Lisbon to Fort Lauderdale

Lisbon has inspired explorers for centuries with its stunning setting at the Tagus River’s mouth. Its labyrinthine streets carry echoes of 16th-century navigators who sailed on the winds of the Age of Discovery. The city prospered greatly from its trade. And today’s streets are lined with the legacies of wealthy builders, including the Jerónimos Monastery and Belém Tower, stunning works that introduced Manueline architecture. Savoring local cuisine and port wine are favorite pastimes here. On any evening, the strains of fadospill from clubs in the historic Alfama District.

Offering solace on the long journey across the Atlantic, Ponta Delgada is the Azores Islands' largest city, and a welcome relief for any weary sailor. Located on an archipelago of Portuguese islands, some 1,100 miles from the mainland, you can explore humbling volcanic scenery, as well as Sao Miguel's verdant landscape - which glows with colour when the hydrangeas that the Azores are known for bloom into life during the summer months. The striking black and white facade of the Church of Sao Jose welcomes you to the city itself, while you can head to the markets to pick up the pineapples, tea leaves and coffee beans that add a little flavour to the island. As the largest city of the Azores, Ponta Delgada is well stocked with places to eat delicious local seafood, or pick up a little shopping, as you enjoy setting your feet on dry land, following a long journey at sea. Volcanic firepower has carved these stunning islands, and a journey up to Caldeira das Sete Cidades is a must do, where you can hike beside the water-filled crater, and admire views of steep green walls, and the uninterrupted Atlantic Ocean stretching beyond them. Lagoa de Fogo offers yet more humbling views, with the crater lake dropping off sharply to rippled ocean far below.

Set on the five-sided island of Faial, Horta is decorated with a colourful cacophony of artworks, which have been daubed across its concrete marina by visitors from around the globe. Left behind by sailors, they tell thrilling stories of life on the high seas. Sitting in the midst of the vast Atlantic, 1,100 miles away from the Portuguese mainland, Horta is the ideal pit-stop for yachts traversing the Atlantic, and one of the world's most visited marinas. The tapered, imposing peak of the Pico volcano, on neighbouring Pico Island, provides a glorious backdrop to the jostling yacht masts of the marina. For the ultimate view, however, you'll need to head up to Faial's own volcanic treasure - Caldeira. Look out from this colossal crater, to absorb the extraordinary views, and a demonstration of a volcano's ability to create as well as destroy. The crater is a natural reserve that blooms with wildflowers and lush green scenery, and scattered sky-blue hydrangeas. Flowers spread colour right across these islands - and you can learn more about the native species at the Faial Botanical Garden.

Gustavia is the capital and main harbor town of Saint Barthélemy in the Caribbean Sea. It is known for its beautiful waterfront, luxury yachts, and charming streets lined with shops and restaurants. The town was named after King Gustav III, reflecting the island’s historical connection to Sweden. Visitors enjoy its scenic beaches, colorful buildings, and relaxed atmosphere. Gustavia is a popular destination for tourists seeking both natural beauty and modern comforts.

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.

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.

Grand Turk, the capital of the Turks and Caicos Islands, is celebrated for its pristine white-sand beaches and crystal-clear turquoise waters, perfect for snorkelling. This tropical gem is home to historic landmarks like the Grand Turk Lighthouse and the Turks and Caicos National Museum, which provide a captivating insight into the island's vibrant history. Discover its charming colonial architecture, browse unique local boutiques, and savor mouthwatering fresh seafood at delightful waterfront restaurants. Today you might have the opportunity to enjoy marina activities such as kayaking, paddle boarding, and snorkeling, for an unforgettable experience on the water.

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.