Puerto Rico Cruise from San Juan to Miami — 21 Days

20 nights · Puerto Rico · Departs San Juan · Visiting St Thomas Island USVI, Philipsburg St Maarten, Basseterre St Kitts, St Johns Antigua, Tortola Island BVI, Miami, Grand Cayman Island, Falmouth Jamaica, Oranjestad Aruba, Willemstad Curacao, Kralendijk Bonaire, Cabo Rojo-Pedernales, Nassau · Aboard Oceania Cruises on the Oceania Allura

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Oceania Allura
coastal cityscape historic fort tropical bay coastline hills st martin of tours roman catholic church Basseterre Cruise Port
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Image courtesy of Oceania Cruises ©

Cruise lineOceania Cruises
ShipOceania Allura
Duration20 nights
Port calls14
Departures1 sailings
Year built2025
Guests1469
Cabins613
Crew800
Length251 m
Beam32 m
Cruising speed20.0 kn
  1. Day 1

    San Juan

    San Juan puts a remarkable piece of Caribbean history within easy reach of your ship. Founded in 1521, Old San Juan is a compact district of blue cobbles, pastel façades and Spanish colonial landmarks. Walk its steep lanes to El Morro, the 16th-century fortress that guards the harbor. From its ramparts, the Atlantic comes into view. Beyond the old walls, cafés, galleries and contemporary restaurants show a city still shaped by its maritime past.

  2. Day 2

    St Thomas Island USVI

    Charlotte Amalie brings St Thomas’s history into view, from Danish colonial streets to the harbor’s busy waterfront. Explore the compact old town, where Fort Christian and pastel facades line narrow streets. Ride up to Mountain Top for broad views of Magens Bay and neighboring islands. St Thomas also offers easy access to beaches, duty-free shopping, and boat trips across the US Virgin Islands. Allow time for steep streets and port-area traffic.

  3. Day 3

    Philipsburg St Maarten, Netherlands

    Philipsburg rewards a shore day spent beyond the cruise terminal. It sits on a narrow strip between Great Bay and the Great Salt Pond. The Dutch-side capital is compact and easy to explore on foot. Front Street pairs duty-free shops with the 1793 courthouse, while the Boardwalk follows Great Bay Beach. Cross the open border into French Saint-Martin for French bakeries, lively markets and another stretch of coast.

  4. Day 4

    Basseterre St Kitts

    Begin in Basseterre, St Kitts’s compact capital, where Georgian buildings and busy market streets reveal the island’s layered past. At Independence Square, once a slave market, pause among mature trees before browsing nearby shops and cafés. Then leave town for Mount Liamuiga’s volcanic slopes, former sugar estates and beaches of dark volcanic sand. Brimstone Hill Fortress, a UNESCO World Heritage site, rewards the drive with stone ramparts and wide Caribbean views.

  5. Day 5

    St Johns Antigua

    Antigua rewards a day ashore with more than its celebrated beaches. St John’s, the compact capital, makes an easy starting point. Drive east to Nelson’s Dockyard, a remarkably preserved Georgian naval base and UNESCO World Heritage site. English Harbour’s sheltered waters and restored stone buildings reveal the island’s maritime past. Or trade history for a swim at one of the island’s many coves, from resort beaches to quieter shores.

  6. Day 6

    Tortola Island BVI

    Tortola gives you a vivid introduction to the British Virgin Islands: green, steep-sided hills rise above a sheltered Caribbean harbour. In Road Town, browse Main Street, visit the J.R. O’Neal Botanic Gardens, or pause at a waterfront café. Beyond town, winding roads lead to Cane Garden Bay and island viewpoints. Ferries make nearby islands accessible, while Tortola itself rewards an unhurried day of beaches, scenery and local rum.

  7. Day 9

    Miami, USA

    Miami rewards travelers who look beyond its cruise terminals. South Beach pairs pastel Art Deco hotels with Ocean Drive; Little Havana serves Cuban coffee and music along Calle Ocho. The Pérez Art Museum Miami and nearby Design District reveal the city’s creative ambition. For a change of pace, Biscayne Bay and the Everglades place vivid natural landscapes within reach.

  8. Day 11

    Grand Cayman Island

    Grand Cayman pairs clear water with an easy blend of beach and town. Ships anchor offshore; tenders land in George Town, near duty-free shops, cafés and the Cayman Islands National Museum. Boat trips reach Stingray City, where visitors can encounter southern stingrays in shallow water. Beyond town, Seven Mile Beach is known for pale sand and turquoise water. Choose a beach transfer, an island tour or time in town; Grand Cayman makes a relaxed, rewarding call.

  9. Day 12

    Falmouth Jamaica, Jamaica

    Falmouth’s broad streets and Georgian buildings recall a port town shaped by sugar and trade. In the early 19th century, it ranked among Jamaica’s busiest ports. Its well-preserved historic district offers a close look at that past. Nearby, bamboo-raft trips on the Martha Brae and Good Hope Estate reveal the island’s river scenery and plantation history.

  10. Day 14

    Oranjestad Aruba, Netherlands

    Oranjestad makes a striking first impression: Dutch gables in Caribbean colors line streets beside a busy harbor. Beyond the waterfront, the capital’s compact center rewards a walk, with shops, cafés and landmarks including Fort Zoutman. Aruba’s dry, sunlit landscape feels close at hand, while beaches and clear water are an easy ride away. Come ashore for a relaxed city stroll, then choose whether to linger over lunch or head for the coast.

  11. Day 15

    Willemstad Curacao, Netherlands

    Willemstad is one of the Caribbean’s most distinctive ports, built around the deep inlet of St. Anna Bay. Punda and Otrobanda showcase Dutch colonial architecture and form part of the city’s UNESCO-listed historic area. Walk across the Queen Emma Bridge, a floating pontoon span linking the two districts. Beyond the harbor, Curaçao offers sheltered coves, clear water and beaches for an unhurried afternoon.

  12. Day 16

    Kralendijk Bonaire, Netherlands

    Kralendijk is Bonaire’s compact, sunlit capital, where pastel Dutch-Caribbean buildings line a waterfront made for an easy first stroll. Beyond town, Bonaire’s protected reefs begin close to shore, drawing divers and snorkellers to clear water and abundant marine life. Rent a car or join an excursion to explore Washington Slagbaai National Park, salt pans and flamingo habitat. Back in Kralendijk, browse local shops, then settle beside the sea for fresh fish and a view of Klein Bonaire.

  13. Day 18

    Cabo Rojo-Pedernales

    At the Dominican Republic’s southwestern edge, Cabo Rojo leads to a coast still defined by space, sea and silence. Here, the reward is not a busy resort strip but the wild scenery of Pedernales. Bahía de las Águilas pairs clear water with a long sweep of pale sand. It lies within Jaragua National Park, part of a protected landscape that rewards unhurried exploration. Distances are considerable and services limited, so plan excursions carefully and bring water, sun protection and patience.

  14. Day 20

    Nassau, Bahamas

    Nassau pairs colonial landmarks with Caribbean water close to the cruise harbor. Walk Bay Street to Parliament Square, then climb the Queen’s Staircase to Fort Fincastle. From the hill, Nassau Harbour and the city open below. The National Art Gallery of The Bahamas offers a quieter look at local artists. Paradise Island adds beaches and resort attractions across the harbour. Allow extra time for road traffic if you venture farther afield.

  15. Day 21

    Miami, USA

    Miami rewards travelers who look beyond its cruise terminals. South Beach pairs pastel Art Deco hotels with Ocean Drive; Little Havana serves Cuban coffee and music along Calle Ocho. The Pérez Art Museum Miami and nearby Design District reveal the city’s creative ambition. For a change of pace, Biscayne Bay and the Everglades place vivid natural landscapes within reach.

Oceania Allura Cruises

Published August 3, 2026
Last updated October 3, 2026
Author: J. Richard

Cruise Disclosure

Good to know: Prices are quoted per person based on double occupancy and include all applicable taxes and fees. Availability and prices can change quickly, so please continue through the booking process to confirm the latest availability and pricing before you pay.

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