
A 8-night Caribbean sailing aboard MV Ocean Pearl, round trip from San Juan, calling at Charlotte Amalie, Philipsburg, Basseterre.
7 ports · 8 nights
Depart 17:00
Embark in San Juan.
Arrive 08:00 · Depart 17:00
Charlotte Amalie ( SHAR-lət ə-MAH-lee(-ə); Danish: [ʃɑˈlʌtʰə ɑˈmɑːljə]), on Saint Thomas, is the capital and largest town of the U.S. Virgin Islands. It is on the island's southern shore at the head of Charlotte Amalie Harbor.
MV Ocean Pearl is a cruise ship operated by Royal Caribbean International, 18,416 GT. Specifications sourced from Wikidata (CC0).
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$1,439
Arrive 08:00 · Depart 17:00
Philipsburg (Dutch pronunciation: [ˈfilɪpsˌbʏr(ə)x]) is the main town and capital of Sint Maarten, a constituent country of the Kingdom of the Netherlands. It is located on the southern coast of Saint Martin island, between Great Bay and the Great Salt Pond.
Arrive 08:00 · Depart 17:00
Basseterre (; Saint Kitts Creole: Bastear) is the capital and largest city of Saint Kitts and Nevis with an estimated population of 14,000 in 2018. Geographically, the Basseterre port is located at 17°18′N 62°44′W, on the south-western coast of Saint Kitts Island, and it is one of the chief commercial depots of the Leeward Islands.
Arrive 08:00 · Depart 17:00
St. John's (Antiguan and Barbudan Creole: Sen Jaan) is the largest city in Antigua and Barbuda.
Arrive 08:00 · Depart 17:00
Kingstown is the capital and largest city of Saint Vincent and the Grenadines. The city, located on the main island of Saint Vincent, has the main port and the biggest commercial center of the islands.
Arrive 08:00
Disembark in San Juan.
No guide for this port yet.
No guide for this port yet.
No guide for this port yet.
No guide for this port yet.
No guide for this port yet.
Most cruise ships dock directly at the piers in Old San Juan, placing passengers within a very short walk of the historic district. Walking is the most realistic way to access the city center. Ships rarely anchor offshore, but tendering can occur if multiple large vessels are in port or at specific locations, which would add a tender boat ride to your journey ashore.
The historic sites, shops, and restaurants of Old San Juan are immediately accessible from the cruise piers on foot.
This complimentary hop-on, hop-off trolley service circles Old San Juan, with stops near major attractions; check for current routes and operating hours on the day.
Taxis are available near the piers, and rideshares like Uber and Lyft operate throughout the city for travel beyond Old San Juan, such as to Condado or Isla Verde.
Watch out. San Juan's tropical heat and high humidity can make extensive walking tiring, especially during the middle of the day; stay hydrated and seek shaded routes.
Worth doing here
Explore the Historic Streets of Old San Juan
This allows every kind of traveller to find something of interest, from historic architecture to local shops and cafes, all within easy reach.
The main cruise terminals are right at the edge of Old San Juan, making it free to walk and explore the colorful streets for a few hours. Budget for any purchases or meals.
Visit El Morro Fortress
It offers a significant historical experience with impressive architecture, vast green lawns, and scenic ocean views for all ages and interests.
It is a moderate walk from the main cruise docks, typically 20-30 minutes, or a short trolley or taxi ride. Admission to El Morro and San Cristobal Fort is usually around $10 per adult, valid for 24 hours; confirm the current price when you arrive. Allow 2-3 hours to explore.
Enjoy Puerto Rican Cuisine
A great way for diverse palates to experience local culture through food, offering a taste of authentic dishes like mofongo and empanadillas.
Many local eateries are scattered throughout Old San Juan, easily found on foot. You can spend an hour or two trying different small plates, with individual dishes typically costing around $8-15 each. Organized food tours are also an option, usually costing around $80-120 per person for 2-3 hours.
AI-written guidance, not a quote. Prices and policies change and vary by sailing — confirm anything that matters with the cruise line before you book.
Most cruise ships dock directly at the piers in Old San Juan, placing passengers within a very short walk of the historic district. Walking is the most realistic way to access the city center. Ships rarely anchor offshore, but tendering can occur if multiple large vessels are in port or at specific locations, which would add a tender boat ride to your journey ashore.
The historic sites, shops, and restaurants of Old San Juan are immediately accessible from the cruise piers on foot.
This complimentary hop-on, hop-off trolley service circles Old San Juan, with stops near major attractions; check for current routes and operating hours on the day.
Taxis are available near the piers, and rideshares like Uber and Lyft operate throughout the city for travel beyond Old San Juan, such as to Condado or Isla Verde.
Watch out. San Juan's tropical heat and high humidity can make extensive walking tiring, especially during the middle of the day; stay hydrated and seek shaded routes.
Worth doing here
Explore the Historic Streets of Old San Juan
This allows every kind of traveller to find something of interest, from historic architecture to local shops and cafes, all within easy reach.
The main cruise terminals are right at the edge of Old San Juan, making it free to walk and explore the colorful streets for a few hours. Budget for any purchases or meals.
Visit El Morro Fortress
It offers a significant historical experience with impressive architecture, vast green lawns, and scenic ocean views for all ages and interests.
It is a moderate walk from the main cruise docks, typically 20-30 minutes, or a short trolley or taxi ride. Admission to El Morro and San Cristobal Fort is usually around $10 per adult, valid for 24 hours; confirm the current price when you arrive. Allow 2-3 hours to explore.
Enjoy Puerto Rican Cuisine
A great way for diverse palates to experience local culture through food, offering a taste of authentic dishes like mofongo and empanadillas.
Many local eateries are scattered throughout Old San Juan, easily found on foot. You can spend an hour or two trying different small plates, with individual dishes typically costing around $8-15 each. Organized food tours are also an option, usually costing around $80-120 per person for 2-3 hours.
AI-written guidance, not a quote. Prices and policies change and vary by sailing — confirm anything that matters with the cruise line before you book.
What the fare covers, what it doesn't, and how this itinerary actually runs.
Your one sea day
The pool loungers and the shaded spots go early on a sea day — by eight in the morning on a full ship, and this one carries several thousand guests. Reserving one and leaving it is against the rules on most lines and crew do clear them, so send someone early rather than at ten.
Save the balcony money
7 port days and one sea day — you are ashore in daylight and asleep the rest. An interior cabin costs about $850 less per person, which is most of a shore excursion budget.
6 port days back to back
Early tenders and late returns, several days running, with no sea day to recover in. Pick the two ports you actually care about and let one of the others be a lie-in — the itinerary is not a checklist.
Day one and the last day are half-days
A 8-night cruise is really 7 full days. Boarding runs into the afternoon and you are off the ship early on the last morning.
Already in the fare
The drinks package
The Deluxe Beverage Package typically costs around $80-100 USD per person, per day, including the automatic service charge, but prices can vary and should be confirmed when booking.
Break-even: This package usually pays for itself after about 5-7 alcoholic drinks, premium coffees, or fresh juices per day.
It suits those who enjoy multiple alcoholic beverages daily and non-alcoholic premium drinks, but light drinkers or those content with complimentary options may find it unnecessary.
Costs that surprise people
Ways to spend less
AI-written guidance, not a quote. Prices and policies change and vary by sailing — confirm anything that matters with the cruise line before you book.