Ocean Crossings

 
San Juan to Lisbon
Mon Feb 28, 2028 - Tue Mar 14, 2028,
 15 days
 on Star Legend
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San Juan to Lisbon
This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-day annoyances can’t reach you, where every moment of every hour of every day is yours alone. This is your place – at sea under an open sky – the one place in which you truly can get away from it all. Simply step on board and we’ll take it from there. Meals so delicious they might be sinful are served when, where, and any way you choose. Decadent spa treatments. Lazy hours stretched out on deck. Workouts you’ve been meaning to get around to in the state-of-the-art Fitness Center. Uninterrupted time to spend with new friends, or in exquisite solitude. Best of all, this is the place and the time to reconnect – with each other, with yourself, with your dreams.
voyage map
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Day 1: San Juan
The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.
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Day 12: Agadir, Morocco
Edged by the mighty Sahara, lush parks, and beautiful, sandy beaches, Agadir brings you the best of all worlds. Shop for exotic jewelry and rugs in Souk Elhad and test your haggling talents. Or try your luck on a surfboard. Slow down and enjoy the view from the site of the old Kasbah, where a panorama of bay, port, and town stretch before you. 
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Day 14: Casablanca, Morocco
The siren call of Morocco is irresistible. Amid the whitewashed alleyways and stunning ocean views, make time for an optional excursion to the medina of Marrakech, a UNESCO World Heritage Site.  Explore the souks and medinas in the footsteps of Sir Winston Churchill and Yves St. Laurent, who both called this extraordinary blend of east and west their home.
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Day 16: Lisbon
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
Popular Highlights
Bridge
Dropping by the Bridge for an impromptu navigation lesson.
cuisine
Extraordinary cuisine – and great fitness equipment to work it off.
Friends
New friendships with like-minded travelers.
Massage
Time for your favorite indulgences – from a relaxing massage to breakfast in bed.
Private yacht lifestyle
Private yacht lifestyle with no interruptions.
stars overhead
More stars overhead than you ever imagined.
vistas from your stateroom
Sweeping ocean vistas from your stateroom or suite.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Mon Feb 28
San Juan
Arrive:  
Depart:  7:00 PM
Watersports Platform: 
Tue Feb 29
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Wed Mar 1
AT SEA
Arrive:  
Depart:  
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Thu Mar 2
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Mar 3
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sat Mar 4
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Mar 5
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Mar 6
AT SEA
Arrive:  
Depart:  
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Tue Mar 7
AT SEA
Arrive:  
Depart:  
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Wed Mar 8
AT SEA
Arrive:  
Depart:  
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Thu Mar 9
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Mar 10
Agadir, Morocco
Arrive:  8:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sat Mar 11
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Mar 12
Casablanca, Morocco
Arrive:  7:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Mar 13
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Tue Mar 14
Lisbon
Arrive:  6:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
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
Marina
*Select voyages
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Beyond Inclusive Package
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, Mar 22 - Tue, Apr 7, 2026
STAR PRIDE
$3,699
$3,699
Tue, Apr 28 - Wed, May 6, 2026
STAR SEEKER
$2,499
$2,499
Wed, Sep 2 - Wed, Sep 16, 2026
STAR SEEKER
$4,199
$4,199
Sat, Dec 5 - Sat, Dec 19, 2026
WIND SURF
$3,199
$3,199
Mon, Feb 8 - Mon, Mar 1, 2027
WIND STAR
$4,799
$4,799
Tue, Mar 2 - Wed, Mar 17, 2027
STAR LEGEND
$3,749
$3,749
Sat, Mar 27 - Sun, Apr 11, 2027
WIND SURF
$3,999
$3,999
Thu, May 20 - Mon, May 31, 2027
STAR SEEKER
$3,688
$2,599
Mon, Dec 6 - Mon, Dec 20, 2027
STAR LEGEND
Call For Availability
Mon, Feb 28 - Tue, Mar 14, 2028
STAR LEGEND
Call For Availability
THIS
SAILING
Tue, May 16 - Sun, May 28, 2028
STAR SEEKER
$3,787
$2,599