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 4 Willemstad, Curaçao

Dutch settlers came here in the 1630s, about the same time they sailed through the Verazzano Narrows to Manhattan, bringing with them original red-tile roofs, first used on the trade ships as ballast and later incorporated into the architecture of Willemstad. Much of the original colonial structures remain, but this historic city is constantly reinventing itself and the government monument foundation is always busy restoring buildings in one urban neighborhood or another. The salty air causes what is called "wall cancer" which causes the ancient abodes to continually crumble over time. The city is cut in two by Santa Anna Bay. On one side is Punda (the point)—crammed with shops, restaurants, monuments, and markets and a new museum retracing its colorful history. And on the other side is Otrobanda (literally meaning the "other side"), with lots of narrow, winding streets and alleyways (called "steekjes" in Dutch), full of private homes notable for their picturesque gables and Dutch-influenced designs. In recent years the ongoing regeneration of Otrobanda has been apparent, marked by a surge in development of new hotels, restaurants, and shops; the rebirth, concentrated near the waterfront, was spearheaded by the creation of the elaborate Kura Hulanda complex.There are three ways to cross the bay: by car over the Juliana Bridge; by foot over the Queen Emma pontoon bridge (locally called "The Swinging Old Lady"); or by free ferry, which runs when the pontoon bridge is swung open for passing ships. All the major hotels outside town offer free shuttle service to town once or twice daily. Shuttles coming from the Otrobanda side leave you at Riffort. From here it's a short walk north to the foot of the pontoon bridge. Shuttles coming from the Punda side leave you near the main entrance to Ft. Amsterdam.

Day 5 Oranjestad, Aruba

Aruba's capital is easily explored on foot. Its palm-lined central thoroughfare runs between old and new pastel-painted buildings of typical Dutch design (Spanish influence is also evident in some of the architecture). There are a lot of malls with boutiques and shops—the Renaissance mall carries high-end luxury items and designer fashions. A massive renovation in downtown has given Main Street (a.k.a. Caya G. F. Betico Croes) behind the Renaissance Resort a whole new lease on life: boutique malls, shops, and restaurants have opened next to well-loved family-run businesses. The pedestrian-only walkway and resting areas have unclogged the street, and the new eco-trolley is free and a great way to get around. At this writing, Linear Park was well and will showcase local merchants and artists. There will be activities along a boardwalk that will eventually run all the way to the end of Palm Beach, making it the longest of its kind in the Caribbean.

Day 7 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 8 Puerto Plata, Dominican Republic

San Felipe de Puerto Plata is the capital of the Puerto Plata province on the Dominican Republic's Atlantic north coast. The city is best known for its beaches. Playa Dorada's lengthy beachfront is backed by resorts and an 18-hole golf course. The city's old colonial-era center is dominated by the 16th-century Fortaleza San Felipe, a Spanish fortress that now houses historical and military artifacts.

Day 11 New York, New York, United States

From Wall Street's skyscrapers to the neon of Times Square to Central Park's leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York's vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.