Day 1 San Juan (Puerto Rico), Puerto Rico
If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.
Day 2 Gustavia, Saint Barthélemy
You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.
Day 3 Saint John's, Antigua and Barbuda
With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John's has been the administrative capital since the island's colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.
Day 4 Basseterre, Saint Kitts, Saint Kitts and Nevis
Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you're in public places.
Day 5 Spanish Town, Virgin Gorda, Saint Kitts and Nevis
Virgin Gorda, or "Fat Virgin," received its name from Christopher Columbus. The explorer envisioned the island as a pregnant woman in a languid recline, with Gorda Peak being her belly and the boulders of the Baths as her toes. Different in topography from Tortola, with an arid landscape covered with scrub brush and cactus, the pace of life is slower here, too. Goats and cattle own the right of way, and the unpretentious friendliness of the people is winning. The top sight (and beach for that matter) is the Baths, which draws scores of cruise-ship passengers and day-trippers to its giant boulders and grottoes that form a perfect snorkeling environment.
Day 8 Miami, Florida, United States
Miami is one of the world's most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.
Day 10 Cozumel, Mexico
It's not another Cancún yet, but Cozumel's days as a rustic divers' hangout are history. Whether arriving by plane or at the island's gleaming ferry terminal, visitors soon realize there's nothing deserted about this island. That has its advantages. It's rare to find such stunning natural beauty, glass-clear aquamarine seas, and vast marine life combined with top-flight visitor services and accommodations, and as a result Cozumel's devotees are legion. Divers sharing stories of lionfish and sharks sit table-to-table with families tanned from a day at the beach club, while Mexican couples spin and step to salsa music in the central plaza. But the elephant in Cozumel's big and bountiful room are the throngs of cruise-ship passengers who take over the countless crafts and jewelry stores along the seaward boulevard downtown any day there are ships in port—which is to say, just about every day. But take just a few steps off the beaten path and this little island offers big rewards. Deserted, windswept beaches, wild and vibrant natural parks, and 600 miles of coral reef are still yours for the discovering. Just 19 km (12 miles) off the coast, Cozumel is 53 km (33 miles) long and 15 km (9 miles) wide, making it the country's third-largest island. Plaza Central, or just "la plaza," is the heart of San Miguel, directly across from the docks. Residents congregate here in the evening, especially on weekends, when free concerts begin at 8 pm. Heading inland (east) takes you away from the tourist zone and toward residential areas of town. Most of the island's restaurants, hotels, stores, and dive shops are concentrated downtown and along the two hotel zones that fan out along the leeward coast to the north and south of San Miguel. The most concentrated commercial district is between Calle 10 Norte and Calle 11 Sur to beyond Avenida Pedro Joaquin Coldwell. Cozumel's solitude-seeking windward side also has a few restaurants and one hotel. Unless you want to stick around your hotel or downtown San Miguel for your whole stay, you'll do well to rent a car or a scooter. Most worthwhile sites, such as the island's Mayan ruins and pristine windward beaches, are only readily accessible with wheels. Taxi fares are astronomical, and after just a few trips a rental car is clearly a better deal.
Day 11 Belize City, Belize
Belize City, a coastal gem, seamlessly blends history and modern vibrancy. Colonial architecture graces lively streets, narrating tales of Mayan roots and cultural richness. A welcoming atmosphere emanates from friendly locals, and diverse festivals celebrate Belize's heritage. The city serves as a gateway to natural wonders, from serene river rides to the renowned Belize Barrier Reef. Pristine beaches like Old Belize Beach invite relaxation. Culinary delights abound, showcasing Belizean flavours. In this enchanting city, every smile, historical landmark, and cultural celebration embodies the warmth and charm that make Belize City an unforgettable destination.
Day 13 Cayman Brac, Cayman Islands
First spotted on his fourth and final trans-Atlantic crossing in 1503 and originally named Las Tortugas by Christopher Columbus because of the many turtles he spotted on the island, Cayman Brac rears up out of the water as if surrounded by a fort. Think craggy limestone shores (although archetypal sandy beaches and blue lapping seas are assured on the north of the island), which have kept this Cayman relatively free from mass tourism. Because of her geographical location (145km from Grand Cayman) and her challenging coastal approach, life has remained very laid back here, with local enterprises being stonemasonry and fishing, although some mass tourism is being developed thanks mostly due to its pristine underwater eco-system ensuring divers and snorkellers some very special sights. The Brac, or “Bluff” has however been a magnetic pull to climbers in recent years, with over 100 sport climbs mapped out on the easterly cliff face. Despite its rich historical past the island is assuredly modern. The middle child of the Cayman Islands, Cayman Brac is just 19kms long (although its little sister, Little Cayman is 16km, while Grand Cayman, although still small, is by far the largest at 35 km). Nevertheless, the plethora of hidden caves, nature trails and abundant wildlife both above and below the water make this little gem a paradise for nature lovers.
Day 15 Key West, Florida, United States
Located closer to Havana than Miami, Key West is synonymous for all that is fabulous. Whether it's beaches, back country or just a brilliant time that you're after, Florida's most southern point holds a wealth of intrigue, both past and present. Famed for its unique originality, Key West is a condensation of the best of the sunshine state – fantastic weather, laid back attitude, deep-rooted history and masses of fantastic, fresh seafood; it's little wonder that nobody ever wants to leave.Floating in the middle of the Gulf of Mexico, the island has two very definite personalities: bookish and bizarre. On the one hand, the literary festivals, exquisite Caribbean architecture and splendid art galleries attract the bourgeoisie, while on the other, the eccentricity and reticence to be associated with “the mainland” attracts all kinds of “happies” –new era hippies. The two dichotomies live peacefully side by side and have done ever since travellers started arriving in the 1960s — Key West being one of the three big K's on the hippie path to enlightenment (Kuta and Kathmandu are the others).But past the idiosyncrasies of the Key Westers, and you will find an island that is literally brimming over with spectacular sights and wonderful wilderness. From Henry S. Truman's Little White House and Ernest Hemmingway's house and studio, to botanical gardens and marine sanctuaries, visitors will leave this fascinating island wanting more.Best seen by foot, bike or boat, this is an island to be explored al fresco.
Day 16 Miami, Florida, United States
Miami is one of the world's most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.
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