Day 1 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 3 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 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 Kralendijk, Bonaire

Day 7 Canouan Island, Saint Vincent and the Grenadines

Day 8 Castries, Saint Lucia

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.

Day 9 Îles des Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean's most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.

Day 10 Saint John's, Antigua and Barbuda

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.

Day 11 Anguilla, Anguilla

Day 12 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 1 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 2 Gustavia, Saint Barthélemy

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Day 3 Saint John's, Antigua and Barbuda

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.

Day 4 Îles des Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean's most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.

Day 5 Castries, Saint Lucia

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.

Day 6 Canouan Island, Saint Vincent and the Grenadines

Day 8 Kralendijk, Bonaire

Day 9 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 10 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 12 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.