

Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 9 ports of call
14-night Caribbean cruise aboard Azamara Onward, departing Miami, Florida and calling at Bimini Island, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Saint Pierre and Castries and 2 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Azamara Onward
- Cruise line
- Azamara
- Duration
- 14 nights
- Region
- Caribbean · Americas
- 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 Azamara Onward 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

Bimini Island
Arrive 8:00 · Depart 17:00
A slender chain of islands in the western Bahamas, the closest to the Florida coast. Long associated with sport fishing and Ernest Hemingway, it offers calm beaches, clear shallows, and a relaxed waterfront strung along the main island.
- Sport fishing
- Radio Beach
- Hemingway lore
- Day3At sea
- Day4At sea
- Day5

Virgin Gorda
Arrive 8:00 · Depart 20:00
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
- Day6

Philipsburg
Arrive 8:00 · Depart 22:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day7

Basseterre, Saint Kitts
Arrive 8:00 · 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
- Day8

Saint Pierre
Arrive 8:00 · Depart 22:00
The capital of Saint-Pierre and Miquelon, a small French archipelago off Newfoundland and the last remnant of France in North America. Its harbour town has pastel houses, French shops and cafés, and a windswept Atlantic setting steeped in fishing and rum-running history.
- French colonial town
- Île aux Marins
- harbour waterfront
- Day9

Castries
Arrive 8:00 · Depart 20:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day10

Bridgetown
Arrive 8:00
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
- Day11At sea
- Day12

San Juan
Arrive 9:00 · 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
- Day13At sea
- Day14At sea
- Day15

Miami, Florida
Arrive 6:00
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 2027
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, Bimini Island, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Saint Pierre, Castries, Bridgetown and San Juan.
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 Azamara Onward.
When does this itinerary sail?
Upcoming departures include 22 Dec 2027. A NestCruise advisor can confirm current availability.