Netherlands Antilles Cruise from Oranjestad to San Juan — 8 Days

7 nights · Netherlands Antilles · Departs Oranjestad Aruba (Netherlands) · Visiting Willemstad Curacao, Kralendijk Bonaire, Gustavia St Barths, Jost Van Dyke Island BVI, Virgin Gorda Island BVI, San Juan · Aboard Windstar Cruises on the Star Pride

Windstar Cruises logo
Cruise lineWindstar Cruises
ShipStar Pride
Duration7 nights
Port calls7
Departures1 sailings
From fare$2,754 per person
Year built1988
Guests343
Cabins156
Crew190
Length159 m
Beam19 m
Cruising speed15.0 kn
  1. Day 1

    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.

  2. Day 2

    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.

  3. Day 3

    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.

  4. Day 5

    Gustavia St Barths, France

    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.

  5. Day 6

    Jost Van Dyke Island BVI

    Cruz Bay is St. John’s harbor town, where ferries, cafés and island roads meet. From here, much of the island opens quickly: Virgin Islands National Park protects roughly two-thirds of St. John. Follow North Shore Road to white-sand beaches and clear water, or visit the sugar plantation ruins at Annaberg. Back in town, browse the shops at Mongoose Junction, then choose a waterfront table for dinner.

  6. Day 7

    Virgin Gorda Island BVI

    Virgin Gorda swaps city bustle for clear water, quiet coves and a dramatic coastline. At The Baths, granite boulders form a maze of sea pools and narrow passages beside the beach. Some routes involve ladders and slippery rocks, so wear shoes with grip. Spanish Town is the island’s main settlement; North Sound is known for sheltered anchorages and sailing. Go early to explore The Baths before the busiest hours, then cool off in the Caribbean.

  7. Day 8

    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.

Star Pride Cruises

Published August 9, 2026
Last updated October 3, 2026
Author: J. Richard


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