Day 1 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 2 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 4 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 5 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 6 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 7 Costa Maya, Mexico
Laid-back coast with sandy beaches & waterfront eateries, plus diving around offshore coral reefs.
Day 11 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 14 Road Bay, Anguilla
Day 15 Roseau, Dominica
Although it's one of the smallest capitals in the Caribbean, Roseau has the highest concentration of inhabitants of any town in the eastern Caribbean. Caribbean vernacular architecture and a bustling marketplace transport visitors back in time. Although you can walk the entire town in about an hour, you'll get a much better feel for the place on a leisurely stroll. For some years now, the Society for Historical Architectural Preservation and Enhancement (SHAPE) has organized programs and projects to preserve the city's architectural heritage. Several interesting buildings have already been restored. Lilac House, on Kennedy Avenue, has three types of gingerbread fretwork, latticed verandah railings, and heavy hurricane shutters. The J.W. Edwards Building, at the corner of Old and King George V sreets, has a stone base and a wooden second-floor gallery. The Old Market Plaza is the center of Roseau's historic district, which was laid out by the French on a radial plan rather than a grid, so streets such as Hanover, King George V, and Old radiate from this area. South of the marketplace is the Fort Young Hotel, built as a British fort in the 18th century; the nearby statehouse, public library, and Anglican cathedral are also worth a visit. New developments at the bay front on Dame M.E. Charles Boulevard have brightened up the waterfront.
Day 16 Basse-Terre, Guadeloupe
Day 17 Marigot, Saint Martin (French part)
French and Dutch have lived side by side on St. Maarten/St. Martin for hundreds of years—with no border patrols or customs between them. The French side has a more genteel ambience, more fashionable shopping, and a Continental flair. The Dutch tends to be less expensive, has casino hotels, and more nightlife. Water sports abound all over—diving, snorkeling, sailing, and windsurfing are all top draws. And it's easy to while away the day relaxing on one of the 37 beaches, strolling the boardwalk of Dutch-side Philipsburg, and exploring the very French town of Marigot. Although luck is an important commodity at St. Maarten's 13 casinos, chance plays no part in finding a good meal at the island's excellent eateries. The best way to explore St. Maarten/St. Martin is by car. Though often congested, especially around Philipsburg and Marigot, the roads are fairly good, though narrow and winding, with some speed bumps, potholes, roundabouts, and an occasional wandering goat herd. Few roads are marked with their names, but destination signs are common. Besides, the island is so small that it's hard to get really lost—at least that is what locals tell you. If you're spending a few days, get to know the area with a scenic "loop" around the island. Be sure to pack a towel and some water shoes, a hat, sunglasses, and sunblock. Head up the east shoreline from Philipsburg, and follow the signs to Dawn Beach and Oyster Pond. The road winds past soaring hills, turquoise waters, quaint West Indian houses, and wonderful views of St. Barth. As you cross over to the French side, turn into Le Galion for a stop at the calm sheltered beach, the stables, the butterflies, or the windsurfing school, then keep following the road toward Orient Bay, the St-Tropez of the Caribbean. Continue to Anse Marcel, Grand Case, Marigot, and Sandy Ground. From Marigot, the flat island of Anguilla is visible. Completing the loop brings you past Cupecoy Beach, through Maho and Simpson Bay, where Saba looms in the horizon, and back over the mountain road into Philipsburg.
Day 18 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.
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