Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 9 ports of call
14-night Caribbean cruise aboard Silver Ray, departing Miami, Florida and calling at At Sea, Grand Turk Island, Basseterre, Saint Kitts, Oranjestad, Kralendijk and Willemstad and 2 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Silver Ray
- Cruise line
- Silversea
- Duration
- 14 nights
- Region
- Caribbean · Americas · South America
- Departs
- Miami, Florida
- Returns
- Miami, Florida
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 Silver Ray sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Miami, Florida
Depart 18:00
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
- Day2
At Sea
- Day3
Grand Turk Island
Arrive 09:00 · Depart 17:00
A small, low-lying island in the Turks and Caicos, a British territory in the Atlantic. Its cruise centre opens onto a long white-sand beach and clear reef water, with a historic lighthouse standing at the island's northern point.
- White-sand beach
- Coral reef
- Historic lighthouse
- Day4
At Sea
- Day5
Basseterre, Saint 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
- Day6
At Sea
- Day7
Oranjestad
Arrive 08:00 · Depart 22:00
The capital of Aruba, set on the island's leeward south coast in the southern Caribbean. Oranjestad is known for its Dutch colonial façades along Wilhelminastraat, a free streetcar through downtown, and white-sand beaches like Eagle and Palm just north.
- Eagle Beach
- Palm Beach
- Dutch colonial centre
- Day8
Kralendijk
Arrive 08:00 · Depart 22:00
The capital of Bonaire, a Dutch-Caribbean island known above all for diving and snorkelling along its protected fringing reef. The small waterfront town keeps pastel Dutch-colonial facades, with salt pans and flamingo flats lying to the south.
- Bonaire reef diving
- Salt pans
- Flamingo flats
- Day9
Willemstad
Arrive 08:00 · Depart 19:00
The capital of Curaçao in the southern Caribbean, with a UNESCO-listed centre of Dutch colonial architecture. Willemstad is known for the candy-coloured waterfront of Handelskade, the swinging Queen Emma pontoon bridge, and its floating market.
- Handelskade façades
- Queen Emma Bridge
- Floating Market
- Day10
At Sea
- Day11
Saint John Island
Arrive 08:00 · Depart 17:00
- Day12
San Juan (Puerto Rico)
Arrive 07:00 · Depart 15:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
- Day13
At Sea
- Day14
At Sea
- Day15
Miami, Florida
Arrive 07:00
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
- 22 Dec 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Miami, Florida, At Sea, Grand Turk Island, Basseterre, Saint Kitts, Oranjestad, Kralendijk, Willemstad, Saint John Island and San Juan (Puerto Rico).
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, Florida.
How long is this cruise?
14 nights aboard Silver Ray.
When does this itinerary sail?
Upcoming departures include 22 Dec 2026. A NestCruise advisor can confirm current availability.