San Juan to San Juan

San Juan to San Juan
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Trip Overview

A 7-night ocean voyage aboard Silver Shadow, San Juan, United States of America to San Juan, United States of America. Destination: Caribbean & Central America.

Operated by Silversea Cruises aboard Silver Shadow.

Cruise Highlights

San Juan

St John

St. John's

Charlestown (Nevis)

Philipsburg, St. Maarten

Gustavia, St. Barthelemy

Spanish Town

Daily Itinerary

Tour description San Juan, Puerto Rico Although Puerto Rico is a commonwealth of the United States, few cities in the Caribbean are as steeped in Spanish tradition as San Juan. Within a seven-square-block area in Old San Juan are restored 16th-century buildings, museums, art galleries, bookstores, and 200-year-old houses with balustraded balconies overlooking narrow, cobblestone streets. In contrast, San Juan's sophisticated Condado and Isla Verde areas have glittering hotels, fancy boutiques, casinos, and discos. Out in the countryside is 28,000-acre El Yunque National Forest, a rain forest with more than 240 species of trees growing at least 100 feet high. You can stretch your sea legs on dramatic mountain ranges, numerous trails, in vast caves, at coffee plantations, old sugar mills, and hundreds of beaches. No wonder San Juan is one of the busiest ports of call in the Caribbean. Like any other big city, San Juan has its share of petty crime, so guard your wallet or purse, especially in crowded markets and squares. Sights Old San Juan, the original city founded in 1521, contains carefully preserved examples of 16th- and 17th-century Spanish-colonial architecture. More than 400 buildings have been beautifully restored. Graceful wrought-iron balconies with lush hanging plants extend over narrow streets paved with adoquines (blue-gray stones originally used as ballast on Spanish ships). The Old City is partially enclosed by walls that date from 1633 and once completely surrounded it. Designated a U.S. National Historic Zone in 1950, Old San Juan is chockablock with shops, open-air cafés, homes, tree-shaded squares, monuments, and people. You can get an overview on a morning's stroll (bear in mind that this "stroll" includes some steep climbs). However, if you plan to immerse yourself in history or to shop, you'll need a couple of days. Alcaldía. San Juan's city hall was built between 1602 and 1789. In 1841, extensive alterations were made so that it would resemble the city hall in Madrid, with arcades, towers, balconies, and an inner courtyard. Renovations have refreshed the facade of the building and some interior rooms, but the architecture remains true to its colonial style. Only the patios are open to public viewings. A municipal tourist information center and an art gallery with rotating exhibits are in the lobby. 153 Calle San Francisco, Plaza de Armas, Old San Juan. Castillo San Cristóbal. This huge stone fortress, built between 1634 and 1790, guarded the city from land attacks from the east. The largest Spanish fortification in the New World, San Cristóbal was known in the 17th and 18th centuries as the Gibraltar of the West Indies. Five freestanding structures divided by dry moats are connected by tunnels. You're free to explore the gun turrets (with cannon in situ), officers' quarters, re-created 18th-century barracks, and gloomy passageways. Along with El Morro, San Cristóbal is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Rangers conduct tours in Spanish and English. Calle Norzagaray at Av. Muñoz Rivera, Old San Juan. Admission charged. Castillo San Felipe del Morro (El Morro). At the northwestern tip of the Old City is El Morro ("the promontory"), a fortress built by the Spaniards between 1539 and 1786. Rising 140 feet above the sea, the massive six-level fortress was built to protect the harbor entrance. It is a labyrinth of cannon batteries, ramps, barracks, turrets, towers, and tunnels. Built to protect the port, El Morro has a commanding view of the harbor. You're free to wander throughout. The cannon emplacement walls and the dank secret passageways are a wonder of engineering. The fort's small but enlightening museum displays ancient Spanish guns and other armaments, military uniforms, and blueprints for Spanish forts in the Americas, although Castillo San Cristóbal has more extensive and impressive exhibits. There's also a gift shop. The fort is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Various tours and a video are available in English. Calle del Morro, Old San Juan. Admission charged. Catedral de San Juan Bautista. The Catholic shrine of Puerto Rico had humble beginnings in the early 1520s as a thatch-roofed, wooden structure. After a hurricane destroyed the church, it was rebuilt in 1540, when it was given a graceful circular staircase and vaulted Gothic ceilings. Most of the work on the present cathedral, however, was done in the 19th century. The remains of Ponce de León are behind a marble tomb in the wall near the transept, on the north side. The trompe l'oeil work on the inside of the dome is breathtaking. Unfortunately, many of the other frescoes suffer from water damage. 151 Calle Cristo, Old San Juan. Admission charged. Galería Nacional. Built by Dominican friars in 1523, this convent-the oldest in Puerto Rico-once served as a shelter during Carib Indian attacks and, more recently, as headquarters for the Antilles command of the U.S. Army. The beautifully restored building contains the Galería Nacional, which showcases the collection of the Institute of Puerto Rican Culture. Arranged chronologically, the museum traces the development of Puerto Rican art over the centuries, from José Campeche and Francisco Oller to Rafael Tufiño and Myrna Báez. You'll also find a good collection of santos, traditional wood carvings of saints. 98 Calle Norzagaray, Old San Juan. Admission charged. La Fortaleza. Sitting atop the fortified city walls overlooking the harbor, the Fortaleza was built between 1533 and 1540 as a fortress, but it wasn't a very good one. It was attacked numerous times and was occupied twice, by the British in 1598 and the Dutch in 1625. When El Morro and the city's other fortifications were finished, the Fortaleza became the governor's palace. Numerous changes have been made to the original primitive structure over the past four centuries, resulting in the current eclectic yet eye-pleasing collection of marble and mahogany, medieval towers, and stained-glass galleries. It is still the official residence of the island's governor, and is the Western Hemisphere's oldest executive mansion in continual use. Guided tours of the gardens and the building's exterior are conducted several times a day in English and Spanish. Call ahead, as the schedule changes daily. Proper attire is required: no sleeveless shirts or very short shorts. The tours begin near the main gate in a yellow building called the Real Audiencia, housing the Oficina Estatal de Preservación Histórica. Western end of Calle Fortaleza, Old San Juan. Museo de las Américas. On the second floor of the imposing former military barracks, Cuartel de Ballajá, this museum houses four permanent exhibits: Popular Arts, African Heritage, the Indian in America, and Conquest and Colonization. You'll also find a number of temporary exhibitions of works by regional artists. A wide range of handicrafts is available in the gift shop. Calle Norzagaray and Calle del Morro, Old San Juan. Admission charged. Elsewhere in San Juan Casa Bacardí Visitor Center. Exiled from Cuba, the Bacardí family built a small rum distillery here in the 1950s. Today it's the world's largest, with the capacity to produce 100,000 gallons of spirits a day and 21 million cases a year. You can hop on a little tram to take an approximately 45-minute tour of the visitor center, though you don't visit the distillery itself. Yes, you'll be offered a sample. Bay View Industrial Park, Rte. 165, Km 2.6, at Rte. 888, Cataño. Museo de Arte de Puerto Rico. One of the biggest museums in the Caribbean, this beautiful neoclassical building was once the San Juan Municipal Hospital. The collection of Puerto Rican art starts with works from the colonial era, most of them commissioned for churches. Here you'll find works by José Campeche, the island's first great painter. His Immaculate Conception, finished in 1794, is a masterpiece. Also well represented is Francisco Oller y Cestero, who was the first to move beyond religious subjects to paint local scenes. Another gallery room is filled with works by artists inspired by Oller. The original building, built in the 1920s, proved to be too small to house the museum's collection: the newer east wing is dominated by a five-story-tall stained-glass window, the work of local artist Eric Tabales. There's also a beautiful garden filled with a variety of native flora and a 400-seat theater that's worth seeing for its remarkable hand-crocheted lace curtain. 299 Av. José de Diego, Santurce. Admission charged. Shopping San Juan is not a duty-free port, so you won't find bargains on electronics and perfumes. However, shopping for native crafts can be fun. Popular souvenirs and gifts include santos (small, hand-carved figures of saints or religious scenes), hand-rolled cigars, local coffee, handmade lace, and carnival masks. In Old San Juan, especially on Calles Fortaleza and Cristo, you can find everything from T-shirt emporiums to selective crafts stores, bookshops, art galleries, jewelry boutiques, and even shops that specialize in made-to-order Panama hats. Calle Cristo is lined with factory-outlet stores, including Coach and Ralph Lauren. Beaches San Juan doesn't have the island's best beaches, but anyone can rent a chair for the day at one of the public entry points.

Like so many of the islands in the Caribbean, 2017’s double whammy of hurricanes Irma and Maria devastated much of St. John. However, as relief funds get funnelled into rebuilding, normality is gradually being restored, and St. John version 2.0 is emerging - bolder, brighter and better. St. John’s small size might just give it the edge over other desert islands. The US purchased the tiny landmass (at just nine miles long, the island is the smallest of the three American Virgin Islands) from the West India and Guinea Company in 1917 and it remains under US govern to this day. Historically speaking however St. John is Danish, who colonised it for almost 250 years before its sale to America. The Virgin Island Nation park covers almost two-thirds the island, meaning visually St. John is stunning, and will remain that way for generations to come. This ‘gift’ to the world comes thanks to Laurence Rockefeller who in 1956 gave the 5,000 acres of lush forest to the people of the island, with the caveat that it become a national park. Thus, velvety green hills slope into picture perfect white sand beaches, which are ringed by turquoise seas. One very definite winner of the tourism hiatus since 2017 has been the marine wildlife. Underwater life was barely affected by the storms and the subsequent lack of tourism has allowed the eco-systems to propagate. The island’s abundant coral reefs were not overly affected by the storms and today the waters are teeming with sea turtles, reef sharks and sting rays.

Lush and lively, Antigua is a bedazzling Caribbean destination, gorged with sunshine and crisp white sand beaches. Historic forts, sparkling coastline, and dense rainforest all contribute to Antigua’s land of thrilling natural beauty. With its bright blue to turquoise sea gradients – the beaches are vibrant and plentiful and the island has no shortage to choose from, with a rumoured 365 options. Experience the beauty on horseback, as your ride pounds across the sands, and the wind whips through your hair. Choose to loll in a catamaran offshore, or lie back on a bed of the softest sand to soak it all in. Beach shacks cook up fresh seafood and spicy goat meat curries if you're feeling hungry. St John’s glows in the sunshine, with flamingo pink and baby blue paints boldly coating vivid Georgian buildings. Lively markets offer an authentic slice of Antiguan life, while museums celebrate the island’s revered cricketers like Viv Richards, and the story of independence. The whacks and whoops of makeshift cricket games hint at the island’s British history, and you can see more of this heritage at Falmouth Harbour - which was the centre of the British presence in the Caribbean. The area is still filled with sailers and dallying yachts, as well as the only working Georgian dockyard in the world. Built in 1725, the UNESCO World Heritage Site, Nelson's Dockyard, was led by the admiral Horatio Nelson himself and is a fascinating time warp. Hike up to viewpoints here, which reward with glorious views of the forest-clad inlets, craggy cliffs and pointed hills. The stone towers of sugar mills dot the island, and hint at the tragic history of slavery, amid the island's sugar trade past.

Glorious golden beaches fiery sunsets and verdant tropical backdrops await at Nevis - a picturesque sliver of Caribbean heaven and the smaller twin of Saint Kitts. The sight of the island’s golden sands lying before the verdant backdrop of Nevis Peak’s clouded taper is sure to mesmerise you. Charlestown serves as the laidback capital of Nevis and is peppered with a charming assortment of baby blue colonial architecture. The perfume of incense hangs heavy in the air at the Botanical Gardens of Nevis - where orchids open up in the bright sunshine and fountains trickle among the green haven of tropical plants. The simple pleasure of a vivid sunset is one of a myriad of reasons why Nevis is such a sought-after destination and the nightly explosions of salmon-pinks and blood-reds that spill across the sky never fade in impact. Head to the magnificent Pinney's Beach - which stretches for more than three miles - to stroll through turquoise water and caramel-coloured sand. Lovers Beach offers an alternative flavour in a quieter breathlessly romantic setting – laying out views across the Atlantic rollers to St Kitts before you. Shipwrecks wait strewn just offshore and enthusiastically embraced by abundant marine life. Scuba dive to explore the skeletal wrecks first hand as clownfish zip between the broken boughs of doomed vessels. Booby High Shoals is a popular diving spot where you can meet curious sea turtles gliding through the water.

Offering an island bounty of electric-blue Caribbean Sea waters sensational scuba diving and elevated viewpoints Philipsburg revels in Caribbean beauty. St. Maarten is an unusual island of dual personality - partitioned into French and Dutch sides. Discovered by Christopher Columbus on his second journey to the Americas in 1493. Squeezed between the bay and the Great Salt Pond the town offers waterfront strolls in the gentle breeze duty-free bargains and plenty of room to sit and drink in the dazzling sea views. Clear turquoise waters hold underwater worlds of colourful corals and fish while glorious beaches of typical Caribbean beauty invite you to sprawl out beside the tempting shallow waters. Look out to see occasional jet skis skirting the waters as you recline on sand flanked by lush vegetation on both sides. Tear into the fresh local produce and taste the island’s sensational seafood - from lobster to red snapper and conch cocktails. Don’t miss the opportunity to try out the island’s favourite tipple either - guavaberry rum. Beautiful green peaks offer stunning hikes amid the rich tangle of jungle scenery. Maho Beach may also be on the radar – the tranquillity of this small beach is regularly interrupted by the deafening roar of jet engines as Princess Juliana International Airport’s runway comes perilously close to the sands. Huge planes skim just above the beach before touching down and the blasts of departing jet engines blow violent gales out towards the waters.

Cherry red roofs, yacht-sprinkled bays and a sophisticated French flavour all add to the gorgeous Caribbean allure of Gustavia. The island's capital rolls around a horseshoe-shaped harbour, where gleaming yachts hover and fancy boutiques, bars and restaurants fizz with life and clinking cutlery. Head up to red and white Gustavia Lighthouse to look down over the revered waters, which attract many a celebrity guest and diving enthusiast to these shores. Christopher Columbus was the first European to discover this volcanic island in 1493, giving it the name St Barthelemy in honour of his younger brother. The island has a unique history as a Swedish colony, following a deal with the French King Louis XVI to exchange the island with Sweden for better trading rights. It was returned to French control in 1878 and is now a French Overseas Collectivity. Learn more of the Swedish legacy at Fort Karl - which sits on a 29-metre-high hill above Shell Beach. The fort now lies in ruins, but you'll meet wandering iguanas, and the views down of sweeping sea and emerald coastline are some of the island's finest. Down below, a delightful spread of tiny pebbles and shell fragments are scattered like confetti and lapped by crystal-clear water. A little exploration uncovers countless other glorious beaches and natural wonders. Colombier Beach is a little out of the way but cradles silky-smooth sands and typically turquoise waters. If you have chance, find somewhere to settle and sip fruity rum cocktails as the sunset flares across the waves.

Compact, but utterly gorgeous, the third biggest of the British Virgin Isles is one of the region’s most spectacular - and a truly indulgent Caribbean escape to rejuvenate the senses. Sprinkled amid the mansions and private islands of the rich and famous, Virgin Gorda has somehow retained its secluded, castaway paradise atmosphere. Translating as Fat Virgin, the island was given its unusual name by Colombus, who noted the protruding stomach of the island's shape. Visit to dive deep into the island's relaxed essence, and to gorge on endless expanses of idyllic beaches and dreamy coastline. Visit a trademark white sand beach - like the slice of paradise at Savannah Bay - or rise up to the perspective offered from the elevated heights of Gorda Peak. At its southern end, Devil’s Bay National Park provides a haven of relaxation, amid geothermal pools and mounds of scattered boulders. Secluded caves and rock pockets fill with seawater at the Baths, forming the perfect spot to sink into the welcoming water and unwind. Whether you choose one of the beaches here, or head to the island’s plethora of other options, chances are you'll only be able to resist the call of the waves for so long. With tempting temperatures and electric blue overtones, the seas here are the quintessential Caribbean experience. Snorkellers also have rich pickings among crystal clear diving sites - blossoming with colourful fish and sea life.

Tour description San Juan, Puerto Rico Although Puerto Rico is a commonwealth of the United States, few cities in the Caribbean are as steeped in Spanish tradition as San Juan. Within a seven-square-block area in Old San Juan are restored 16th-century buildings, museums, art galleries, bookstores, and 200-year-old houses with balustraded balconies overlooking narrow, cobblestone streets. In contrast, San Juan's sophisticated Condado and Isla Verde areas have glittering hotels, fancy boutiques, casinos, and discos. Out in the countryside is 28,000-acre El Yunque National Forest, a rain forest with more than 240 species of trees growing at least 100 feet high. You can stretch your sea legs on dramatic mountain ranges, numerous trails, in vast caves, at coffee plantations, old sugar mills, and hundreds of beaches. No wonder San Juan is one of the busiest ports of call in the Caribbean. Like any other big city, San Juan has its share of petty crime, so guard your wallet or purse, especially in crowded markets and squares. Sights Old San Juan, the original city founded in 1521, contains carefully preserved examples of 16th- and 17th-century Spanish-colonial architecture. More than 400 buildings have been beautifully restored. Graceful wrought-iron balconies with lush hanging plants extend over narrow streets paved with adoquines (blue-gray stones originally used as ballast on Spanish ships). The Old City is partially enclosed by walls that date from 1633 and once completely surrounded it. Designated a U.S. National Historic Zone in 1950, Old San Juan is chockablock with shops, open-air cafés, homes, tree-shaded squares, monuments, and people. You can get an overview on a morning's stroll (bear in mind that this "stroll" includes some steep climbs). However, if you plan to immerse yourself in history or to shop, you'll need a couple of days. Alcaldía. San Juan's city hall was built between 1602 and 1789. In 1841, extensive alterations were made so that it would resemble the city hall in Madrid, with arcades, towers, balconies, and an inner courtyard. Renovations have refreshed the facade of the building and some interior rooms, but the architecture remains true to its colonial style. Only the patios are open to public viewings. A municipal tourist information center and an art gallery with rotating exhibits are in the lobby. 153 Calle San Francisco, Plaza de Armas, Old San Juan. Castillo San Cristóbal. This huge stone fortress, built between 1634 and 1790, guarded the city from land attacks from the east. The largest Spanish fortification in the New World, San Cristóbal was known in the 17th and 18th centuries as the Gibraltar of the West Indies. Five freestanding structures divided by dry moats are connected by tunnels. You're free to explore the gun turrets (with cannon in situ), officers' quarters, re-created 18th-century barracks, and gloomy passageways. Along with El Morro, San Cristóbal is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Rangers conduct tours in Spanish and English. Calle Norzagaray at Av. Muñoz Rivera, Old San Juan. Admission charged. Castillo San Felipe del Morro (El Morro). At the northwestern tip of the Old City is El Morro ("the promontory"), a fortress built by the Spaniards between 1539 and 1786. Rising 140 feet above the sea, the massive six-level fortress was built to protect the harbor entrance. It is a labyrinth of cannon batteries, ramps, barracks, turrets, towers, and tunnels. Built to protect the port, El Morro has a commanding view of the harbor. You're free to wander throughout. The cannon emplacement walls and the dank secret passageways are a wonder of engineering. The fort's small but enlightening museum displays ancient Spanish guns and other armaments, military uniforms, and blueprints for Spanish forts in the Americas, although Castillo San Cristóbal has more extensive and impressive exhibits. There's also a gift shop. The fort is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Various tours and a video are available in English. Calle del Morro, Old San Juan. Admission charged. Catedral de San Juan Bautista. The Catholic shrine of Puerto Rico had humble beginnings in the early 1520s as a thatch-roofed, wooden structure. After a hurricane destroyed the church, it was rebuilt in 1540, when it was given a graceful circular staircase and vaulted Gothic ceilings. Most of the work on the present cathedral, however, was done in the 19th century. The remains of Ponce de León are behind a marble tomb in the wall near the transept, on the north side. The trompe l'oeil work on the inside of the dome is breathtaking. Unfortunately, many of the other frescoes suffer from water damage. 151 Calle Cristo, Old San Juan. Admission charged. Galería Nacional. Built by Dominican friars in 1523, this convent-the oldest in Puerto Rico-once served as a shelter during Carib Indian attacks and, more recently, as headquarters for the Antilles command of the U.S. Army. The beautifully restored building contains the Galería Nacional, which showcases the collection of the Institute of Puerto Rican Culture. Arranged chronologically, the museum traces the development of Puerto Rican art over the centuries, from José Campeche and Francisco Oller to Rafael Tufiño and Myrna Báez. You'll also find a good collection of santos, traditional wood carvings of saints. 98 Calle Norzagaray, Old San Juan. Admission charged. La Fortaleza. Sitting atop the fortified city walls overlooking the harbor, the Fortaleza was built between 1533 and 1540 as a fortress, but it wasn't a very good one. It was attacked numerous times and was occupied twice, by the British in 1598 and the Dutch in 1625. When El Morro and the city's other fortifications were finished, the Fortaleza became the governor's palace. Numerous changes have been made to the original primitive structure over the past four centuries, resulting in the current eclectic yet eye-pleasing collection of marble and mahogany, medieval towers, and stained-glass galleries. It is still the official residence of the island's governor, and is the Western Hemisphere's oldest executive mansion in continual use. Guided tours of the gardens and the building's exterior are conducted several times a day in English and Spanish. Call ahead, as the schedule changes daily. Proper attire is required: no sleeveless shirts or very short shorts. The tours begin near the main gate in a yellow building called the Real Audiencia, housing the Oficina Estatal de Preservación Histórica. Western end of Calle Fortaleza, Old San Juan. Museo de las Américas. On the second floor of the imposing former military barracks, Cuartel de Ballajá, this museum houses four permanent exhibits: Popular Arts, African Heritage, the Indian in America, and Conquest and Colonization. You'll also find a number of temporary exhibitions of works by regional artists. A wide range of handicrafts is available in the gift shop. Calle Norzagaray and Calle del Morro, Old San Juan. Admission charged. Elsewhere in San Juan Casa Bacardí Visitor Center. Exiled from Cuba, the Bacardí family built a small rum distillery here in the 1950s. Today it's the world's largest, with the capacity to produce 100,000 gallons of spirits a day and 21 million cases a year. You can hop on a little tram to take an approximately 45-minute tour of the visitor center, though you don't visit the distillery itself. Yes, you'll be offered a sample. Bay View Industrial Park, Rte. 165, Km 2.6, at Rte. 888, Cataño. Museo de Arte de Puerto Rico. One of the biggest museums in the Caribbean, this beautiful neoclassical building was once the San Juan Municipal Hospital. The collection of Puerto Rican art starts with works from the colonial era, most of them commissioned for churches. Here you'll find works by José Campeche, the island's first great painter. His Immaculate Conception, finished in 1794, is a masterpiece. Also well represented is Francisco Oller y Cestero, who was the first to move beyond religious subjects to paint local scenes. Another gallery room is filled with works by artists inspired by Oller. The original building, built in the 1920s, proved to be too small to house the museum's collection: the newer east wing is dominated by a five-story-tall stained-glass window, the work of local artist Eric Tabales. There's also a beautiful garden filled with a variety of native flora and a 400-seat theater that's worth seeing for its remarkable hand-crocheted lace curtain. 299 Av. José de Diego, Santurce. Admission charged. Shopping San Juan is not a duty-free port, so you won't find bargains on electronics and perfumes. However, shopping for native crafts can be fun. Popular souvenirs and gifts include santos (small, hand-carved figures of saints or religious scenes), hand-rolled cigars, local coffee, handmade lace, and carnival masks. In Old San Juan, especially on Calles Fortaleza and Cristo, you can find everything from T-shirt emporiums to selective crafts stores, bookshops, art galleries, jewelry boutiques, and even shops that specialize in made-to-order Panama hats. Calle Cristo is lined with factory-outlet stores, including Coach and Ralph Lauren. Beaches San Juan doesn't have the island's best beaches, but anyone can rent a chair for the day at one of the public entry points.

Pricing & Options

From $5,550

per guest · 7 nights

Departure dates

  • 23 Dec 2028 – 30 Dec 2028On request

Prices are a guide and vary with season, cabin category and party size. Your advisor will confirm the exact cost before anything is booked.

The Ship: Silver Shadow

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Owner 1 Bedroom

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Owner 2 Bedroom

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Royal 1 Bedroom

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Royal 2 Bedroom

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Silver

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Terrace

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Veranda 1

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Veranda 2

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Veranda 3

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Veranda 4

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Vista

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San Juan to San Juan