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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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.
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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!
Hannah is always extremely helpful and professional and keeps us up to date on our options.
Very happy with holiday choice and the way our preferences were taken into consideration .All our questions were answered and we were made to feel at ease. Would happily book with them again
So far an excellent experience can’t fault your efforts to find us our dream getaway John. Linda
Brilliant service, competitive pricing and always available to advise or modify your itinerary
Thorough professional service in arranging all our travel and accomodation requirements.
Booked another trip with Eshores, Nick is our agent, always willing to help with choosing locations, finds great hotels and builds our holiday to our specifications and budget. We’ve been booking with Nick for a few years now and he never disappoints. Thank you!
The agent who organised my holiday was friendly, kind and very efficient - a delight! She gave me exactly what I asked for without raising any issues and for a good price. Can't do better than that!
Booked my second holiday cruise with Dave. He spent lots of time and described everything in detail. Made me feel very comfortable before I booked the cruises. One bring a 67 day cruise and the other a New Years cruise. So I was spending a lot of money. He went above and beyond my expectations.…
Kelly Bennett has been amazing each and every time, she takes the time to listen and understand the requirments and always delivers. 10 out 10 every time.
2nd time booking with eShores and they didn't dissapoint. Following our amazing holiday (1st booking) to Malaysia/Borneo we contacted Dave with an initial enquiry for an Australian multitrip holiday; compared to others Dave and team offered great knowledgeable, experienced advise and delivered an itinerary fully reflective of our wishlist travelling with a great airline and…
Just booked a holiday for later in year. I have total confidence on Hannah arranging yet again. Fab service given.
Consultant so helpful and so knowledgeable
My experience with eshores has been very positive, even to the point of a late evening enquiry being answered and resolved before bedtime. The holiday itinerary and choice of accommodation was excellent and the eshores staff were lovely to deal with.
Really responsive and hard working travel consultant. We are a regular customer. The consultant accommodated varied requests from our large group booking. Always patient and willing to go extra mile
The holiday that we were looking for was communicated to Eshore’s and after a couple iterations we have a holiday which meets our requirements. Looking forward to a relaxing holiday on Sicily
We have used Eshores a couple of times now and I must say they are fantastic. In particular, Laura at Eshores, was ever so helpful and changed our itinerary at our request multiple times and gave us the best prices available. It was quite a complicated multi-stop holiday with our party departing from and arriving…