round warmth, friendly locals and pastel-coloured Dutch architecture, Aruba blends European charm with Caribbean soul. Its capital, Oranjestad, is lined with boutique shops, markets and elegant restaurants, while the smaller villages and Roman Catholic chapels dotted across the island add character and history.

Sheltered outside the Hurricane Belt, Aruba’s beaches are some of the most beautiful in the world. From the alabaster sands of Eagle Beach to the peaceful coves of Baby Beach and the snorkelling haven of Boca Catalina, each offers its own slice of paradise. The island’s 21-mile stretch features over a dozen idyllic beaches, as well as Aloe factories, bird sanctuaries and lively outdoor markets. Whether you’re windsurfing, exploring limestone cliffs or enjoying a sunset dinner overlooking the sea, Aruba delivers the perfect finale to your adventure. We can arrange transfers or day trips to any part of the island you’d like to explore.

✈️ Aruba – UK: On your final day, we’ll collect you from your hotel and transfer you to the airport for your flight back to the UK.

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Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!

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10 Night Packages From £1,737

For more information, call us on
01706 753 636

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Our experienced personal travel consultants will ensure you find the most suitable holiday, whilst taking care of every last detail. Everything from start to finish will be effortless.

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100% Tailor Made

We can use any hotel, in any destination, so we will craft an itinerary to suit your exact needs. Also, as we can provide any itinerary, the only holiday we'll offer, is the one that's right for you.

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As a tour operator & travel agent, we'll search the market to ensure that we find you the best price. Also as an online business, we can ensure our prices are as competitive as possible.