Montserrat: the least touristy Caribbean island. Venture off the beaten track!

31 July 2024

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Montserrat: the least touristy Caribbean island to venture to for off the beaten track!

If you want to visit the least touristy Caribbean islands, be sure to travel to the paradise isle of Montserrat. Not only is this one of the lesser-known Caribbean Islands, but it is also one of the least visited countries in the world. With only 8,000 annual visitors, Montserrat is part of the Lesser Antilles chain and a British Overseas Territory. Known for its lush interior and quiet stretches of coastline, it is nicknamed the ‘Emerald Isle of the Caribbean’. It was once famous as a jet-set destination for musicians. Unfortunately, a volcano eruption in the 1990s destroyed large parts of the island. Today Montserrat is regaining popularity but is sure to retain its exclusive reputation!

Fancy venturing off the beaten track?
by Lillian Miller • 3 November 2026
If you cover the shoes or sneakers in plastic that does keep the dirty soles from touching the clothes. It also help when the shoes get wait, muddy or dirt on them to have the them covered in the suitecase. I put my shoes , boots in plastic bags all the time. #packsmart #travel #lttravelconnection
by Lillian Miller • 1 November 2026
Hello, November 🍂 Take in the golden light, colorful leaves, and pumpkin-filled moments of the season. As Daylight Saving Time ends, remember to turn your clocks back one hour—and enjoy an extra hour to plan your next getaway. What’s your favorite way to welcome fall? #HelloNovember #FallTravel
by Lillian Miller • 30 October 2026
Seek out rainforests, swimming holes, and cays. Puerto Rico, the Caribbean’s island of enchantment, earns its nickname in spades. Within an hour-or-two drive from San Juan, travelers can trek through dense jungle, swim in bioluminescent bays, and boat to remote beaches on uninhabited islets. Once you’ve discovered local-favorite swimming spots and kayaked through wildlife-filled estuaries, return to the city for dinner at one of the restaurants along Old San Juan’s Calle Fortaleza and plena music performances on La Vergüenza’s rooftop. But first, a world of opportunity for nature lovers awaits. Trek Through El Yunque Rainforest The sole tropical rainforest within the United States National Forest System, El Yunque is Puerto Rico’s crown jewel, with 19 hiking trails of varying difficulty and one scenic drive passing towering waterfalls and diverse wildlife, just 40 minutes east of San Juan. “El Yunque is home to dozens of endemic animal species and hundreds of plants, making it a valuable treasure for research, education, and conservation,” says Christine Mora of Virtuoso on-site connection Bespoke Lifestyle Management. Virtuoso travel advisors work with Bespoke Lifestyle to craft tours through the rainforest: A half-day visit allows time for driving to the 85-foot Coca Falls and Yokahú Tower (with views to the Virgin Islands on a clear day). Full-day, off-the-beaten-path excursions take you trekking along the Río Espíritu Santo to see El Yunque’s lesser-known rivers and pools. Keep your eyes peeled for notable birdlife, such as the emerald-colored Puerto Rican tody and the only native parrot still found in the U.S. Departures: Any day through January 2, 2029. Swim in Bioluminescence Puerto Rico is home to not one, but three bioluminescent bays filled with glowing plankton – Laguna Grande in Fajardo, Mosquito Bay in Vieques, and La Parguera in Lajas. Bespoke Lifestyle Management organizes day tours to two of the sites from San Juan: Laguna Grande calls to kayakers, while those who want to a light-filled swim can opt for La Parguera. Locals love to take to the water near the coastal town and its nature preserve, located on the island’s southwest edge, two hours by car from San Juan. Spend an afternoon snorkeling offshore at Cayo Caracoles or Cayo Enrique, then end the day with a post-sunset dip in the glowing natural lagoon. While it’s visible year-round, bioluminescence is in full effect beneath dark skies and a new moon. Departures: Any day through January 2, 2029. Soak Up the Sun at Cayo Icacos The uninhabited, quarter-square-mile Cayo Icacos makes for an enticing escape beyond mainland Puerto Rico. From Fajardo, a major boating hub on the island’s east coast, take a water taxi or charter a catamaran for the 20-minute ride to this pristine white-sand beach. Even though Icacos brims with weekend sunbathers and snorkelers, it’s almost always quieter than the mainland. Those looking to stray from the sand can follow a small network of nature trails through dense thickets of coastal scrub and sea-grape trees. Spot iguanas, shore-dwelling birds, and anole lizards on dry land. Just offshore, the 29,000-acre Cordillera Reef Nature Reserve protects sea turtles, hermit crabs, and colorful reef fish. Remember to bring your own snorkel – the island maintains a rustic charm, meaning there are no permanent facilities like shops or restaurants. Take a Dip in the Blue Pond Puerto Rico’s only mountain range, the Cordillera Central stretches nearly 100 miles across the island’s interior, giving rise to a surprisingly dense network of natural swimming holes. In the Carite State Forest, an hour’s drive south of San Juan, towering bamboo thickets and guava trees surround Charco Azul’s deep, clear-blue water. Spend a morning swimming, then take a 20-minute drive for a very local lunch. #luxurytravel #adventure #explore #partoftheusa #vacation #travelanytimeoftheyear #lttravelconnection 
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