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 $3,299 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
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.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Sun Feb 1
Oranjestad
Arrive:  
Depart:  6:00 PM
Watersports Platform: 
Mon Feb 2
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Tue Feb 3
Cartagena
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Wed Feb 4
Cartagena
Arrive:  
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:  6:00 PM
Watersports Platform: 
Sat Feb 7
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Feb 8
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Feb 9
Colón
Arrive:  7:00 AM
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”
Accommodations & Pricing
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar) 
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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
ALL DATES &
FARES
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select 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
$4,091
$3,299
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SAILING