Windstar 23 Nights Caribbean

Star Collector: Spanish Mystery & Atlantic Crossing

Star Legend • Embarkation: Barcelona

Voyage Overview

Embark Date 04-Nov-2026
Disembark Date 27-Nov-2026
Duration 23 Nights
Vessel Star Legend

Day-by-Day Itinerary

Day 1: BARCELONA

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.

Day 2: MYSTERY PORT 1

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you will still explore new places, meet amazing people and make unforgettable memories - because that's what you do on a Windstar cruise.

Day 3: MYSTERY PORT 2

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

Day 4: MYSTERY PORT 3

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

Day 5: MYSTERY PORT 4

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories; because that's what you do on a Windstar cruise.

Day 6: MYSTERY PORT 5

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

Day 7: MYSTERY PORT 6

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

Day 8: MYSTERY PORT 7

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you'll still explore new places, meet amazing people and make unforgettable memories; because that's what you do on a Windstar Cruise.

Day 9: MALAGA

Here, on the shores of Costa del Sol, the Andalusian spirit thrives. Be sure to include an optional visit to see the brilliant and comprehensive collection of Picasso's work at Museo Picasso Málaga, a tribute to this artistic genius in the city of his birth. Or you may choose to opt for a visit to the beautiful village of Mijas, where picturesque Andalusian country life creates some of the world's best wines. 

Day 10: TANGIER

Fascinating Tangier is a traveler's delight with beautiful vistas, lovely unspoiled beaches, intriguing history and friendly people. Separated from Spain by only 20 miles across the Strait of Gibraltar, Tangier is considered by many to be the gateway to Africa. With its cosmopolitan mix of African and European influences, there are many interesting sites in Tangier.  The two UNESCO sites of the Medina (the old-walled city) a bustling place, and the Kasbah which offers beautiful views and fine Moroccan art, and the Place de France in the heart of the new city is an entertaining place to sip mint tea and enjoy the view.

Day 11: CASABLANCA

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.

Day 12: SEAD

SEAD

Day 13: FUNCHAL, MADEIRA

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

Day 14: SEAD

SEAD

Day 15: SEAD

SEAD

Day 16: SEAD

SEAD

Day 17: SEAD

SEAD

Day 18: SEAD

SEAD

Day 19: SEAD

SEAD

Day 20: SEAD

SEAD

Day 21: SEAD

SEAD

Day 22: SEAD

SEAD

Day 23: SEAD

SEAD

Day 24: BRIDGETOWN, BARBADOS

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you'll find historic sugar plantations and the fairyland magic of Harrison's Cave.

About Star Legend

Star Legend
  • Cruise Line: Windstar
  • Guest Capacity: 3 guests
  • Vessel Type: Ocean Liner / Mega-Cruise Ship
  • IMO Registration: 9008598
Starting From
$6,381
per person / based on double occupancy
Category Estimates
Inside Cabin: Call
Oceanview Cabin: $6,381
Private Balcony: $10,672
Luxury Suite: $6,417
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