21 nights · Puerto Caldera, Costa Rica · Departs Puntarenas · Visiting Playa Flamingo, Herradura, Quepos, Golfito, Isla Gamez Panama, Panama City, Panama Canal, Bocas del Toro, San Blas Islands Panama, Cartagena Colombia, Oranjestad Aruba, 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
Image courtesy of Windstar Cruises ©
| Cruise line | Windstar Cruises |
|---|---|
| Ship | Star Pride |
| Duration | 21 nights |
| Port calls | 18 |
| Departures | 1 sailings |
| From fare | $6,927 per person |
| Year built | 1988 |
| Guests | 343 |
| Cabins | 156 |
| Crew | 190 |
| Length | 159 m |
| Beam | 19 m |
| Cruising speed | 15.0 kn |
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.
Playa Flamingo sits on Costa Rica’s Pacific coast, where dry tropical hills meet a pale crescent of sand. At its modern marina, boats head out for sport fishing, sailing and trips to nearby coves. When seas are calm, swimming and snorkeling beckon. Nearby, Tamarindo offers a livelier beach scene, while Las Baulas National Marine Park protects nesting leatherback turtles. Finish with a boat outing and sunset over the Pacific.
Herradura is a Pacific-side harbor town where rainforest meets a sheltered crescent of dark sand. At Los Sueños Marina, deep-sea charters pursue sailfish, marlin and dorado offshore. Nearby Jacó brings surf shops, cafés and an easy-going beach scene. Carara National Park protects a rich stretch of tropical forest. Choose a fishing trip, a wildlife outing or a quiet hour beneath the palms beside the bay.
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.
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.
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.
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.
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.
Bocas del Toro is a Caribbean archipelago where rainforest meets clear water and coral reefs. Your first stop is likely Isla Colón, home to Bocas Town, the islands’ hub for cafés, markets, and water taxis. From here, boats reach Red Frog Beach and Bastimentos Island National Marine Park. Spend your time snorkeling, exploring mangrove channels, or enjoying lunch beside the sea.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Published September 3, 2026
Last updated October 3, 2026
Author: J. Richard
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