10 nights · Puerto Rico · Departs San Juan · Visiting Tortola Island BVI, Basseterre St Kitts, St Johns Antigua, Gustavia St Barths, Philipsburg St Maarten, St Thomas Island USVI, La Romana, Nassau, Miami · Aboard Regent Seven Seas Cruises on the Seven Seas Prestige
Image courtesy of Regent Seven Seas Cruises ©
| Cruise line | Regent Seven Seas Cruises |
|---|---|
| Ship | Seven Seas Prestige |
| Duration | 10 nights |
| Port calls | 10 |
| Departures | 1 sailings |
| From fare | $18,498 per person |
| Year built | 2026 |
| Guests | 822 |
| Cabins | 411 |
| Crew | 630 |
| Length | 257 m |
| Beam | 44 m |
| Cruising speed | 19.0 kn |
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.
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.
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.
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.
Gustavia makes a polished first impression, but its appeal is more than designer boutiques and superyachts. Swedish rule left its mark in the town’s name and the ruins of Fort Gustav above the harbor. From the waterfront, cafés, galleries and shops sit within easy walking distance, while Shell Beach lies just beyond the center. Come ashore for French-Caribbean style, with history close at hand.
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.
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.
Arrive in La Romana, where the Dominican Republic’s sugar coast meets one of the Caribbean’s most polished resort enclaves. Casa de Campo’s golf courses and marina are nearby. Altos de Chavón, a 16th-century-style village, overlooks the Chavón River. Further east, Bayahibe offers boat trips to Saona Island and its protected beaches. Choose La Romana for a day that moves from elegant leisure to coastal wilderness.
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.
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.
Published September 26, 2026
Last updated October 3, 2026
Author: J. Richard
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