Cruise itinerary
8-Night Caribbean Cruise from Miami, Florida
8 nights · Caribbean · 7 ports of call
8-night Caribbean cruise aboard Seabourn Ovation, departing Miami, Florida and calling at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia and Bridgetown.
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At a glance
- Ship
- Seabourn Ovation
- Cruise line
- Seabourn
- Duration
- 8 nights
- Region
- Caribbean · Americas · South America
- Departs
- Miami, Florida
- Returns
- Bridgetown
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 Ovation 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 (Puerto Rico)
Arrive 10:00 · Depart 18:00
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
- Day5
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 18:00
The main anchorage of Jost Van Dyke, smallest of the British Virgin Islands' main islands, in the Caribbean. A laid-back yachting stop, its sheltered bay is fringed by sand and beach bars, with the natural rock pools of the Bubbly Pool a short walk away.
- Bubbly Pool
- White Bay
- beach bars
- Day6
South Friars Bay
Arrive 08:00 · Depart 17:00
A calm sand beach on the narrow southeast peninsula of St. Kitts, looking across The Narrows toward Nevis. A handful of casual beach bars line the shore, and the rugged volcanic hills rise close behind.
- Beach bars
- Nevis views
- Calm swimming
- 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
Port Elizabeth, Bequia
Arrive 08:00 · Depart 18:00
The main town of Bequia, a small island in the Grenadines reached only by sea. It sits on Admiralty Bay, a yacht-favoured harbour, and keeps a quiet seafaring tradition of boatbuilding and a beach walk along the shore to Princess Margaret Beach.
- Admiralty Bay
- Princess Margaret Beach
- Model-boat building
- Day9
Bridgetown
Arrive 07:00
The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
- Carlisle Bay
- Garrison Savannah
- Rum distilleries
Upcoming departures
- 20 Nov 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
8-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 8-night Caribbean cruise calls at Miami, Florida, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia and Bridgetown.
How many days are spent at sea?
2 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from Miami, Florida and ends in Bridgetown.
How long is this cruise?
8 nights aboard Seabourn Ovation.
When does this itinerary sail?
Upcoming departures include 20 Nov 2026. A NestCruise advisor can confirm current availability.