Cruise itinerary
14-Night Caribbean Cruise from Miami
14 nights · Caribbean · 7 ports of call
14-night Caribbean cruise aboard Regal Princess, departing Miami and calling at Basseterre St Kitts, San Juan, Puerto Plata-Amber Cove, Princess Cays, St Thomas Island USVI and Philipsburg St Maarten.
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At a glance
- Ship
- Regal Princess
- Cruise line
- Princess Cruises
- Duration
- 14 nights
- Region
- Caribbean
- Departs
- Miami
- Returns
- Miami
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Regal Princess sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Miami
Depart 15:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
- Day2At sea
- Day3At sea
- Day4
Basseterre St Kitts
Arrive 09:00 · Depart 18:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day5
San Juan
Arrive 08:00 · Depart 16:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
- Day6
Puerto Plata-Amber Cove
Arrive 09:00 · Depart 16:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day7At sea
- Day8
Miami
Arrive 06:00 · Depart 15:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
- Day9
Princess Cays
Arrive 08:00 · Depart 15:00
- Day10At sea
- Day11
St Thomas Island USVI
Arrive 10:00 · Depart 20:00
- Day12
Philipsburg St Maarten
Arrive 07:00 · Depart 17:00
- Day13At sea
- Day14At sea
- Day15
Miami
Arrive 06:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
Upcoming departures
- 9 Jan 2028
- 30 Jan 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Miami FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Miami, Basseterre St Kitts, San Juan, Puerto Plata-Amber Cove, Princess Cays, St Thomas Island USVI and Philipsburg St Maarten.
How many days are spent at sea?
6 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Miami.
How long is this cruise?
14 nights aboard Regal Princess.
When does this itinerary sail?
Upcoming departures include 9 Jan 2028 and 30 Jan 2028. A NestCruise advisor can confirm current availability.