Day 1 Fort Lauderdale, Florida, United States

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don't seem to be going anywhere.

Day 2 Half Moon Cay, Bahamas

The Half Moon Caye is a natural monument situated at the southeast corner of Lighthouse Reef Atoll. The crescent-shaped caye is a protected marine reserve that was established as a World Heritage Site in 1996. The pristine caye has breath-taking walk-in snorkelling from the beach, idyllic sandy beaches and magnificent wildlife both in the sea and within the littoral forest.

Day 4 Grand Turk Island, Turks and Caicos Islands

Just 7 miles (11 km) long and a little more than 1 mile (1½ km) wide, this island, the capital and seat of the Turks and Caicos government, has been a longtime favorite destination for divers eager to explore the 7,000-foot-deep pristine coral walls that drop down only 300 yards out to sea. On shore, the tiny, quiet island is home to white-sand beaches, the National Museum, and a small population of wild horses and donkeys, which leisurely meander past the white-walled courtyards, pretty churches, and bougainvillea-covered colonial inns on their daily commute into town. But things aren't entirely sleepy: a cruise-ship complex at the southern end of the island brings about 600,000 visitors per year. That said, the dock is self-contained and is about 3 miles (5 km) from the tranquil, small hotels of Cockburn Town, Pillory Beach, and the Ridge and far from most of the western-shore dive sites. Pristine beaches with vistas of turquoise waters, small local settlements, historic ruins, and native flora and fauna are among the sights on Grand Turk. Fewer than 4,000 people live on this 7½-square-mile (19-square-km) island, and it's hard to get lost, as there aren't many roads.

Day 5 Amber Cove, Dominican Republic

Day 7 Nassau, Bahamas

Nassau's sheltered harbor bustles with cruise-ship activity, while a block away Bay Street's sidewalks are crowded with shoppers who duck into air-conditioned boutiques and relax on benches in the shade of mahogany and lignum vitae trees. Shops angle for tourist dollars with fine imported goods at duty-free prices, yet you'll find a handful of stores overflowing with authentic Bahamian crafts, food supplies, and other delights. With a revitalization of downtown ongoing—the revamped British Colonial Hilton leading the way—Nassau is recapturing some of its past glamour. Nevertheless, modern influences are completely apparent: fancy restaurants, suave clubs, and trendy coffeehouses have popped up everywhere. These changes have come partly in response to the growing number of upper-crust crowds that now supplement the spring breakers and cruise passengers who have traditionally flocked to Nassau. Of course, you can still find a wild club or a rowdy bar, but you can also sip cappuccino while viewing contemporary Bahamian art or dine by candlelight beneath prints of old Nassau, serenaded by soft, island-inspired calypso music. A trip to Nassau wouldn't be complete without a stop at some of the island's well-preserved historic buildings. The large, pink colonial-style edifices house Parliament and some of the courts, while others, like Fort Charlotte, date back to the days when pirates ruled the town. Take a tour via horse-drawn carriage for the full effect.

Day 8 Fort Lauderdale, Florida, United States

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don't seem to be going anywhere.

Day 11 Cartagena, Colombia

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled city) with plazas, churches, museums, and shops that have made it a lively coastal vacation spot for South Americans and others. New hotels and restaurants make the walled city a desirable place to stay, and the formerly down-at-the-heels Getsemaní neighborhood attracts those seeking a bohemian buzz. The historic center is a small section of Cartagena; many hotels are in the Bocagrande district, an elongated peninsula where high-rise hotels overlook a long, gray-sand beach.When it was founded in 1533 by Spanish conquistador Pedro de Heredia, Cartagena was the only port on the South American mainland. Gold and silver looted from indigenous peoples passed through here en route to Spain and attracted pirates, including Sir Francis Drake, who in 1586 torched 200 buildings. Cartagena's walls protected the city's riches as well as the New World's most important African slave market.

Day 14 Puntarenas, Costa Rica

This town is not on the Nicoya Peninsula, but rather on Costa Rica's mainland. It is best known as a cruise-ship port and launching pad for ferries heading southeast to the coast of the Nicoya Peninsula and for cruises sailing out on the Gulf of Nicoya. Puntarenas is also a major fishing port with a lively fish market. The town's reputation suffers from the unimpressive parts you see from your car as you roll through town on the way to the ferry dock. But the town has a lot of character off the main drag, thanks to its illustrious past as an affluent port town and principal vacation spot for San José's wealthy, who arrived by train in the last century. Once the port was moved and roads opened to other beaches, Puntarenas's economy crashed, but it's making a comeback. Sitting on a narrow spit of sand—punta de arenas literally means "point of sand"—that protrudes into the Gulf of Nicoya, the town boasts a beautifully groomed, wide Blue Flag beach with views of the Nicoya Peninsula and spectacular sunsets, along with a public swimming pool, the San Lucas Beach Club, and a marine-life museum. Ticos arrive by bus and car to enjoy the beach and stroll the Paseo de los Turistas, a beachfront promenade lined with tree-shaded concrete benches and seafood restaurants. Crowds of locals, called porteños, cruise by on bicycles, the town's most popular form of transport.

Day 16 Acajutla, El Salvador

Day 17 Puerto Quetzal, Guatemala

Puerto Quetzal is Guatemala's largest Pacific Ocean port. It is important for both cargo traffic and as a stop-off point for cruise liners

Day 20 Puerto Vallarta, Mexico

Puerto Vallarta is a resort town on Mexico's Pacific coast, in Jalisco state. It is known for its beaches, water sports and nightlife scene. Its cobblestone center is home to the ornate Nuestra Señora de Guadalupe church, boutique shops and a range of restaurants and bars. El Malecón is a beachside promenade with contemporary sculptures, as well as bars, lounges and nightclubs.

Day 21 Cabo San Lucas, Mexico

Cabo San Lucas, a resort city on the southern tip of Mexico's Baja California peninsula, is known for its beaches, water-based activities and nightlife. Playa El Médano is Cabo's main beach, with outdoor restaurants and numerous bars. Past the marina is Land's End promontory, site of Playa del Amor (Lover's Beach) and El Arco, a natural archway in the seacliffs.

Day 23 San Diego, California, United States

San Diego is a vacationer's paradise, with year-round temperatures in the seventies and near-constant sunshine. One of America's most family-friendly cities, San Diego is home to LEGOLAND, the New Children's Museum, and the famous San Diego Zoo. Sunbathers and surfers are guaranteed to find their perfect beach, and foodies find delights in artisanal breweries, local bistros, and gourmet restaurants. From the Broadway excitement of La Jolla Playhouse to the European feel of Little Italy to the nouveau-chic of the Gaslamp Quarter, San Diego has something for everyone.