Barbados Cruise from Bridgetown to Puntarenas — 19 Days

18 nights · Barbados · Departs Bridgetown (Barbados) · Visiting Bequia Island, St Georges Grenada, Kralendijk Bonaire, Willemstad Curacao, Oranjestad Aruba, Cartagena Colombia, San Blas Islands Panama, Colon, Panama Canal, Panama City, Isla Gamez Panama, Golfito, Quepos, Puntarenas · Aboard Windstar Cruises on the Wind Star

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Bridgetown Barbados Cruise Port: Shore Excursions & Expert Guide Port Elizabeth Cruise Port: Shore Excursions & Expert Guide church street cars Kralendijk, Bonaire — Hafen Kralendijk, Bonaire
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Cruise lineWindstar Cruises
ShipWind Star
Duration18 nights
Port calls15
Departures1 sailings
Year built1986
Guests178
Cabins74
Crew84
Length134 m
Beam16 m
Cruising speed13.0 kn
  1. Day 1

    Bridgetown, Barbados

    Bridgetown rewards travelers who leave the ship and walk into Barbados’ compact capital. Its UNESCO-listed Historic Bridgetown and Garrison trace the island’s colonial history; Broad Street offers a lively glimpse of daily life. Pause beside the Careenage, where boats thread the old harbour, then browse shops for local rum and Bajan crafts. Carlisle Bay’s pale sand and clear water lie just beyond the city.

  2. Day 2

    Bequia Island

    Port Elizabeth sits on Bequia’s Admiralty Bay, where fishing boats and yachts share a sheltered anchorage. Step ashore into a compact waterfront of cafés and shops, then follow the Belmont Walkway towards Princess Margaret Beach. Bequia’s boatbuilding tradition remains visible in its working yards and local craft. Come for unhurried island life, swimming in clear water and views across the Grenadines.

  3. Day 3

    St Georges Grenada, Grenada

    St George’s is one of the Caribbean’s most handsome harbour towns, its pastel waterfront curving around a horseshoe-shaped bay. Walk the Carenage, where fishing boats and yachts share the water beneath Fort George. Grand Anse Beach lies a short drive south, with clear water and a long sweep of sand. In town, market stalls sell nutmeg, cocoa and cinnamon, helping earn Grenada its title, the Spice Isle.

  4. Day 5

    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.

  5. Day 6

    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.

  6. Day 7

    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.

  7. Day 9

    Cartagena Colombia, Colombia

    A short ride from Cartagena’s cruise port brings you to its UNESCO-listed historic centre and handsome colonial streets. Inside the old walls, flower-draped balconies, shaded plazas and broad stone lanes lead to cafés, churches and lively markets. Visit Castillo San Felipe de Barajas, the great fortress built to defend the harbor, then explore colorful Getsemaní. Come early, before the midday heat settles over the plazas, and save time for a cool drink beside the Caribbean.

  8. Day 11

    San Blas Islands Panama, Panama

    San Blas is no conventional cruise port. More than 300 islands and cays fringe Panama’s Caribbean coast. Here, clear water and white-sand beaches meet Guna Yala, an Indigenous territory with a distinct culture. Choose a boat outing for reef snorkeling, or visit a Guna community and discover mola textiles, sewn by Guna women. Access and transport require advance planning, typically through a local operator or community.

  9. Day 12

    Colon, Panama

    Colón puts you at Panama’s Caribbean gateway, where the Atlantic meets the Panama Canal. At Agua Clara Locks, watch ships pass through the expanded canal toward Gatun Lake. Nearby, Portobelo and San Lorenzo preserve Spanish colonial fortifications built to guard Caribbean trade routes. Colón is best approached as a gateway, with its strongest draws found in the canal, historic coast and surrounding rainforest.

  10. Day 13

    Panama Canal, Panama

    Few journeys change your sense of scale like a passage through the Panama Canal. This 50-mile waterway links the Atlantic and Pacific, lifting ships through locks and across Gatun Lake. Watch the gates close, water rise, and a vast vessel move within inches of concrete walls. On deck, the engineering is the spectacle; beyond it, rainforest edges the route. Bring binoculars, and stay outside for the crossing.

  11. Day 13

    Panama City, Panama

    Balboa sits at the Pacific entrance to the Panama Canal, where ocean-going ships begin their passage between continents. From the port, Panama City’s skyline rises beyond the canal’s working waters. Visit Casco Viejo for restored colonial streets, independent cafés and views across the bay. Or follow the Amador Causeway toward the Biomuseo and sweeping views of ships awaiting transit. Balboa rewards travelers who look beyond the canal to a capital shaped by trade, history and the sea.

  12. Day 16

    Isla Gamez Panama, Panama

    Isla Gámez lies in Panama’s Gulf of Chiriquí, reached by boat from Boca Chica. Within the Gulf of Chiriquí National Marine Park, it offers a quieter encounter with Panama’s Pacific coast. Expect a palm-fringed shore, warm water and opportunities to snorkel among coral and tropical fish. Bring sun protection; shade and facilities can be limited. Swim, stroll the beach and enjoy a pause in this island seascape.

  13. Day 17

    Golfito

    Golfito lies between the forested slopes and sheltered waters of Golfo Dulce, on Costa Rica’s southern Pacific coast. The town grew around a banana port built by the United Fruit Company in the 1930s. Boat trips cross the gulf, with chances to see dolphins, sea turtles and migrating whales. Inland, steep green hills lead toward Piedras Blancas National Park and its rainforest.

  14. Day 18

    Quepos

    Quepos puts Costa Rica’s central Pacific within easy reach. The town grew around its harbor and remains a working gateway to sport fishing, coastal excursions and rainforest. Manuel Antonio National Park lies just south, where forest trails descend toward white-sand coves and Pacific waters. Browse the marina, sample fresh seafood or watch afternoon light settle over the bay. Bring swimwear, walking shoes and time to linger.

  15. Day 19

    Puntarenas

    Step ashore in Puntarenas, Costa Rica’s long, narrow port city on the Pacific coast. From here, rainforest reserves, coffee country and the Nicoya Peninsula lie within reach. Walk the waterfront promenade for seafood and views across the Gulf of Nicoya. Or head inland to Monteverde’s cloud forest. Plan one excursion and allow time for the road; Puntarenas is best enjoyed at an unhurried pace.

Wind Star Cruises

Published August 21, 2026
Last updated October 3, 2026
Author: J. Richard

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