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.

Praia da Vitória is a charming coastal town located on the island of Terceira, part of the Azores in Portugal. Known for its beautiful bay and relaxed atmosphere, it is one of the most welcoming destinations in the Azores.

The town features a long stretch of sandy beach—one of the rare sandy shores in the Azores—making it ideal for swimming, sunbathing, and seaside walks. Its name, meaning “Beach of Victory,” reflects its historical importance, particularly during the Portuguese Liberal Wars.

Praia da Vitória offers a blend of natural beauty and local culture, with colorful buildings, scenic viewpoints, and a lively marina. Visitors can explore nearby hiking trails, enjoy fresh seafood, and experience local festivals that showcase traditional Azorean music and cuisine.

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.

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.

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.

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.