San Diego to New York City

Ensenada is a port city on the Pacific coast of Mexico’s Baja California peninsula. At its heart is the harbor and waterfront area with the Malecón promenade. Once a casino, the Riviera de Ensenada is now a cultural center. The nearby Museum of History and the Regional Historical Museum trace the area’s people and past. Migrating gray whales visit the waters offshore. Southwest of the city is La Bufadora blowhole.

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.

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.

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.

The second major jumping off point for the Galapagos Islands after Quito, this is a little city with a big heart. A sea port first and foremost, the city’s personality has been founded on that, and all the better it is for it too. Almost Caribbean in feeling, the clement climate coupled with the intermingling rhythms floating from the windows and abundance of fresh seafood make this a very tropical destination. Once not even considered by the travel books as a potential destination in its own right, the city has undergone something of a resurgence in the past few years. Proud Guayaquileños will not hestitate to point out the Malecón or the exciting new riverfront promenade, once a no-go area after dark, now happily (and hippily) lined with museums, restaurants, shops, and ongoing entertainment. The new airport and urban transportation network are also lauded to the happy tourists who find themselves here. As the largest and most populous city in Ecuador as well as being the commercial centre, it would only be natural that the city would have some kind of modern architecture, but it is the colourful favelas, or to use their real name guasmos, that cling to the side of the hillside like limpets that really catch your eye. A blend of old and new, the first inhabitants can be traced back to 1948 when the government cleared the area for affordable housing, these shanty towns are witness to the social and political particularities that Guayaquil has faced in the past.

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.

Santo Domingo is the capital of the Dominican Republic and one of the Caribbean’s oldest cities. Its walled, cobblestoned historic core, the Zona Colonial, has buildings that date to the 1500s, including the cathedral, which was the first built in the New World. On the cafe-lined Plaza de España is the Alcázar de Colón palace. It’s now one of the city’s many museums, displaying notable medieval and Renaissance art

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.

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.

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.

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.

The typical image of a lush tropical paradise comes to life on the friendly island of St Lucia. Despite its small size – just 27 miles long and 14 miles wide – St Lucia is rich in natural splendour with dense emerald rainforest, banana plantations and orchards of coconut, mango and papaya trees. The twin peaks of Les Pitons, now a UNESCO World Heritage Site rise dramatically 2,000 feet into the sky and dominate the island. Look out for unusual birds with brilliant plumage such as the St Lucia parrot, see a surprising diversity of exotic flora and enjoy the warm hospitality of the islanders in the small villages and open-air markets. Please be aware that St Lucia is a small, mountainous island, with steep, winding and bumpy roads. Customers with back and neck problems should take this into consideration when booking an excursion.

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.

Jost Van Dyke, four miles long, is truly known as the ‘barefoot island’. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island’s name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. ‘The Painkiller’, one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude’s in White Bay are renowned for drinks made with the island’s famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke’s history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural ‘bubble pool’, a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Samaná (pronounced sah-mah-NAH) is a dramatically beautiful peninsula, like an island unto itself, of coconut trees stretching into the sea. It’s something of a microcosm of the Dominican Republic: here you’ll see poverty and fancy resorts, brand-new highways as well as bad roads, verdant mountainsides, tropical forests, tiny villages lined with street-side fruit vendors, secluded beaches, and the radiant warmth of the Dominican people. Samaná is the name of both the peninsula and its biggest town, as well as the bay to the south. It’s worth noting that to locals, Samaná denotes only the largest town, Santa Bárbara de Samaná, which makes a great departure point for whale-watching or an excursion to Los Haitises Park across the bay. The bay is home to some of the world’s best whale-watching from mid-January to late March. It is now the site of Puerto Bahia Marina and Residences and the Bannister Hotel, contemporary, luxurious yet moderately priced. This complex has brought an entirely new level of tourism to this area, and given yachts a full-service facility in what has always been a desirable cruising destination.A visit here is really about two things: exploring the preserved natural wonders and relaxing at a small beachfront hotel. The latter is most readily accomplished in Las Terrenas, the only true tourist center, where you can find picturesque restaurants, accommodations of all types (including the new oceanfront Sublime Samaná and the luxury condo-hotel, Balcones del Atlantico), and great beaches. At Las Terrenas you can enjoy peaceful playas, take advantage of the vibrant nightlife, and make all your plans for expeditions on the peninsula. The other pleasures are solitary—quiet beaches, the massive national park Los Haitises, and water sports and hiking. A relatively new toll road connects Santo Domingo to the peninsula; it’s about a 2- to 2½-hour drive. Small El Catey International Airport is near Las Terrenas and is now being served by twice-weekly JetBlue flights (Wednesday and Saturday). On the Dominican Republic’s Samaná Peninsula, the green mountains teem with coconut trees and dramatic vistas of the ocean. The area is full of hidden beaches reachable only on foot or by sea, protected coves, and undeveloped bays. A visit to Samaná is really about two things: exploring its preserved natural wonders and relaxing on the beach. There are a number of all-inclusive resorts where you can hang your hat, quaint and low-key beachfront hotels, as well as new world-class properties, where you can find complete relaxation and tranquillity.

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.

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.