This 14-night Princess Cruises itinerary links San Juan to Roseau, threading 8 ports of call through 8 countries with 2 days at sea to unwind aboard Princess Cruises Emerald Princess.
Why sail this route
You unpack once and let the ship do the travelling: 8 countries over 14 nights, starting in San Juan and finishing in Roseau, with a new port waiting most mornings instead of airports and hotel check-ins.
The pacing runs to 8 port days and 2 days at sea — time to enjoy the ship between stops.
Good to know
- Best for
- Repositioning & bucket-list cruisers
- Season
- Autumn sailing
- Route
- San Juan → Roseau
- Pace
- 8 port days · 2 sea days
Day-by-Day Itinerary
Hover a day to find it on the map.
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Day7At SeaA Day at Sea
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Day14At SeaA Day at Sea
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The Ship
Your home for all 14 nights aboard Princess Cruises Emerald Princess — so you unpack once and wake up somewhere new each morning.
About This Cruise
The 14 Night Southern Caribbean Adventurer is a 14-night one-way itinerary aboard Princess Cruises Emerald Princess. You board in San Juan and disembark in Roseau, calling at 8 ports across 8 countries along the way.
In sequence the voyage takes in Puerto Rico (San Juan), US Virgin Islands (St Thomas, St Thomas), Dominica (Roseau, Roseau), St Lucia (Castries), Puerto Rico (San Juan), British Virgin Islands (Tortola) and 2 more, among others.
As a one-way sailing you'll fly into San Juan and home from Roseau, so it's worth checking the two gateways before you book. Longer hops are crossed on the 2 days at sea, keeping daylight hours for the ports. Sailing dates, cabin availability and fares vary by season — use Check Dates & Prices for live pricing, or call our team to talk through the options.