

Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 7 ports of call
14-night Caribbean cruise aboard MSC Seaside, departing Miami, Florida and calling at Ocean Cay, MSC Marine Reserve, San Juan (Puerto Rico), Puerto Plata, Falmouth, Georgetown, Grand Cayman and Cozumel.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- MSC Seaside
- Cruise line
- MSC Cruises
- 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 MSC Seaside 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
- Day2

Ocean Cay, MSC Marine Reserve
Arrive 08:00 · Depart 18:00
A private island in the Bahamas operated as MSC Cruises' marine-reserve port, once a sand-dredging site now restored. Ocean Cay offers white-sand beaches around a central lagoon, snorkelling over protected reefs, and a lighthouse landmark at its heart.
- Lagoon beaches
- Reef snorkelling
- Island lighthouse
- Day3At sea
- Day4At sea
- Day5

San Juan (Puerto Rico)
Arrive 08:00 · Depart 17:00
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
- Day6

Puerto Plata
Arrive 09:00 · Depart 17:00
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, Florida
Arrive 07:00 · 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
- Day9

Ocean Cay, MSC Marine Reserve
Arrive 08:00 · Depart 18:00
A private island in the Bahamas operated as MSC Cruises' marine-reserve port, once a sand-dredging site now restored. Ocean Cay offers white-sand beaches around a central lagoon, snorkelling over protected reefs, and a lighthouse landmark at its heart.
- Lagoon beaches
- Reef snorkelling
- Island lighthouse
- Day10At sea
- Day11

Falmouth
Arrive 11:00 · Depart 19:00
A restored Georgian port town on Jamaica's north coast, purpose-built for large cruise ships. Streets of 18th-century merchant houses sit just beyond the pier, with Montego Bay's beaches and the Martha Brae's bamboo-raft river a short drive west.
- Georgian streets
- Martha Brae rafting
- Montego Bay
- Day12

Georgetown, Grand Cayman
Arrive 08:00 · Depart 16:00
Grand Cayman's capital and the main port of the Cayman Islands, set on the calm western shore. Cruise ships tender into the harbour beside Seven Mile Beach, with Stingray City sandbars and Caribbean reef diving a short boat ride away.
- Seven Mile Beach
- Stingray City
- Seven Mile reefs
- Day13

Cozumel
Arrive 11:00 · Depart 20:00
An island off Mexico's Yucatán coast in the Caribbean, a leading port for snorkelling and diving. Ships dock beside its reefs, part of the Mesoamerican system, with beach clubs, Mayan ruins and the resort strip of the Riviera Maya within reach.
- Coral reefs
- Mayan ruins
- Beach clubs
- 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
- 21 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, Ocean Cay, MSC Marine Reserve, San Juan (Puerto Rico), Puerto Plata, Falmouth, Georgetown, Grand Cayman and Cozumel.
How many days are spent at sea?
5 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 MSC Seaside.
When does this itinerary sail?
Upcoming departures include 21 Dec 2026. A NestCruise advisor can confirm current availability.