In the Wake of the Spanish Armadas
 
Oranjestad to Colón
Sun Feb 1, 2026 - Mon Feb 9, 2026,
 8 days
 on Wind Surf
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Starting from $3,199 USD
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Oranjestad to Colón
Bougainvillea-covered balconies, jungles teeming with wildlife ... there’s more treasure here than the Spanish ever dreamed of. Step back in time to Spain’s colonial heyday in Cartagena and Santa Marta, where museums glitter with pre-Colombian gold and jewelers display fresh-from-the-mine emeralds. Join the birds in the rainforest canopy and caimans in thick mangroves. Dine alfresco beneath a colony of stars and toast the perfect antidote to winter.
voyage map
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Day 1: Oranjestad
Known for having some of the best beaches in the Caribbean, this Dutch port makes it easy to just … take it easy. Walk through town to choose your favorite carved wooden door, or spend the day like the Arubans do playing dominos at a beachside table.
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Day 3: Santa Marta
Romantic Santa Marta has it all: history (Colombia’s oldest city), natural beauty (from gentle bays and beaches to the highest coastal mountain range in the world), and its very own celebrity. Simon Bolivar  (“The Liberator”) is known as the George Washington of South America, and this was his Mount Vernon. Visit his beautiful estate or head to one of  the two UNESCO Biosphere Reserves nearby.
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Day 4: Cartagena
Welcome to the sparkling city of Cartagena, where the gold and jewels of the Spanish Main awaited shipment across the Atlantic. No pirate could resist, nor will you be able to when you visit this historic city. The Old Town, a UNESCO World Heritage Site, is surrounded by 400-year-old walls and contains a plethora of churches, fortresses, and restored colonial mansions. Outside the walls are more treasures: Climb the massive Castillo de San Felipe to investigate its maze of hidden tunnels, or shop for the perfect emerald.
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Day 6: Bocas del Toro
Bocas del Toro on Bastimentos island was visited by Columbus in 1502 and then built up with colorful and Caribbean-style clapboard houses by the United Fruit Company in the early 20th century.   Situated on the beautiful Bocas del Toro archipelago, the laid-back and friendly community is a great combination of races and ethnicities living harmoniously. West Indians, Latinos and Extraneros (the resident gringos) make this an easy place to feel right at home and embrace the relaxed Caribbean vibe of the town. Not far from town is the Smithsonian Tropical Research Institute, as well as two national parks, La Amistad and many banana plantations.
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Day 8: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
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Day 9: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
Popular Highlights
Christ the Redeemer statue
Monuments to see in Colón include the Christopher Columbus statue, Christ the Redeemer statue, and Virgin Mary statue, Shell Monument, Aspinwall Monument, and Monument of the Students' Revolution..
Colonial Fort
Discover all the Spanish treasure left behind, from the stippled walls of colonial forts to lush jungles teeming with wildlife.
fortresses of Cartagena
View the port and fortresses of Cartagena, a UNESCO World Heritage Site.
Fort Zoutman
Find Fort Zoutman, the oldest structure on Aruba.
Puerto Moin
Snack on the famouse cashews of Puerto Moin as you stroll the streets of unique architecture.
Santa Marta
Visit the home of Simon Bolivar, “The Liberator,” in Santa Marta.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Sun Feb 1
Oranjestad
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Mon Feb 2
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Tue Feb 3
Santa Marta
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Feb 4
Cartagena
Arrive:  8:00 AM
Depart:  3:30 PM
Watersports Platform: 
Thu Feb 5
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Feb 6
Bocas del Toro
Arrive:  12:00 PM
Depart:  5:30 PM
Watersports Platform: 
Sat Feb 7
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Feb 8
Colón
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Mon Feb 9
Colón
Arrive:  
Depart:  
Watersports Platform: 
“This cruise is the perfect antidote to winter.”
Captain Neil Broomhall
Master, Star Legend
Neil Broomhall knew there was a big world beyond the Norman castle ruins and half-timbered cottages of his home in Stafford, England, and he was determined to see it. He set off as a teen for a life at sea, starting as a deckhand aboard cargo ships and working his way up through the ranks to become first officer aboard Cunard’s Queen Elizabeth 2. Captain Neil took command of his first ship at age 34, and mastered Swan Hellenic’s Minerva before joining Windstar. An avid diver, he is also a skilled sailing and kayaking instructor, and is fascinated by global meteorology.
Captain Neil Broomhall fondly recalls his first visit to Central America and Boca Del Torro: “I was just 16 and working as a deckhand aboard a banana boat!” He instantly fell in love with Boca’s gorgeous beaches, warm waters, Latin music, and easygoing lifestyle that is “such a different pace” from his home in Britain. (He remembers falling for a certain young girl there as well, but that’s for another story.) The Captain also raves about Costa Rica’s rainforest with “all the sights and sounds of its animals and birds — and lots of lizards!”
 
Cartagena’s Old Town, a UNESCO World Heritage Site, is another favorite of the Star Legend master, who says the colonial gem is “absolutely amazing. The wood carvings inside Santa Domingo Cathedral are incredible, and a walk along the city walls makes for great exercise.” Just beyond pastel-painted Oranjestad you’ll find the monolithic Ayo Rock Formations, considered sacred by Aruba’s ancient Arawak Indians; while a day in Santa Marta, Colombia’s oldest city, leads to glittering displays in the Gold Museum and two UNESCO Biosphere Reserves. A final overnight in Colón allows time to explore Panama City’s revitalized Old Quarter and the UNESCO-designated Fort San Lorenzo. Add a healthy dose of vitamin D from the tropical sun and, says Captain Neil, “this cruise is the perfect antidote to winter.”
  • Wander the narrow, cobblestoned streets inside colonial Cartagena’s 400-year-old walls — “Between all the churches and restored mansions, you’ll find plenty of vendors selling fresh fruit juices and ice-cold sliced pineapple, and try the marinated conch for lunch”
  • See pre-Colombian artifacts in Santa Marta’s Gold Museum, or head to the Sierra Nevada foothills to explore an ancient Tayrona settlement in the Taironaka Reserve — “You may even encounter some of Colombia’s Kogi people, who descended from the Tayrona and still hold this site in reverence”
  • Board a jungle pontoon boat in Puerto Moin for a cruise through the Tortuguero Canals, “the Amazon of Costa Rica”
  • Take advantage of an overnight in Colón to join an art workshop in colorful Portobelo, kayak Gatun Lake, and watch ships transit the Panama Canal — Broomhall recommends a ride on the glass-domed train that runs alongside the canal, and climbing the Rainforest Discovery Center’s 130-foot-high tower “for incredible views above the canopy”
Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category B
Category B
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $3,199 per guest
? All-inclusive price from $3,991 per guest
Category BX Deluxe
Category BX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $3,399 per guest
? All-inclusive price from $4,191 per guest
Category A
Category A
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $3,549 per guest
? All-inclusive price from $4,341 per guest
Category AX Deluxe
Category AX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $3,849 per guest
? All-inclusive price from $4,641 per guest
Category TX Deluxe
Category TX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $4,099 per guest
? All-inclusive price from $4,891 per guest
Suite
Suite
With 376 square feet, you’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.
? Cruise only from $6,199 per guest
? All-inclusive price from $6,991 per guest
Officer's Suite
Officer's Suite
For the ultimate in nautical experiences, reserve the new Officer’s Suite located close to the Bridge where our own ship’s officers have their quarters. With its unique “insider” location and 242 square feet of comfort, the nautically appointed Officer’s Suite offers an experience you won’t find on any other cruise line.
? Call for Availability
Bridge Suite
Bridge Suite
The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.
? 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
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun, Feb 1 - Mon, Feb 9, 2026
WIND SURF
$3,991
$3,199
THIS
SAILING