San Juan (Puerto Rico) Roundtrip
Explore two of the Caribbean’s most beloved yachting havens on a weekend getaway from San Juan. Gustavia in St. Barths pairs chic beach clubs and designer boutiques with celebrated...
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Ports of Call & Itinerary
3-night voyage departing San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
San Juan (Puerto Rico) Roundtrip
4 ports plotted · click a marker for details
Day 1
San Juan (Puerto Rico) , Puerto Rico
Monday, 10/01/2028
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
Tuesday, 11/01/2028
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 Island , U.S. Virgin Islands
Wednesday, 12/01/2028
St. John, the smallest most idyllic of the three United States Virgin Islands, is best known for its dozens of post card perfect white sand beaches, turquoise bays abounding in colourful corals & rainbows of tropical fish endless vistas of green velvet hills. Only nine miles long (14.5 kilometres) and three miles (4.8 kilometres) wide, two thirds of the island is the Virgin Islands National Park, so its spectacular beaches & untouched forests will remain that way for generations to come and remain accessible to all. There are tours of the National Park by Jeep or safari bus and hikes on spectacular trails led by Park Rangers who enrich the experience with talks on the island's history and geology as well as its flora & fauna. While it is only twenty minutes from St. Thomas by convenient hourly ferry, St. John is the peaceful, uncommercialised paradise of island fantasies. It has no high-rise buildings, cruise ship docks or airport. Visitors can obtain discounted air fares to St. Thomas. Despite its unspoiled atmosphere, it offers every facility and amenity found at major resorts.
Day 4
San Juan (Puerto Rico) , Puerto Rico
Thursday, 13/01/2028
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.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
The Terrace Suite
312 sqft · Up to 2 guests
The Signature Suite
452 sqft · Up to 2 guests
The Grand Suite
603 sqft · Up to 2 guests
The View Suite
581–732 sqft · Up to 2 guests
The Ilma Suite
538–667 sqft · Up to 2 guests
The Concierge Suite
743–829 sqft · Up to 2 guests
The Owner's Suite
775–1066 sqft · Up to 4 guests
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| The Terrace Suite · 312 sqft | TERR | Enquire → | ||
| MTER The Terrace Mid Suite | Enquire → | |||
| The Signature Suite · 452 sqft | SIGN | Enquire → | ||
| MSIG The Signature Mid Suite | Enquire → | |||
| The Grand Suite · 603 sqft | GRAN | Enquire → | ||
| The View Suite · 581–732 sqft | VIEW | Enquire → | ||
| The Ilma Suite · 538–667 sqft | ILMA | Enquire → | ||
| The Concierge Suite · 743–829 sqft | CONC | Enquire → | ||
| The Owner's Suite · 775–1066 sqft | OWNR | Enquire → |
The Terrace Suite · 312 sqft
TERR
The Terrace Suite · 312 sqft
MTER The Terrace Mid Suite
The Signature Suite · 452 sqft
SIGN
The Signature Suite · 452 sqft
MSIG The Signature Mid Suite
The Grand Suite · 603 sqft
GRAN
The View Suite · 581–732 sqft
VIEW
The Ilma Suite · 538–667 sqft
ILMA
The Concierge Suite · 743–829 sqft
CONC
The Owner's Suite · 775–1066 sqft
OWNR
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Your Ship
Ilma
With 224 suites, each with a private terrace, Ilma is designed with an exceptional sense of space, including two upper suite categories of more than 1,000 square feet. The Ritz-Carlton Spa® and an expanded Marina further define life on board, balancing relaxation, watersports, and time spent close to the water.