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.
This is not the first time we have used the services of eShores for our tailor made holiday, having dealt with the company for several years now. Once again, we are totally satisfied with the speed and efficiency of the whole process. It has re-inforced our view that eShores is a must first call for…
I have been booking my holidays with Mr. Chris Eaves from eShores for the last five or so years. I have found Chris to be knowledgeable patient and helpful his advice has proven to be very useful on more than one occasion. Aside from his professionalism he is a very personable and friendly individual and…
Helpful, Informative, incitful.
Excellent service Hannah is very helpful and knowledgeable thank you.
Hannah as before when we've used eshores has been excellent at meeting our requirements Highly recommend
eShores have helped us with our travel plans a few times now and they are always helpful, finding us good places to stay and good value deals on flights, transfers and accommodation. Highly recommended.
They listened to all of our asks and we got just what we wanted!
Chris was fantastic! We wanted to visit Andalusia, especially Seville and Granada, but wanted some more free time than other tours seem to provide. Chris listened to our requirements, including which airports to use, number of nights at each hotel, rail transfers etc. Within 2 hours, Chris had put together a great itinerary for us,…
Excellent advice with very prompt responses
I was fortunate enough to stumble across eShores whilst googling Island Hopping holidays in Greece. From the very first point of contact with Leanne I have been nothing but impressed with the responsiveness and friendly professionalism I have received. All information provided has been clear and concise and the entire booking process has been a…
EShores are such a joy to work with. They take on board all requests and requirements, coming up with excellent holiday proposals that they are happy to refine as required. Have always been delighted with the friendly professional service, and have always been delighted with the holidays we have purchased. Highly recommended.
Matt was very knowledgable and put together an itinerary really quickly, which was competitively priced! Impressed so far!
I have used Eshores’s quite a few times now and they always come deliver a great service. Hannah was brilliant throughout our last couple of holidays and ensured everything went smooth. Wouldn’t hesitate to recommend!
I have recently booked a multi centre holiday with Nick at eShores. He was great, he advised me with a few different destinations and timescales for each stop, with different price options also. Nothing was set in stone and I’m now looking forward to a wonderful holiday in Croatia.
This is the 1st time I have used Eshore or even booked a holiday online. Emily was so helpful. Nothing was too much trouble. Everything I asked for was dealt with by Emily professionally and with care and consideration. I would definately use her again in the future if this type of holiday was required…
Trip to Baltic capitals in June, options well presented and discussed and organised for me. Looks spot on & I've used eShores last year too so I expect it will prove to be a good trip.
Claire was fantastic at eShores. She managed to tailor my holiday exactly to my requirements and was well below my budget. She managed to find me hotels with easy train/airport access in the different cities I will be staying at in France. This was very important to me. Wonderful service and I will definitely be…
I recently booked my holiday and I couldn’t be more pleased with how everything was handled from start to finish. The entire process was smooth, efficient, and completely stress-free. Every detail was clearly explained, and all my questions were answered promptly and professionally. What really stood out was the excellent communication throughout. I was kept…
Excellent service, Anna was a joy to work with, very pleasant and polite, she couldn't do enough to help me find the perfect holiday. Much appreciated, thank you Anna.
Nick made the process easy, taking into consideration any requests. No pressure and we’re looking forward to our 2027 adventure!