Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 10 ports of call
14-night Caribbean cruise aboard Seabourn Quest, departing Miami, Florida and calling at San Juan, Anguilla, Basseterre, Saint Kitts, Roseau, Fort-de-France and Îles des Saintes and 3 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Seabourn Quest
- Cruise line
- Seabourn
- Duration
- 14 nights
- Region
- Caribbean
- 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 Seabourn Quest sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Miami, Florida
Depart 16:00
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
San Juan
Arrive 10:00 · Depart 18:00
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
- Day5
Anguilla
Arrive 08:00 · Depart 17:00
- Day6
Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
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
- Day7
Roseau
Arrive 08:00 · Depart 17:00
The capital of Dominica, a green volcanic island in the eastern Caribbean known as the Nature Isle. The town sits below forested peaks, with the botanic gardens, sulphur springs and the trail to Trafalgar Falls a short drive inland.
- Trafalgar Falls
- Botanic Gardens
- Boiling Lake
- Day8
Fort-de-France
Arrive 08:00 · Depart 18:00
The capital of Martinique in the French Caribbean, set on a wide bay beneath green volcanic hills. Fort-de-France is known for the ornate Schoelcher Library, the Savane gardens by the waterfront, and views toward the Mont Pelée volcano.
- Schoelcher Library
- La Savane park
- Fort Saint-Louis
- Day9
Îles des Saintes
Arrive 08:00 · Depart 17:00
- Day10
Montserrat
Arrive 08:00 · Depart 18:00
- Day11
Virgin Gorda
Arrive 08:00 · Depart 17:00
One of the British Virgin Islands, a hilly cay in the eastern Caribbean known for The Baths — a beach where giant granite boulders form tidal pools and grottoes. Quiet bays, yacht anchorages and a relaxed, low-key pace define the island.
- The Baths
- Granite boulders
- Spring Bay
- Day12
Jost Van Dyke Island BVI
Arrive 07:00 · Depart 14:00
- Day13At sea
- Day14At 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 Nov 2026
- 6 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, San Juan, Anguilla, Basseterre, Saint Kitts, Roseau, Fort-de-France, Îles des Saintes, Montserrat, Virgin Gorda and Jost Van Dyke Island BVI.
How many days are spent at sea?
4 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 Seabourn Quest.
When does this itinerary sail?
Upcoming departures include 22 Nov 2026 and 6 Dec 2026. A NestCruise advisor can confirm current availability.