Bermuda
Towering over the entrance to the Dockyard, this limestone edifice used to be Bermuda's prison until the early '90s. The prison was originally a military…
Must-see attractions in Caribbean
Nassau
Built between 1787 and 1790 to guard the west entrance to Nassau Harbour, this massive fort was the pet project of Lord Dunmore, who named it after King…
San Juan
At the waterfront end of Paseo de la Princesa, this fountain was built to commemorate the 500th anniversary of Spain's 'discovery' of the New World. The…
Bermuda
This 1840s fort, with its four immense surviving guns, overlooks a particularly picturesque stretch of coast from its vantage point on the southeast tip…
Pointe-à-Pitre
This three-level municipal museum occupies an outstanding example of 19th-century colonial architecture and is dedicated to renowned poet and Nobel…
Negril & West Coast
Constructed in 1938, this historic factory was the setting for a nationwide labor dispute that ended in violence, tragedy and the transformation of…
San Juan
Built in 1910, the Mercado de Santurce has been the center of activity for over a century, vendors doing a roaring trade in fruits and vegetables from…
Bermuda
Popular with picnicking and card-playing locals, this tree-fringed park sits on the tip of a promontory at the entrance of the channel to Hamilton Harbour…
Bermuda
With its beautifully kept lawns and flowerbeds, this palm-shaded park in the center of St George's is a tranquil space. The park is named after Sir George…
Museo 28 Septiembre de los CDR
Habana Vieja
A pale-pink building on Obispo dedicates two floors to a rather one-sided dissection of the nationwide Comites de la Defensa de la Revolución (CDR;…
San Juan
This pretty little park faces the Catedral de San Juan Bautista. Its ironwork benches and shade trees make it a good place for people watching, especially…
Bermuda
The stone incarnation of the original Anglican church that stood on this site since the 1650s, St Mark's is a dramatic landmark with a prominent spire…
San Juan
Towering over the Plaza de Armas, the Alcaldía, which dates from 1789, has twin turrets resembling those of its counterpart in Madrid. This building…
Jamaica
Many monuments make a political statement, and the memorial to reggae superstar Peter Tosh, just off the beach road in Belmont, is no exception. And the…
Habana Vieja
A statue outside Plaza San Francisco de Asís' famous church depicts El Caballero de París, a hirsute street person who roamed Havana during the 1950s,…
Havana
In case you were wondering, that huge Stalinist obelisk that dominates the skyline halfway down Av Quinta is the Russian (formerly Soviet) embassy,…
San Juan
This small cobblestone plaza is dominated by a statue of Juan Ponce de León, cast from English cannons captured in the raid of 1797. It's a popular spot…
Habana Vieja
The corner of Mercaderes and Obrapía has an international flavor, with a bronze statue of Simón Bolívar, the Latin America liberator, in a small park.
Grand Cayman
This is essentially a sea-turtle petting zoo. There are lots of turtles swimming in tanks, and guests are invited to handle the young ones (who are…
Varadero
Just east of Parque Central is this tiny colonial-style building resembling a displaced alpine chapel.
North Coast
The state forest of Cambalache covers an area of just 1000 acres, making it smaller than a lot of Puerto Rican resort hotels. Almost halfway between…
Santo Domingo
This was originally the residence of Hernán Cortés, conqueror of the Aztecs in present-day central Mexico. It was in this building that Cortés is believed…
Kingston
The brick-and-timber house was originally known as Hibbert House, named after Thomas Hibbert, reportedly one of four members of the House of Assembly who…
El Yunque & East Coast
One of the set locations for The Rum Diary movie, Naguabo's waterfront is a long, pleasant malecón (promenade) overlooking the bay, with dramatic views of…
Port of Spain
The hustle and bustle of downtown culminates along Independence Sq, two parallel streets that flank the central Brian Lara Promenade, named for Trinidad's…
Santiago de Cuba Province
Had the revolution been unsuccessful, this unassuming red-and-white farmhouse 2km inland from Playa Siboney on the road to Santiago de Cuba would be the…
St Lucia
Sitting atop the 853ft Morne Fortune, about 3 miles south of Castries center, is Fort Charlotte, whose construction began under the French and was…
Santiago de Cuba
Future American president Teddy Roosevelt forged his reputation on this small hillock where, flanked by the immortal rough riders, he supposedly led a…
San Juan
This is the city’s de-facto central square, laid out in the 16th century with the classic look of plazas from Madrid to Mexico. A highlight is the…
San Juan
Isla de Cabras is a pleasant seaside park, popular with local families. It has grassy areas, lofty palm trees, picnic areas and a rocky shoreline. You can…
Parc Historique de la Canne à Sucre
Port-au-Prince & Around
At the outbreak of the Haitian Revolution, the Plaine du Cul-de-Sac was one of the richest parts of St-Domingue. Little remains of this period, but one…
Rincón
A curious landmark, this green dome poking out from behind the palm trees north of Rincón town behind the Punta Higüero Lighthouse once housed the…
Port of Spain
Named for its burgundy paintwork, this imposing Renaissance-style parliament was constructed in 1906, having been rebuilt after it was destroyed by fire…
Santiago de Cuba Province
At Laguna Baconao, 2km northeast of Los Corales, you'll find a restaurant, rowboats for hire and several short lakeside hikes, plus a forlorn-looking zoo…
Jamaica
Owned by Patrick Lee and his lovely Chinese-Jamaican family, this is a little triumph of green sensibility and community tourism. The park grounds consist…
Santo Domingo
This gate is named for the Count of Peñalba, Bernardo de Meneses y Bracamonte, who led the successful defense of Santo Domingo against 13,000 invading…
Port-au-Prince & Around
Fort Jacques was erected during the burst of fort-building following independence in 1804. It was built by Alexandre Pétion and named after Jean-Jacques…
Port-au-Prince & Around
A series of parks split by wide boulevards that collectively make up the Place des Héros de l'Indépendence, with the former site of the demolished Palais…
Havana
The equestrian Monumento a Calixto García pays homage to the valiant general and military strategist who participated in Cuba’s three most important pro…
Barbados
Built between 1660 and 1670, the handsome Sunbury Plantation House was painstakingly restored after a 1995 fire. The house has 60cm-thick walls built of…
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