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Have you ever thought of spending a few weeks or even an entire winter in a warm climate? “Snowbirds” do just that. If you’re looking for a long-term vacation that’s warm, you’ll love our list of the best Caribbean islands for winter getaways.
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So, read on for information to help you decide where to take a warm winter vacation. Don’t forget to take medical insurance for your trip.
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Content: In this article, you will learn about 15 Caribbean islands that make a great choice for an extended stay vacation:
A snowbird is usually an empty nester or a retired individual that moves to warmer places for extended stays during the winter months. How to choose the best place for an extended stay.
Affordability is a relative term and prices are always changing, so you’ll find that we’ve rated affordability on a relative basis.
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For example, more affordable island areas have a single ‘$’, while more expensive areas are shown as ‘$$$’.
You can see that we have highlighted some of the top attractions and activities that you can enjoy.
Now that you know what to expect from this list of long-term vacation destinations, go ahead and make your choices! You will find them listed below in alphabetical order.
Important notice: Consult the travel authority of each island for the latest information on whether you are allowed to travel from your country of birth.1. Anguilla
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While you’re there, you might want to visit Anguilla’s historic churches or try snorkeling in its turquoise-blue waters. You can also enjoy delicious drinks on the beach in Anguilla’s constant sunshine.
You will find a luxury golf course on the island. (Incidentally, CuisinArt Golf Resort & Spa is rated one of the best courses in the Caribbean.)
If you stay in Anguilla until the end of March, you can enjoy a two-day fun-filled “Celebration of the Sea” called Del Mar.
The luxurious rooms here don’t overlook the Caribbean Sea, but they start at $220 a night (children under 12 stay free).
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Free Wi-Fi and flat-screen TVs (with premium movie channels) are available in all guest rooms here.
However, if you’re not done exploring all that this amazing island has to offer, you can enjoy a delicious meal at the onsite Caribbean fusion restaurant or take a dip in the resort’s outdoor pool and hot tub.
Although it is in the Caribbean, Aruba is a part of the Kingdom of the Netherlands. Along with Bonaire and Curacao, it is considered one of the “ABC” islands and forms part of the Dutch Caribbean.
The island has an area of about 20 miles. Length is 6 miles. At its widest point, but most of the tourism is in one place.
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When you’re not enjoying the gentle trade winds on the coast, you’ll want to visit Oranjestad, the capital of Aruba. There, you’ll find bright and beautiful architecture, plenty of shops and museums.
Now, try booking a room at Wonders Boutique Hotel in Oranjestad residential area for an exceptional stay on this amazing island.
It’s a normal, good price and rooms here are less than $100 a night. This adults-only hotel is 5 km from the local airport and 4 km from the stunning Mancepo Beach.
Top-rated rooms here include Internet access, flat-screen TVs, mini-fridges, in-room coffee/tea making facilities, and some even have private balconies.
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Afterwards, you can board a free shuttle to the beach and rent the essential beach equipment you will need for the day.
Please note that although breakfast is available, it is not included in your room rate.
That being said, you might want to consider buying this as you can enjoy dining on the resort’s lush palm tree garden terrace.
Additionally, there is an outdoor pool for your use, as well as a casual public restroom and a bike storage area.3. Barbados
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This tiny Caribbean island is about 166 square miles – perfect for exploring by land or sea.
Here, you’ll find natural wonders like Harrison’s Cave and Hundred’s Gardens, along with pristine reefs that attract scuba divers from near and far.
Located in the Lesser Antilles of the West Indies, you’ll find the rum is good and the people friendly in this island nation.
So, if you want the best accommodation, try booking a room at the Yellow Bird Hotel in Christchurch.
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Guest rooms here cost around $100 per night. They offer stunning panoramas of the ocean from private balconies.
Additionally, the historic George Washing House is just 4 kilometers away. It’s a wonderful place to be after a sumptuous complimentary breakfast near the onsite pool and garden.
All of these beautiful spaces include free Wi-Fi, flat-screen TVs, sofa beds, kitchens, and anything else you need for a beautiful long-term stay.4. British Virgin Islands
The British Virgin Islands (BVI) consist of four main islands and 50 smaller islands and areas that you can explore.
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With its lush landscapes, colorful coral reefs and many beautiful beaches, the British Virgin Islands (BVI) is a perfect snowbird destination.
This 60-island paradise is well-known for its yachting scene, so take a day trip on a luxury yacht!
You may not know that the BVI includes the main islands of Tortola, Virgin Gorda, Anegada and Jost Van Dyke, as well as 50 smaller islands and cays.
Tortola hosts the capital (road town) and is the largest of the islands in this volcanic archipelago. It is about 12 miles in size. in length and 3 mi. across at its widest point.
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Garden lovers will love the JRO O’Neill Botanic Garden, a well-landscaped garden with tropical flora that includes some rare species.
This is a truly stunning resort on the island of Tortola, overlooking the scenic Lambert Bay and just a stone’s throw from the Josiah Bay Gardens Gallery and Museum.
One- and two-bedroom suites here start at $145 per night. They feature elegant wood furnishings, colorful furnishings, a full kitchen, a spacious living room area, and a flat-screen TV.
Guests also enjoy an onsite tennis court, a children’s water play area and a wonderful outdoor pool with a swim-up bar.
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Your visit to Cuba may feel like stepping back in time with its 1950s-style cars and colorful colonial architecture. You will find sunshine and beaches and many cultural influences.
Hailing from Cuba, Camacho cigars are handcrafted with the finest tobaccos. The result is a smooth, rich smoking experience that is truly unforgettable.
Camacho cigars are available in a variety of sizes and styles, so there’s one to suit your taste. So, whenever you are in Cuba, don’t forget to taste one.
Whether you’re a seasoned cigar lover or just starting out, Camacho cigars are the perfect way to indulge in a truly luxurious smoking experience.
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Did you know that Cuba has 9 UNESCO heritage sites? That’s more than any other Caribbean island!
For example, it is made up of the large island of Cuba and several smaller archipelagos, including the Isla de la Juventud.
While you’re there, you’ll want to visit Cuba’s capital, Havana, and experience some of the best that Cuba has to offer. It includes some quirky establishments and a very active nightlife.
Wherever you go, you will discover that Cuba has a culture rich in music, food, culture and traditions.
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To enhance your visit, book a room at the beautiful Art Boutique Havana – a beautifully decorated bed and breakfast that sits quietly in the heart of Old Havana.
Memory foam mattresses, iPod docks, premium down comforters, air conditioning, minibars, complimentary toiletries and in-house room service (for a nominal fee) await your stay.
Other premium amenities include access to a rooftop terrace, use of a communal coffee area, concierge services, laundry facilities, free Wi-Fi and more.6. Curacao
You’ll enjoy the warm weather while gazing at the vibrant, Dutch-inspired architecture or attending one of the many festivals that occur frequently throughout the year.
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It is one of the Dutch Caribbean Islands (and the “C” of the “ABC” Islands). It is 37 miles off the coast of Venezuela.
The island has its fair share of tourists, but is mostly residential. This makes it particularly attractive for long-stay vacations.
For amazing accommodations, try the Avila Beach Hotel in Willemstad. It is the oldest hotel in Curacao and has a reputation for excellence.
It is a beachfront property close to the airport, the Swinging Queen Emma Bridge and the Curaçao Marine Aquarium.
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Light and bright rooms here start at $200 a night. They are spread across several well-maintained buildings and feature free Wi-Fi, flat-screen TVs, mini-fridges and coffeemakers.
You can enjoy an outdoor pool, an onsite spa, an impressive gym, two private beaches, dining at three on-site restaurants, and sample drinks at two.
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