The Caribbean’s breath-taking surroundings have been captivating travellers for centuries. From idyllic and world renowned stretches of pristine white sands, to headlands towering above roaring waves. There are arid terrains made complete by flowering cacti and lush rainforests, making it an unforgettable adventure. Whether you’re after a secluded and idyllic island to get away from it all, or somewhere with plenty going on, there’s an island for you. Explore the below options for some inspiration or contact us so we can help you find the most suitable option.
Things to see & do in the Caribbean:
Attractions: Each island on the Caribbean has its own distinct charm and something to offer everyone. When in Jamaica, a must-see attraction is The Bob Marley Museum in Kingston which gives you the opportunity to visit the reggae superstar’s former home and studio. For more active types, hike the El Yunque Rainforest in Puerto Rico to see the beautiful flora and fauna and indigenous animals like the Puerto Rican parrot and coquis tree frog. For adrenaline junkies, try zip lining in Costa Rica – this thrilling sport sees you coursing above the rain forest canopies and is one of the country’s most popular attractions. Beach lovers will feel at home at Seven Mile Beach in Grand Cayman with its beautiful white coral sand and clear blue waters. Snorkellers and divers will love the calm waters and underwater life around Cemetery Reef just a short distance from the shore.
Events/festivals: Junkanoo takes place every Boxing Day and New Year’s Day in Nassau, Bahamas. It is typically a large parade where people take to the streets in the most garish outfits imaginable and dance to the sound of Goombay music. Trinidad Carnival takes place two days before Ash Wednesday each year (either Feb or March) in the capital Port of Spain and is the biggest carnival in the region with steel bands, calypso music, fetes, parties and throngs of people all in the party mood. Reggae Sumfest, which takes place in July, is Montego Bay, Jamaica’s answer to Glastonbury – a huge celebration of Reggae music with top stars performing their reggae hits. Pirates Week in the Cayman Islands is an opportunity to get dressed up in your best pirates outfit and join in the fun with events, costume competitions, food festivals and a lot of ‘arrr me hearties! ‘
Sports: The Caribbean is most known for its love of football and cricket, plus of course its success for track and field events – most recently for Jamaican sprinter Usain Bolt’s achievements. The more unusual spectator sports you’ll find popular on the islands are cock fighting, goat racing and crab racing. For holidaymakers, water sports are often high on the agenda – and pursuits just as diving, snorkelling, fishing and kite-surfing are particularly good in this part of the world. The islands also have some great golf courses. Some of the best and most scenic are Trump International in the Grenadines, and the Green Monkey which is one of the Sandy Lane golf courses in Barbados.
Nightlife: The Caribbean is synonymous with a laid back, chilled vibe and nightlife on the islands varies from rum bars and beach shacks to upscale bars, Michelin starred restaurants and throbbing nightclubs. If it’s the bustling nightlife you’re after, with bars and nightclubs galore, try St Lawrence Gap in Barbados, Cancun in Mexico, San Juan in Puerto Rico, Montego Bay in Jamaica or Santo Domingo, Dominican Republic.
Eating/Drinking: Caribbean cuisine differs from island to island but most dishes are often spicy and made with rice and peas, jerk seasoning, fresh seafood, roti and plantains. Favourite dishes include jerk chicken, coconut shrimp, rice and peas, ribs with guava bbq sauce and Key Lime Pie.
Shopping: Shopping in the Caribbean is usually centred around locally crafted handmade goods, liquors or duty-free and tax-free luxury items. The Dominican Republic is famous for producing cigars, Grenada its spices and Jamaica for its jerk seasoning and coffee.
When to go:
The islands in the Caribbean enjoy year-round sunny climes with an average annual temperature of 26 degrees. Some islands do run the risk of being affected by the Atlantic hurricane season, which runs between June and November (and peaks mid-September) but direct hits by hurricanes are rare. The South of the Caribbean, including the ABC islands (Aruba, Bonaire, Curacao) and Trinidad and Tobago are on the very edge of the hurricane zone as are the southern Windward Islands, like Grenada and Barbados and are therefore rarely affected by tropical storms. The more northern Caribbean islands such as Bahamas and Cuba do tend to see a sharper decline in temperature in the winter months than the rest of the Caribbean.
Anguilla is a small piece of paradise. Its beaches are out-of-this-world and it's known as the cuisine capital of the world.
Learn MoreAntigua boasts 365 palm-fringed beaches, serene turquoise waters and world-class sailing, perfect for a beach holiday.
Learn MoreWith a perfectly consistent all year round climate, stunning beaches, great watersports and beautiful Dutch architecture.
Learn MoreThis archipelago of stunning tropical islands is as relaxed as it is beautiful, with an island suitable for everyone.
Learn MoreBarbados is one of the most developed islands, with exclusive hotels on its west coast and lively nightlife in the south.
Learn MoreBermuda is home away from home. Think cricket, afternoon tea. British bobbies (albeit in Bermuda shorts!) and red post boxes.
Learn MoreThe Cayman Islands offer everything from the sophistication and glitz of Grand Cayman to the natural beauty of Cayman Brac.
Learn MoreCuba offers an infectious mix of culture, music and nostalgia. Brimming with energy, colonial cities and beautiful beaches.
Learn MoreThe Dom Rep offers excellent value, with all year round sun, stunning beaches and landscapes and a range of activities.
Learn MoreBlessed with white beaches, dramatic waterfalls, a rain-forest interior and one of the prettiest capitals in the Caribbean.
Learn MoreJamaica is the quintessential Caribbean island, with stunning beaches and waterfalls, delicious cuisine and a laid-back vibe.
Learn MoreFusing Latin America with a laid-back Caribbean vibe, this tropical island offers stunning beaches and a buzzing nightlife.
Learn MoreThe Caribbean's most chic island. St Barths has a distinctive flair, idyllic beaches, designer shops and gourmet restaurants.
Learn MoreFor something less main-stream, visit this charming dual-nation, which offers a rich history and an authentic Caribbean vibe.
Learn MoreOne of the most picturesque islands in the Caribbean, pure white beaches, rugged rainforest and the magnificent Pitons.
Learn MoreA sailing paradise, a spectacular archipelago of 32 islands and cays, Mustique being undoubtedly one of the most exclusive.
Learn MoreLush and laid-back, Tobago is the epitome of an untouched paradise, with verdant rain-forests and world class dive sites.
Learn MoreFrequently topping the ‘Best Beaches in the World’ lists, the Turks & Caicos islands are the epitome of tropical paradise.
Learn MoreThere are a few idyllic islands that are relatively undiscovered, perfect for those seeking a true Caribbean experience.
Learn MoreThis stunning archipelago offers everything from the seclusion of the British Virgin Islands to the the busier US islands.
Learn MoreWhy choose eShores?
One to One Service
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.
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.
Fully Protected
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.
Competitive Pricing
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.
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Latif
Laura , spent alot of time as i changed holiday location pleased , booked for september 2025 to Eastern Algarve. paid deposit. request for balance 12 weeks before travel. British Airways holiday bookings ask for balance 4 weeks prior to travel . eShores ought to mirror BA for competitinion,
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Jane
Excellent service...they arranged our trip quickly and we're available to make amendments as required. Very good efficient service
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June
Booked a holiday with eshores this week. Very happy with the experience. Matt is very efficent and helpful. Matt has promptly answered my questions and left me with just looking forward to the experience. I still know that he will be there when and if I think of other things I need to know
Posted 2 days ago -
Caroline
Nick helped us book the correct holiday for us he listened to everything we had to say and tailored it spot on Would definitely recommend
Posted 2 days ago -
Adrian
Used Eshores on a previous overseas trip and was very pleased with the whole end to end experience. Was pleased to get the same excellent service in booking a new holiday for a multi centre stay in the USA. As previously Andy who is our representative and all the admin team have been very friendly, helpful and efficient. Highly recommend this travel company.
Posted 5 days ago -
Melissa
Claire from eshores has gone above and beyond to help sort our touring break to Portugal. Nothing as been to much trouble for her. We have shared many phone calls to sort the finer details , with Claire offering lots of advice and information. I highly recommend eshores, especially Claire who is an asset to the team. Thank you Claire.
Posted 6 days ago -
Kenneth
Emma was so helpful. The best company for doing different centre holidays.
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Anonymous
Emily Chadwick was such a massive help. Gave us so much information on booking our Vietnam holiday. Prompt replies,and always pleasant.
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BrianArthur
Very good service from Nick, friendly advice plus quick delivery of email when asking questions will recommend to all my friends thank you
Posted 1 week ago -
Christina
I've booked another holiday through Andy at eShores. Once again service, responsiveness and helpfulness have been 5*. I had a destination in mind but a few reservations, but Andy's expertise and knowledge helped with that and he expertly supported me in getting the right holiday package curated at a great price. The holiay isn't until Feb 2026 but I have no concerns that it will be as excellent as our proior holidays where evry detial has been catered for making the whole experience relaxng from strat to finish.
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