10 Best and Cheapest Winter Caribbean destinations to travel to

With winter simply across the nook, take a look at out our listing of the 10 Cheapest Winter Caribbean destinations. We factored in accommodations and flights from predominant U.S. towns that will help you score a good buy.


Often omitted for neighboring Barbados, Grenada (or the “Spice Island”) possesses a beautiful coastline, herbal beauty, and a captivating capital that merit more interest. winter temperatures normally hover around the 80s, and reliable sunshine is the norm. The island’s maximum well-known seaside, Grand Anse, enjoys a sheltered position on Grenada’s southwestern shoreline.

Grand Anse’s two miles of powdery golden sand are open to the public. For a more secluded surroundings, test out los angeles Sagesse beach, placed in a sheltered cove at the southeastern shore. Technically an island, Hog Island may be reached by foot across the shallows of Woburn Bay or via chartered boat. The island’s only status quo, Roger’s Barefoot seaside Bar, is a no-frills rum bar serving up refreshing liquids and barbeque food on the weekends.

Grenada’s capital, St. George’s, is one of the Caribbean’s maximum picturesque towns. Its harbor and slim streets are coated with pastel-hued homes, displaying the island’s British past. For just five East Caribbean dollars (less than $2), the French-built citadel George supplies tremendous harbor views, as well as perception into the island’s colonial records and coup in the Nineteen Eighties. be sure to stop by way of marketplace rectangular to peruse nearby crafts, fruit, and, of route, spices.

For a deeper dive into Grenada’s history of spice manufacturing, take a look at out the Belmont estate’s four hundred-acre grounds. The three hundred-yr-old plantation gives tours of its gardens, museum, and facilities for simply 10 ECD. The aroma of turmeric and nutmeg will probably tempt you to seize a meal at the on-website eating place.

Flights to St. George’s from new york can be had for as little as $375 spherical-ride. Charlotte has direct flights for round $seven-hundred, even as trips from other towns like Washington, D.C. require a stopover and value around $500 spherical-trip.

Our pick for a finances inn in Grenada: Radisson Grenada seaside hotel
on the stunning Grand Anse seashore, the Radisson has pools (together with an choice with waterfalls and hot tubs), three eating places and three bars (along with a poolside one for first rate sunsets), and modern rooms with glossy decor.


Regarded for its reggae song, idyllic beaches, and colourful subculture, Jamaica has something for every sort of vacationer in phrases of finances and studies. Jamaica’s northern coast is evocative of what maximum Caribbean-certain travelers assume: white-sand seashores, all-inclusive motels, and pulsing nightlife. Jamaica’s 2d metropolis, Montego Bay, has lengthy delivered those expectations to a regular move of traffic.

Sandy beaches stretch for miles east of the harbor, with handiest a brief interruption by Sangster international Airport. Gloucester avenue, known as the Hip Strip, is the touristic hub with a large choice of bars, restaurants, and beachfront resorts, plus beautiful beaches. Staying at a budget belongings located at the inland aspect of the strip, such as the El Greco hotel, can help cut prices with out skimping on easy seaside access.

similarly east on Jamaica’s northern coast, Ocho Rios is similarly abuzz. but, as compared to Montego Bay, it’s less difficult to step outside the traveller hubbub in Ocho Rios to close by fishing villages and jungle tours. although famous, Dunn’s River Falls and its adjacent beach stand out on this segment of fabulous shoreline. The $25 entrance fee is a chunk steep, though. A higher section of the falls outdoor the enclosure is free to visit, however it requires a few hiking and resolution to discover the unmarked way.

Jamaica’s capital, Kingston, frequently gets a awful reputation from tourists. despite the fact that visitors must workout basic caution, especially at night time, tons of the city is secure for exploring. For a dose of Jamaican artwork, head to the country wide Gallery, which waives its admission fee on the final Sunday of each month. meanwhile, the murals along the warehouses lining Fleet street are free to go to at any time.

Flights to Montego Bay are without a doubt a bargain, way to Spirit airlines, which offers nonstop service from Baltimore/Washington worldwide Airport and citadel Lauderdale for simply over $2 hundred. meanwhile, direct flights from ny and Chicago cost round $400 and $500, respectively.

Our pick out for a budget motel in Jamaica: Negril Tree house motel
With a prime vicinity on Seven Mile seashore, a pool and whirlpool, and smooth, comfortable rooms, the Negril Tree house resort is a extraordinary price range option for families, couples, and businesses. A buffet breakfast is covered, and the lodge also features a seashore bar and grill with freshly-made jerk chicken. Bonus: Massages at the seashore can be arranged and yoga instructions are to be had.


Located beside Curacao, Aruba sees far extra traffic than its fellow Dutch territory. Aruba’s coastline and interior provide lots of publicly available seashores as well as hikes to % a week-long itinerary. The island’s maximum famous strip of sand, Eagle seashore, is spacious enough no longer to sense overcrowded. Interspersed fingers and thatched umbrellas provide coloration if desired, at the same time as the calm water is wonderful for swimming.

On Aruba’s southern tip, toddler beach presents a extra laid-returned setting, with only a few beachside eateries. For just a few euros, snorkeling device may be rented from Jads Dive center to explore the nearby reef. past the seashore, Aruba’s herbal assets consist of the Arashi dunes and conical Hooiberg top.

The island’s capital, Oranjestad, has free single- and double-decker trolleys that allow for leisurely sightseeing throughout the noon warmness. To avoid the cruise ship crowds, intention for the earliest or contemporary departure times of 10 a.m. and 5 p.m. Stops along the trolley line consist of castle Zoutman, the Parliament constructing, and country wide Archaeological Museum.

Regardless of receiving heavy cruise deliver traffic, many eating places in Oranjestad’s harbor cater to locals. proper on Havenstraat, Lolita’s avenue-facet stand serves up nearby specialties like curry and chicken roti for just $five to $6. numerous public seashores also are within on foot distance of downtown Oranjestad, along with Renaissance seashore and Surfside seashore.

Nonstop flight provider from ny and Boston make it clean to get away the cruel northeastern iciness. Fares from the big apple price under $four hundred, at the same time as Boston is a chunk steeper at $580 spherical-journey.

Our pick out for a price range lodge in Aruba: membership Arias B&B
placed in a much less touristy segment of Aruba’s southwestern coast, club Arias B&B boasts free breakfast, an on-web page pool, and lush gardens. even though it’s located some blocks inland, the laid-again public beach at Santo Largo is a short stroll away.

Puerto Rico

Puerto Rico is an unincorporated territory of the usa, which means that passports aren’t essential to access this culturally and ecologically rich island. maximum global passengers arrive in San Juan, Puerto Rico’s energetic capital of one-and-a-1/2 million human beings. even though there are some glimpses of yank have an effect on — specifically speedy-meals chains and a subway device — the town exudes Spanish colonial appeal. walking vintage San Juan’s cobblestone streets among brightly coloured houses and quaint plazas received’t fee a factor.

On the first Tuesday of each month, the neighborhood places on a Noche de Galerias (Gallery night time) event that grants free access to approximately 20 galleries, which show off some of the island’s great modern works. meanwhile, the implementing 16th-century El Morro fort sits simply north of vintage San Juan and may be toured for $7 (children 15 and underneath are loose).

Nowadays, magazines and soldiers’ quarters had been repurposed as a museum inside the UNESCO global heritage website online, at the same time as the outdoors ramparts offer some of the great views of the harbor. seen from El Morro’s western walls, Casa Bacardi sits throughout the harbor and is a need to-see for rum enthusiasts. The ancient tour is the cheapest option at $15 and comes with a rum-based totally cocktail.

Maximum of Puerto Rico’s stunning landscapes can be enjoyed without spending a dime, granted you’re willing to stretch your legs a bit. The island’s southwestern tip is domestic to two its finest seashores: Playa Sucia and Playa Combate. the former is scenically encircled by way of craggy bluffs and maintains a extra laid-returned vibe due to its remoteness. in the meantime, Playa Combate claims the identify because the longest seaside in Puerto Rico, with tender sand, shallow water, and seaside bars drawing a more youthful crowd.

Aside from the seaside, Puerto Rico’s largest swath of wasteland, El Yunque national forest, lets in free access. There are trekking possibilities for all talent stages. At just 0.7 miles lengthy, the large Tree path’s paved floor is a calming walk that ends in the lovely Cascada la Mina waterfall. For more solitude, take the El Yunque path, which ascends 1,three hundred toes via the jungle to an statement deck. The effort is rewarded with panoramic perspectives of the surrounding wooded area and sea.

Touring to San Juan is lower priced. cut price airways like Spirit and Frontier tempt tourists with fares from Baltimore-Washington (BWI) and ny for $207 and $128, respectively. Direct flights from Chicago received’t set you returned a whole lot both, at $366 round-experience.

Our pick out for a finances hotel in Puerto Rico: Courtyard with the aid of Marriott Isla Verde beach inn
Set on a beautiful stretch of beach, the Courtyard by Marriott Isla Verde beach hotel is a compact, high-energy assets. pinnacle highlights consist of two 24-hour pools, a on line casino, live amusement, and numerous eating and ingesting alternatives.

Dominican Republic

Occupying the eastern end of Hispaniola, the Dominican Republic boasts a vibrant capital, masses of miles of seashores, and jungle-clad mountains. Amenity-packed all-inclusive inns abutting extraordinary seashores draw many families and honeymooners to Punta Cana at the easternmost factor of the island. even though enjoyable and comfy, there’s some distance extra to the Dominican Republic.

The busy capital, Santo Domingo, is targeted around the Zona Colonial, a historical zone containing cobblestone streets and nicely-preserved Spanish colonial structure. The compact district lends itself to self-guided wanderings, however make certain to stop at the ruins of the Monasterio de San Francisco and Catedral Primada de América — the primary cathedral constructed inside the Americas.

Come dusk, the Zona Colonial becomes a famous spot for locals and tourists to drink at dive bars and dance at clubs. For starters, check out the cluster of bars and restaurants on Plaza España. The nightclubs on Avenida Venezuela draw Santo Domingo’s trendiest crowds, although cover expenses are usually a modest $5 to $10. if you’re visiting in January, keep in mind of the Dominican Republic baseball league’s time table, as playoffs run until the give up of the month and are a dominant part of the nearby culture.

Apart from Punta Cana, other top seashore locations encompass Samaná Peninsula. The iciness months coincide with the migration of heaps of humpback whales. whilst 1/2-day tours can cost as a great deal as $60 consistent with person, sightings are basically assured during the migration season from January thru March. at the norther tip of the peninsula, the fishing village of Las Galeras is gifted with some of the maximum immaculate seashores.

Playa Galeras is good for snorkeling and enjoyable at the powdery tender sand. Nestled in a bay to the west of Las Galeras, Playa Rincon’s swaying palms offer colour and seclusion alongside its 1/2-moon beach.

Direct flights to Punta Cana go away from many U.S. towns, such as ny and Chicago for $350 and $430 every. Spirit airlines has deals on nonstop flights for as little as $200 round-journey as nicely. additionally, Santo Domingo may be visited for a bargain rate of $187 round-trip from Newark.

Our pinnacle pick out for a Dominican Republic motel: Paradisus Punta Cana
This sprawling, 683-room belongings nevertheless manages to feel uncrowded because of its expansive grounds. guests can stroll or hitch rides at the regular travel to reach the beach, swimming pools, spa, yoga studio and brilliant restaurants around the hotel. however, it’s really worth noting that the beach comes alive at night with a party scene that appeals to young and old visitors.