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.
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!
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.
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.
Our ATOL bonding provides you with the financial protection you need and as a member of the Travel Trust Association, you'll have 100% financial protection. Covering you for any eventuality.
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.
4th year I have booked through Andy at eShores. He is always patient with us and we are always delighted with what he books.
Anna was extremely helpful and took the time to listen and advise on our travel plans. Her response was very prompt and thoughtfully articulated. We were very pleased with her proposed itinerary and moved to making a booking quickly.
This is the second time we have used the services of Dave Felton at eShores. He had previously organised details for our family trip visiting kuala lumpur, Borneo and Penang. Everything run smoothly from flight times to transfers and hotel checkins. We had an amazing time and memories that will last. This year Dave has…
Top notch service as ever from Kelly. Came up with perfect itinerary in double quick time. Would 100% recommend Eshores for piecing together a multi destination break.
I can't speak highly enough of the service so far in terms of the support determining the holiday agenda, and in getting it booked. Chris was very responsive and knowledgeable about Croatia and has really helped us focus in on the things we want to do while there. I note we communicated by email and…
Awesome, sent a request for a 3 city break for 9 nights, eShore representative (Emily) emailed back and called me aswell to double check everything and go through some things. Next day back with a quote and selection of hotels, all was good so all booked. Great customer service from beginning to end, thank you…
David and Katie as always were very efficient and offered alternatives that would suit my request and budget. Thank you.☺️
Anna was very professional and patient in all aspects of the planning and booking process. This has allowed the makings of a perfect holiday .
Dealt with Nick. Superb and professional service. Helped us plan our 2026 trip to the Greek islands. So far everything has gone very smoothly
Very friendly and helpful personal service.
Came across eshores on internet. Messaged about 4 different resort holiday in Croatia. Tailor made for us. No bother to change hotel. Got what we wanted and very resonable price. Infact £250 cheaper than competitor
Excellent service provided by Nick
Have been booking holidays with EShores for about three years now and have been delighted with the service. Nothing is too much trouble for Emma and I just know that from beginning to end everything about my holiday will be spot on.
I have been dealing with Hannah of your Company who I found to be very professional, helpful and friendly. She answered all my questions very promptly and was a pleasure to deal with.
Laura worked tirelessly to secure booking for. 2 centre vacation FEB 2O26.
Rachel listened & found us the perfect holiday meeting all our needs & requests. Eshores is very approachable & professional. Would highly recommend
I always book with Chris, he ensures that he does all he can to get me the most time in resorts as we are traveling around and flying between different destinations. He always gets me a good deal and ensures I am happy with everything before he makes the final booking. I would highly recommend…
The ladies which dealt with my enquiry was very helpful and went out of her way to accommodate my requirements Good job
Rob has been very helpful with our holiday booking. Friendly communication and an easy transaction. This is the second time we have booked with E-Shores - wouldn’t use anyone else!
Brilliant service - did what I wanted without being pushy. Used before and will use again