Hold times may be longer than usual: We're currently undergoing a reservation system upgrade and are still fixing some issues. Please contact us if you have any questions.
Naturally Costa Rica
 
Puerto Caldera to Puerto Caldera
Sat Feb 15, 2025 - Sat Feb 22, 2025,
 7 days
 on Wind Star
?All-inclusive from
$2,629
?Cruise Only From
$2,629
VIEW ALL SAILING
DATES & FARES
ADD TO
WISH LIST
REMOVE
FROM
WISH LIST
VIEW THE JOURNEY
Puerto Caldera to Puerto Caldera

Lush and vibrant, kissed by the sun and blessed with a breathtaking shoreline, the "rich coast" lives up to its name. Local naturalists highlight the region's history, flora, and fauna. Enjoy a catamaran and snorkeling adventure in Playa Flamingo, where you’ll discover pristine beaches, beautiful reefs, and colorful marine life. Wander through Curu's dense tropical dry forests teeming with life before visiting Quepos for rainforest adventures and searching for red-backed squirrel monkeys in Manuel Antonio National Park.

voyage map
VIEW THE JOURNEY
Day 1: Puerto Caldera
Located on the Gulf of Nicoya, the small town of Puerto Caldera is one of Costa Rica’s top attractions, perfect for travelers who like more off the beaten path destinations where the native Tico lifestyle can be experienced. It is the gateway to San Jose, Jaco and the big city of Puntarenas, plus Los Suenos and Tortuga Island. Carara National Park is nearby, the rainforest home to crocodiles, over 400 species of birds and is considered the most likely place to see scarlet macaws.
VIEW THE JOURNEY
Day 2: Playa Flamingo
Playa Flamingo is considered one of Central America’s most beautiful beaches with it pristine blue water, exotic marine life, and some of the best deep sea fishing to be found. Located in Punta Salinas on the country’s Gold Coast, Playa Flamingo is the only full-service marina between Acapulco and Panama. Other water activities include year-round SCUBA diving, swimming, and snorkeling. The stunning and unspoiled white-sand beaches will remain in your memory for years to come. This port is accessed with a wet landing.
VIEW THE JOURNEY
Day 3: Playa Flamingo
Playa Flamingo is considered one of Central America’s most beautiful beaches with it pristine blue water, exotic marine life, and some of the best deep sea fishing to be found. Located in Punta Salinas on the country’s Gold Coast, Playa Flamingo is the only full-service marina between Acapulco and Panama. Other water activities include year-round SCUBA diving, swimming, and snorkeling. The stunning and unspoiled white-sand beaches will remain in your memory for years to come. This port is accessed with a wet landing.
VIEW THE JOURNEY
Day 4: Curú, Costa Rica
Located along Costa Rica's Pacific coast, the Curu Wildlife Reserve is an impressive nature reserve spanning 12 square kilometers. This biodiverse paradise is a haven for nature enthusiasts and wildlife lovers alike looking for a responsible way to experience Costa Rica’s forest and pristine beaches. Wander through dense tropical dry forests teeming with howler monkeys, capuchins, and a plethora of exotic birds or relax and bask in the sun on the beach.
VIEW THE JOURNEY
Day 5: Quepos
The former banana-exporting town of Quepos is your basecamp for a day of rainforest adventure. Take a walk along trails that weave up to waterfalls, or ride horseback to a beautiful jungle pool. A float trip through a mangrove swamp populated by monkeys, crocodiles, egrets, and herons is also available. Or you may choose a nature walk through Manuel Antonio National Park, with its lovely beaches, easy trails, and abundant animal life. 
VIEW THE JOURNEY
Day 6: Golfo Dulce
Picture Jurassic foliage growing down steep hillsides all the way to the waterline, the hoots  of monkeys echoing through trees choked by orchids. Golfo Dulce is one of Costa Rica’s most biodiverse areas, where both the jungle and the sea brim with life. Explore the canals by kayak in search of javelinas, butterflies, and more bird species than in all of North America. This port is accessed with a wet landing.
VIEW THE JOURNEY
Day 7: Punta Leona, Costa Rica
Your wet landing will drop you off at Punta Leona Beach Club, a well-known private beach resort community located on the Pacific coast of Costa Rica. Nestled amidst lush tropical rainforests, Punta Leona offers visitors a pristine and picturesque environment to unwind and enjoy the natural beauty of the region. The resort is known for its stunning white sand beach, Playa Mantas, and clear turquoise waters. Traverse the suspended cable bridges over the forest canopy in Carara National Park, or board a jungle cruise boat up the Tarcoles river to see one of the largest colonies of crocodiles in Costa Rica. Whether seeking relaxation or adventure, Punta Leona provides a captivating destination for nature enthusiasts and beach lovers alike. *This port is accessed by a wet landing and there may be a fee for using the resort amenities. Taxis and tours organized independently will need to be added to the resort guest list.*
VIEW THE JOURNEY
Day 8: Puerto Caldera
Located on the Gulf of Nicoya, the small town of Puerto Caldera is one of Costa Rica’s top attractions, perfect for travelers who like more off the beaten path destinations where the native Tico lifestyle can be experienced. It is the gateway to San Jose, Jaco and the big city of Puntarenas, plus Los Suenos and Tortuga Island. Carara National Park is nearby, the rainforest home to crocodiles, over 400 species of birds and is considered the most likely place to see scarlet macaws.
Popular Highlights
Diego Vasquez
Hear enlightening onboard presentations from a Costa Rican Naturalist.
Manuel Antonio National Park
Go in search of red-backed squirrel monkeys at Manuel Antonio National Park.
Small Costa Rica Towns
Explore small Costa Rican towns and local markets.
Spider Monkeys
View spider monkeys and caimans in Curú National Wildlife Refuge.
Zipline in Playas del Coco
Zipline in Playas del Coco, one of the oldest beach communities in Costa Rica.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sat Feb 15
Puerto Caldera
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Sun Feb 16
Playa Flamingo
Arrive:  10:00 AM
Depart:  
Watersports Platform: 
Mon Feb 17
Playa Flamingo
Arrive:  
Depart:  3:00 PM
Watersports Platform: 
Tue Feb 18
Curú, Costa Rica
Arrive:  7:00 AM
Depart:  9:30 PM
Watersports Platform: 
Wed Feb 19
Quepos
Arrive:  6:00 AM
Depart:  4:00 PM
Watersports Platform: 
Thu Feb 20
Golfo Dulce
Arrive:  7:00 AM
Depart:  4:00 PM
Watersports Platform: 
Fri Feb 21
Punta Leona, Costa Rica
Arrive:  10:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sat Feb 22
Puerto Caldera
Arrive:  6:00 AM
Depart:  
Watersports Platform: 
Wind Star
Wind Star is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht.
LEARN MORE →
Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category BX Deluxe
Category BX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $2,629 per guest
? All-inclusive price from $2,629 per guest
Category A
Category A
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $2,799 per guest
? All-inclusive price from $2,799 per guest
Category AX Deluxe
Category AX Deluxe
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Cruise only from $2,999 per guest
? All-inclusive price from $2,999 per guest
Category B
Category B
Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.
? Call for Availability
Owner's Suite
Owner's Suite
With an expansive 220 square feet, the Owner’s Suite gives you everything offered in a stateroom, plus lots more, including a beautiful sitting area and separate in-room dining space.
? Call for Availability
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Complimentary All-Inclusive Upgrade
Holiday Sailings
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sat, Dec 21 - Sat, Dec 28, 2024
WIND STAR
$2,899
$2,899
Sat, Jan 11 - Sat, Jan 18, 2025
WIND STAR
$2,599
$2,599
Sat, Feb 15 - Sat, Feb 22, 2025
WIND STAR
$2,629
$2,629
THIS
SAILING