Oceania Allura — 20-Night Caribbean Cruise from San Juan (Puerto Rico)

Cruise itinerary

20-Night Caribbean Cruise from San Juan (Puerto Rico)

20 nights · Caribbean · 15 ports of call

20-night Caribbean cruise aboard Oceania Allura, departing San Juan (Puerto Rico) and calling at Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola and At Sea and 8 more.

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At a glance

Ship: Oceania Allura
Cruise line: Oceania Cruises
Duration: 20 nights
Region: Caribbean · Americas
Departs: San Juan (Puerto Rico)
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 Oceania Allura sailing, typically within 24 hours.

Where this voyage takes you

Voyage route — calls shown in order; map is schematic.

Day-by-day itinerary

Day
1
- San Juan (Puerto Rico)
  Arrive 07:00 · Depart 19:00
  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
Day
2
- Gustavia
  Arrive 09:00 · Depart 17:00
  The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
  - Shell Beach
  - Designer boutiques
  - Gustavia harbour
Day
3
- Philipsburg
  Arrive 07:00 · Depart 19:00
  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
Day
4
- Basseterre, Saint Kitts
  Arrive 07:00 · Depart 19:00
  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
Day
5
- Saint John's
  Arrive 07:00 · Depart 19:00
  The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
  - Nelson's Dockyard
  - Dickenson Bay
  - Shirley Heights
Day
6
- Tortola
  Arrive 07:00 · Depart 19:00
  The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
  - Road Town
  - Cane Garden Bay
  - Sailing charters
Day
7
- At Sea
Day
8
- At Sea
Day
9
- 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
Day
10
- At Sea
Day
11
- Georgetown, Grand Cayman
  Arrive 10:00 · Depart 18:00
  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
Day
12
- Falmouth
  Arrive 09:00 · Depart 18:00
Day
13
- At Sea
Day
14
- Oranjestad
  Arrive 09:00 · Depart 21:00
  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
Day
15
- Willemstad
  Arrive 07:00 · Depart 21:00
  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
Day
16
- Kralendijk
  Arrive 07:00 · Depart 21:00
  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
Day
17
- At Sea
Day
18
- Cabo Rojo
  Arrive 07:00 · Depart 16:00
  A remote stretch of the Dominican Republic's far southwest, near the Pedernales frontier with Haiti. The wider region is known for the turquoise water of Bahía de las Águilas and the arid Jaragua National Park.
  - Bahía de las Águilas
  - Jaragua park
  - Caribbean coast
Day
19
- At Sea
Day
20
- Nassau
  Arrive 11:00 · Depart 18:00
  The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
  - Cable Beach
  - Atlantis resort
  - Queen's Staircase
Day
21
- 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

Upcoming departures

19 Feb 2027

Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.

20-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ

Which ports does this cruise visit?

This 20-night Caribbean cruise calls at San Juan (Puerto Rico), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola, At Sea, Miami, Florida, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Kralendijk, Cabo Rojo and Nassau.

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 departs from San Juan (Puerto Rico) and ends in Miami, Florida.

How long is this cruise?

20 nights aboard Oceania Allura.

When does this itinerary sail?

Upcoming departures include 19 Feb 2027. A NestCruise advisor can confirm current availability.

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About: Oceania Allura — 20-Night Caribbean Cruise from San Juan (Puerto Rico)

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