4 Nights – Barbados or St Lucia
4 Nights – St Martin/Maarten
3 Nights – Anguilla
3 Nights – Nevis
3 Nights – St Kitts
4 Nights – Antigua
UK – Barbados or St Lucia (4 nights): Your Caribbean adventure will begin in your choice of either Barbados or St Lucia, both offering the ideal introduction to island life. While it may be best known for its idyllic beaches (there are over 70 miles of them), it’s the variety that sets Barbados apart. Head west for calm waters and coral reefs at Paynes Bay, Gibbes Beach, Mullins Beach and the exclusive Sandy Lane, or venture east for rugged beauty, excellent surfing conditions and pretty botanical gardens. Bridgetown offers historic charm, duty-free shopping and easy access to Carlisle Bay, where you can snorkel over shipwrecks or take a catamaran cruise to swim with turtles. Also don’t miss the Mount Gay Distillery for a taste of the island’s iconic rum. For a more nature-focused experience, St Lucia is a great choice with its iconic twin Pitons and lush landscapes. Walk through rainforest trails, explore the mud baths and steaming vents of Sulphur Springs and take in the lovely towns of Soufrière and Rodney Bay, where you’ll find colourful markets, cafés, and stunning coastal views.
Barbados – St Martin/St Maarten (4 nights): A short flight north will bring you to the dual island nation of St Martin/St Maarten. The flight across offers stunning aerial views, giving you a beautiful preview of what’s to come. Once you land, it’s up to you which side of the island you call home for the next 4 nights. The French side, St Martin, has a laid-back, sophisticated charm, with boutique hotels, cafés, patisseries, and some of the Caribbean’s finest cuisine. You’ll find stylish beach clubs on Orient Bay, quiet coves such as Happy Bay, and the relaxed town of Grand Case. The Dutch side, St Maarten, offers a livelier vibe. It’s home to duty-free shopping, buzzing beach bars, and the famous low-flying planes over Maho Beach. Philipsburg, the capital, has a pretty waterfront and promenade lined with restaurants and markets.
🚢 St Martin – Anguilla (3 nights): The ferry from St Martin to Anguilla is quick and easy, and before long, you’ll find yourself on one of the Caribbean’s most exclusive islands. Anguilla is all about understated luxury, with soft white-sand beaches, crystal-clear water, boutique hotels, and intimate fine dining. Even the beach shacks serve up lobster and fresh fish that would rival any gourmet dining experience. When it comes to beaches, Shoal Bay and Meads Bay are two of the island’s most stunning, with fabulous sunsets. There aren’t many big resorts or crowds here but that’s all part of the charm. If your trip coincides with the island’s boat racing season, try to catch a race. It’s the national sport and a great way to experience local culture.
Anguilla – Nevis (3 nights): Arriving in Nevis, you’ll feel like you’re stepping back in time. Nevis isn’t flashy, and that’s exactly why people love it. The landscape is dominated by a volcanic peak and fringed with pristine, quiet beaches. With its small size and unhurried pace, it’s easy to slip into its laid-back rhythm. The island is the birthplace of Alexander Hamilton and a colonial legacy can be found in the island’s old plantation inns, where you can sip rum punches surrounded by tropical gardens. Beyond the beach, you’ll find natural hot springs, walking trails, and green monkeys swinging through the trees.
🚢 Nevis – St Kitts (3 nights) The quick ferry ride to St Kitts will bring you to Nevis’s more developed sister island. (Although ‘developed’ is relative in this beautifully quiet part of the Caribbean!) The scenic railway that circles the island offers a great way to view the sights and landscapes as it follows the route of the old sugar train along the coastline and past abandoned plantation ruins. Brimstone Hill Fortress, a UNESCO World Heritage site, offers great views and fascinating history. The capital, Basseterre, has an authentic Caribbean town atmosphere where local life continues largely untouched by tourism. The beaches on the southeast peninsula are particularly beautiful, while the island’s central mountain range offers great walking opportunities.
St Kitts – Antigua (4 nights): Your final stop, Antigua, is the perfect end to your island-hopping adventure. Famous for having 365 beaches (one for every day of the year) it’s the ideal place to combine relaxation with a bit of exploration. English Harbour has a beautifully preserved Georgian naval dockyard while nearby Shirley Heights is a great spot to watch the sunset views over the harbour. There is a strong sailing culture especially during Sailing Week. For a lovely day trip, nip over to Barbuda to experience the pink sand beaches or the rainforest canopy tours. Or simply kick back on one of Antigua’s beautiful beaches for the final few days of your island-hopping adventure.
Antigua – UK: Time to conclude your Caribbean holiday and head back to the UK.
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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
Great service always willing to find the best accommodation to suit your needs at the best price to suit your budget. I've been booking holidays with eshores now for 10 years and never been disappointed and will continue to do so.
Anna has arranged two holidays for us now and she has been amazing with all her attention to detail.
Excellent service throughout. Andy was great help the whole time . Answered all our emails quickly. We couldn’t have asked for more. Thank you eshores. We can’t wait for our tailor made holiday next year. Will be telling all our friends about the company
Gresg prompt communication. All explained lovely do far. Really well tailored itenararies with flexibility and a grest price. So far very impressive.
Kelly has organised me a couple of really nice twin holidays. She listens to all my requirements and acts on them, finding me fantastic holidays. Highly recommend,
This is my third holiday booked with Emma and my fourth with Eshores in total can’t fault the service and know we’re in good hands with Emma ,courteous ,respectful and professional in all my dealings with here ,would definitely recommend 💯 percent 😊
This is the second holiday we've booked through eShores. They are a top travel agent as far as we are concerned, we've booked two completely bespoke holidays through them and are in the process of booking a third. Both Michelle and Nadine have been more than helpful with meeting our requirements, nothing has been too…
Really easy and pleasant booking experience So far so good due to fly out in January.
First class service from Michelle for the second holiday she has planned for us .. brilliant communication, excellent skills and good knowledge along with great professionalism..
We sent our desired itinerary for a trip to Singapore and Australia and Rachel created a package for us including flights, hotels, transfers to meet our budget, discussing various options with us as required. Couldn’t have asked for a smoother booking experience, looking forward to the trip next year.
I have booked with Nick at EShores several times now and nothing is too much trouble. His prices are extremely competitive and we have never had any problems with flights & private transfers. Booked with him again this week to South America and he managed to upgrade us to ocean view room in one place…
We have used eShores to manage our holidays for the last few years. Hannah is our consultant and she provides a first class service. Would highly recommend.