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A MEDICI FORTRESS, A DUBROVNIK CLOISTER & THE TOWER OF LONDON AFTER DARK: WINDSTAR’S NEW 2027 EXPERIENCES

Writer: Tom and Dom Travel
Tom and Dom Travel
5 hours ago
4 min read

Windstar Cruises is opening the doors to three remarkable European landmarks in 2027 with new complimentary Destination Discovery Events in Livorno, Dubrovnik and London — including after-hours access to the Tower of London. The experiences debut alongside the inaugural European season of Star Explorer, Windstar’s newest 224-guest all-suite yacht.


Tower of London
Tower of London

Each Destination Discovery Event is a complimentary, immersive evening ashore, open to every guest on an eligible voyage. These three new experiences are part of a broader expansion in 2027, bringing the programme to seven unique events across seven destinations, all eight Windstar yachts and 165 sailings – more than doubling fleet coverage. Windstar’s small-ship cruise size keeps each experience intimate, whether it’s dinner among the ruins of Ephesus under the stars or a Polynesian feast on a private motu near Bora Bora.

 

“Destination Discovery Events are about having an extraordinary place feel like it’s yours for the evening,” said Stijn Creupelandt, chief operating officer at Windstar Cruises. “In 2027, we’re bringing that experience to more of our guests across the fleet. It’s 180° from Ordinary brought to life — opening doors, staying after hours and experiencing a destination in a way that feels distinctly Windstar. With Star Explorer beginning her inaugural year, our guests have an entirely new way to experience the oceans and rivers of Europe with us.”

 

What Are Windstar’s New Destination Discovery Events for 2027?


  • Livorno, Italy: A Medici Wine Tasting — Inside Livorno’s 16th-century Fortezza Vecchia, Windstar guests will gather after hours for locally inspired cocktails and Tuscan canapés accompanied by live music and stories shared by local docents. The historic Medici fortress provides an intimate setting for experiencing the region’s culture, flavours and history after the usual day of sightseeing has ended. Featured on: Europe’s Winter Riviera.


  • Dubrovnik, Croatia: The Spirit of Croatia — In Dubrovnik, the evening begins with sparkling wine and traditional klapa singers inside a 15th-century Dominican cloister before guests continue to the historic Marin Držić Theatre for Croatian music and dance. The experience brings together two remarkable settings and living local traditions in the heart of the city. Featured on: Iconic & Hidden Croatia and Off the Beaten Path Adriatic


  • London, England: Tower of London at Sunset — One of the most limited new experiences takes place after the Tower of London closes for the day. On just three 2027 sailings, Windstar guests will enter the historic landmark after hours for a private viewing of the Crown Jewels, access to select areas including the White Tower and Battlements, stories from the Tower’s Yeoman Warders, live music and a British-inspired reception in the historic New Armouries Courtyard. 


Dubrovnik
Dubrovnik

The event is available on just three 2027 sailings: 


Star Explorer: a new way to experience Europe

The 2027 season also marks the inaugural year of 224-guest Star Explorer, Windstar’s newest all-suite yacht. Debuting December 28, 2026, Star Explorer has 112 suites, nearly all with either a full private veranda or a floor-to-ceiling infinity window that opens to the breeze.

 

Her size also opens up distinctive ways to arrive in Europe: docking in the Venice lagoon steps from the heart of the city, sailing up the Thames beneath Tower Bridge into central London and venturing inland on European rivers larger cruise ships cannot navigate.

 

On board, guests will find Basil + Bamboo, Windstar’s newest specialty restaurant blending Asian and Mediterranean influences; a full-service spa and fitness facility; and a fresh take on Windstar’s signature Marina water-access platform.

 

Following her Mediterranean debut, Star Explorer will spend summer 2027 exploring Northern Europe, including the British Isles, Ireland, Norway, Scotland and the Baltic, before returning to the Mediterranean in fall.


Ephesus
Ephesus

 

Europe during local season 

Windstar calls its autumn and winter Mediterranean programme Local Season, which is built around experiencing destinations at a different rhythm, with more time ashore and opportunities to take part in traditions tied to the season.

 

In early 2027, Star Explorer’s Mediterranean voyages feature overnights on most itineraries, longer stays and later departures, plus double overnights in Venice and Barcelona. The season places guests in destinations during experiences such as Venice’s Carnevale and Epiphany celebrations, while also offering winter opportunities to visit the Royal Palace of Caserta from Naples and spend more time exploring Gaudí’s architecture during an overnight in Barcelona. With extended time in port, guests have more freedom to linger over dinner, explore cities after dark and wake the following morning with more of the destination still ahead.

 

Booking Star Explorer’s inaugural year

Star Explorer sets sail December 28, 2026, on her maiden voyage round-trip from Barcelona across Southern Spain. Her inaugural Mediterranean Local Season follows in early 2027, with voyages through Spain, Italy, southern France and Croatia before she heads north for summer.

 

To plan a small ship cruise with Windstar book online here, contact a travel advisor, or call Windstar Cruises on 0800 008 6682. For more information visit www.windstarcruises.com


 
 

Sail with Us! Our First Ever Group Cruise 🚢

After years of sharing our adventures on YouTube, we’re hosting our very first group cruise, and we want you there!

Join us aboard Cunard’s stunning new ship, Queen Anne, for a 7-night Spain & Portugal voyage sailing roundtrip from Southampton on 24 October 2027.

Expect exclusive Tom & Dom Travel events, beautiful ports, and the chance to cruise with fellow channel fans.

Tom and Dom in Lisbon with Queen Anne

Tom & Dom at Lisbon's iconic Portas do Sol viewpoint, with Queen Anne anchored on the glittering Tagus

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