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A Caribbean beach in winter sunshine (Wimup themed list)
Themed list10 placesUpdated October 2026

Winter sun in North America, ten places where December still means a beach day.

Ten places in the Caribbean, Mexico and Florida ranked by how warm their winter days are. The top four average 30°C or more from December to February.

We ranked each place by its average daytime high from December to February in its weather service's long-term normals, warmest first. Rain over the same three months sits beside it, because the Caribbean's dry season does not mean a dry island.

1
Mérida, Mexico, winter sun in North America and the Caribbean (Wimup themed list)Yucatán

Mérida, Mexico

Yucatán · Mexico

The warmest pick, at 31°C by day, and the driest, with 115 mm of rain all winter. It is inland, so come for the colonial centre and the Maya ruins of Uxmal, then swim in a cenote or drive 35 km north to the beach at Progreso.

Winter high31°C
Dec–Feb rain115 mm
Fly intoMérida (MID)
2
White sand and calm turquoise water at Eagle Beach, ArubaCaribbean

Aruba

Southern Caribbean · Aruba

An arid island off the coast of Venezuela, where the trade wind keeps 30°C days comfortable and only 122 mm of rain falls over the winter. Eagle Beach is the long white stretch; Arikok National Park covers about a fifth of the island.

Winter high30°C
Dec–Feb rain122 mm
Fly intoQueen Beatrix (AUA)
3
Montego Bay, Jamaica, winter sun in North America and the Caribbean (Wimup themed list)Caribbean

Montego Bay, Jamaica

St. James · Jamaica

Jamaica's north-coast resort city, at 30°C by day all winter. Doctor's Cave Beach is on the Hip Strip, and the Martha Brae river, where bamboo rafts drift downstream, is under an hour east.

Winter high30°C
Dec–Feb rain206 mm
Fly intoSangster (MBJ)
4
St. George's, Grenada, winter sun in North America and the Caribbean (Wimup themed list)Caribbean

St. George's, Grenada

Saint George · Grenada

A harbour capital of red roofs around the Carenage, with Grand Anse Beach just south of town. Snorkel the Underwater Sculpture Park at Molinere Bay; December brings most of the winter's 208 mm of rain.

Winter high30°C
Dec–Feb rain208 mm
Fly intoMaurice Bishop (GND)
5
The Parliament Buildings in Bridgetown, Barbados (Wimup themed list)Caribbean

Bridgetown, Barbados

St. Michael · Barbados

The most Atlantic of the picks, cooled by the trade wind at 29°C. Historic Bridgetown and its Garrison are a UNESCO site, and Carlisle Bay, beside the capital, has calm water for swimming over shipwrecks.

Winter high29°C
Dec–Feb rain201 mm
Fly intoGrantley Adams (BGI)
6
El Morro fortress and Old San Juan above the sea, Puerto RicoCaribbean

San Juan, Puerto Rico

Puerto Rico · United States

The wettest pick, at 251 mm, though showers are short and the days stay at 29°C. Walk the blue cobbles of Old San Juan to El Morro; US citizens need no passport, and El Yunque rainforest is about an hour east.

Winter high29°C
Dec–Feb rain251 mm
Fly intoSan Juan (SJU)
7
St. John's, Antigua and Barbuda, winter sun in North America and the Caribbean (Wimup themed list)Caribbean

St. John's, Antigua and Barbuda

Antigua · Antigua and Barbuda

A low, dry island with a beach for every day of the year by its own count. Sail into English Harbour, where Nelson's Dockyard is a UNESCO site, and end Sunday at the sunset party on Shirley Heights.

Winter high29°C
Dec–Feb rain175 mm
Fly intoV. C. Bird (ANU)
8
Havana, Cuba, winter sun in North America and the Caribbean (Wimup themed list)Caribbean

Havana, Cuba

La Habana · Cuba

Winter is the dry season, with highs near 27°C and cool fronts that bring the odd fresh day. Walk the four plazas of Habana Vieja in the morning and the Malecón at sunset, when the sea wall fills with locals.

Winter high27°C
Dec–Feb rain173 mm
Fly intoJosé Martí (HAV)
9
Ocean Drive in Miami Beach, United States (Wimup themed list)Florida

Miami, USA

Florida · United States

Winter is the dry season here: 25°C days and Art Basel Miami Beach in early December. Walk the Art Deco District, then give a day to the Everglades, where the dry months draw wildlife to the water.

Winter high25°C
Dec–Feb rain163 mm
Fly intoMiami (MIA)
10
Key West's streets and beaches from the air, FloridaFlorida

Key West, USA

Florida Keys · United States

The end of the Overseas Highway, at 25°C and a little drier than Miami. Watch the sunset from Mallory Square, then take the ferry or seaplane 70 miles west to Fort Jefferson in Dry Tortugas National Park.

Winter high25°C
Dec–Feb rain140 mm
Fly intoKey West (EYW)

All 10, mapped

10 picks on this list

FAQ

How is this list ranked?+
By the average daytime high from December to February in each place's long-term climate normals, warmest first. The figures are rounded to the degree here, and the order follows the unrounded values.
Where do the figures come from?+
From each weather service's published normals: Mexico's SMN, the US National Weather Service for Miami, Key West and San Juan, and the island met services' station normals for the Caribbean picks. Periods run from 1971 to 2020.
Is December to February the dry season everywhere here?+
Mostly, but not completely. Across the eastern Caribbean, December is still the tail of the wet season, so Grenada, Barbados and Antigua see more rain then than in February. Mérida and Aruba stay dry all three months.
Which pick is driest in winter?+
Mérida, with about 115 mm of rain from December to February, then Aruba at 122 mm. San Juan is the wettest, at about 251 mm, though most of it falls in short showers.
Why are Miami and Key West last?+
Florida sits north of the tropics, and its winter days average about 25°C against 29°C to 31°C on the islands and in Yucatán. Cold fronts can drop a Miami day well below that, so pack a layer.

Chasing winter sun across the Caribbean?

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