Open today 08:30-17:30

Tall ship Holiday Ideas

Sail on-board the Royal Clipper in the waters of St Lucia with our Tall Ship Holiday Ideas

Sail in classic elegance on a luxurious tall ship reminiscent of a bygone age. Feel the wind in your hair as you travel the world on one of these extraordinary vessels. Watch as the magnificent sails are raised and you embark on the journey of a lifetime in the style of the old-world travellers before you.

Visit stunning destinations on the Caribbean and Mediterranean Islands, discovering well-known attractions as well as hidden gems. Be treated like royalty as the hands-on crew tend to your every need. Relax at sea and make the most of the excellent onboard facilities. Read about the adventures ahead in the Edwardian style library or take a dip in one of the many pools before heading to the spa for a relaxing massage.

If you want to see some of the world’s finest destinations whilst cruising in the lap of luxury, the only choice is a tall ship! We’ve come up with some fantastic Tall Ship Holiday Ideas to help you decide which trip is best for you. Simply decide your preferred destination and when you'd like to travel then take a look at the categories below to find your perfect sailing experience.

Don’t worry if you don’t find what you’re looking for amongst these Tall Ship Holiday Ideas because we specialise in tailor made holidays. Give us a call on 0333 800 2033 and we’ll do our utmost to make your trip unforgettable.

Caribbean (November-March)

Sail on a tall ship through the Caribbean islands

Our Tall Ship Holiday Ideas include two Caribbean cruises, one in the culturally rich and scenically stunning Windward Islands and another in the breathtaking Grenadine Islands, featuring magnificent beaches, exceptional activities and fascinating culture.

The Windward Islands

Take a tour of the Caribbean Windward Islands where you’ll wander amongst captivating architecture, learn about the fascinating plantation culture and discover the travellers who sailed before you, including Columbus and Nelson! Visit Barbados and see the impressive parliament buildings, built in the 1870’s, which have clearly had a heavy British influence. Explore a banana plantation in St. Lucia and learn more about the island’s remarkable history. Make the most of the onboard library, reading about the adventurers who passed before you such as Horatio Nelson and Christopher Columbus, before heading to the islands of Barbados, Antigua and Iles des Saintes where you’ll find local reminders of these great men.

Caribbean: Royal Clipper Caribbean Windward Islands

Discover the Royal Clipper Caribbean voyage and a wonderfully unique paradise

Stunning, eight day, luxury, Royal Clipper cruise, sailing on the world’s largest, five masted, square rigger in the lap of luxury and exploring the natural attractions, colonial grandeur and European influences of the Caribbean’s most beautiful...

The Grenadine Islands

Explore the Grenadine Islands on an elegant tall ship cruise and take in the fascinating cultural mix in Forte de France, the blend of French and Creole gives this location a unique and intriguing atmosphere that you can enjoy on your voyage. An undoubted highlight of your journey is a visit to Tobago Cays; uninhabited islands surround a horseshoe of coral reef, perfect for snorkellers! If you’re not all that experienced with snorkelling then don’t worry, the calmer waters to the east of Petit Rameau are ideal for beginners looking to practice their skills! Your cruise continues to Grenada, taking in the aromatic food and famous Caribbean rum as well as one of the world’s best beaches; the two mile Grand Anse! Soak up the scenery of St Lucia’s rainforested volcanoes and the breathtaking natural harbour at Bequia and discover why the Caribbean is renowned as one of the world’s most beautiful destinations!

Mediterranean (May-October)

Two stunning ships of the Star Clipper fleet, the vessels for our Tall Ship Holiday Ideas

Many of the destinations we visit are ripe with exciting history, fascinating cultural experiences and artistic influences. From flawless architecture to historic ruins, delicious cuisine to friendly locals, these cruises are jam-packed with cultural discoveries that are sure to make your holiday magical.

To help you navigate our Mediterranean itineraries, we’ve divided our Tall Ship Holiday Ideas here into three sections: Western Mediterranean, Eastern Mediterranean and Adriatic. These cruises allow you to explore a variety of very different destinations, including Italy, Greece, Turkey, Croatia and more!

Eastern Mediterranean

Spend your summer in the sun on a luxurious voyage introducing you to the highlights of the Greek Islands and Turkey. Try your hand at a range of watersports like snorkelling, windsurfing, sailing dinghies and more for a splash of action on your voyage. While the onboard atmosphere and tall ship experience are paramount on all of our itineraries, our Eastern Mediterranean adventures add a cultural overtone that turns your journey into a true voyage of discovery. Delve into an ancient culture when you visit the old town of Rhodes, listed as a world heritage site, and be sure to pay a visit to the remains of the historic Temple of Apollo! Continue into Bodrum and discover the staggering 15th century castle towering over the city, or see the fascinating exhibits at the Museum of Underwater Archaeology. Enjoy the chance to sail the Dalyan River and photograph the Lycian tombs dating back to 400 BC! This unforgettable taste of these ancient cultures truly is the experience of a lifetime, and one that’s not to be missed.

Mediterranean: Star Clipper : Seven night Southern Cyclades

The Southern Cyclades cruise travels to remarkable destinations, offering stunning views

Relaxing, seven night voyage, exploring the Southern Cyclades, taking in the delights of Greece and Turkey and savouring the nostalgia of classic schooner sailing onboard the Star Clipper. Sail from one beautiful destination to the next as you...

Western Mediterranean

Choose a western adventure and spend a week on-board the world’s only active five-masted ship as you explore the wonders of Italy! Set sail from Rome and stop off at the breathtakingly beautiful and almost uninhabited island of Palmarola. This unspoilt retreat is famous for its amazing, transparent sea and tranquil atmosphere. Journey on to Sorrento and soak up the sensational views of the Bay of Naples and the breathtaking sight of the world-famous Amalfi Coast! Sample some of the local limoncello or explore the Duomo before continuing to Capri and discovering the ancient Roman ruins and piazzas. Explore the ancient Greek Theatre in Taormina, the second largest ancient theatre in Sicily and used by the Romans for gladiatorial games, and sail past the active Stromboli volcano! From culture, to scenery and beyond, our Western Mediterranean Tall Ship Holiday Ideas have it all!

Mediterranean: Royal Clipper : Seven Night Western Mediterranean Cruise

Opt for our Western Mediterranean Cruise and sail away in style on board a tall ship, along the coast of Italy

Stylish, seven night cruise, taking in the picturesque and historic highlights of Italy whilst enjoying the luxury and old world style of the amazing, five masted, Royal Clipper. What better way to enjoy Italy than taking to the sea in a stunning...


East meets West with our Adriatic Tall Ship Holiday Ideas, embark from Venice and sail into Croatia, stopping off to explore the beautiful island of Mali Losinj, famous for its crystal clear waters, the town is perfect for snorkelling or simply walking along the seafront enjoying the sunshine and the scenery! Travel on to the historic town of Hvar, disembarking to explore the ancient Cathedral of St Stephen and other highlights.  Sail up Boka Fjord to the medieval town of Kotor in Montenegro and discover the mix of Roman and Venetian history before reaching Corfu, the breathtaking Greek Island. Why not find a secluded beach and enjoy a dip in the warm waters? And of course, no visit to Corfu is complete without sampling some of the mouth-watering local delicacies in the traditional tavernas! Sail on to the quiet port of Katakolon and set out to explore the ancient remains of the original Olympic Stadium before continuing to the crescent island of Santorini. As well as its unusual shape, the island also owes its beautiful turquoise lagoon to a powerful volcanic eruption over three millennia ago! Discover the cosmopolitan island of Mykanos, possible visiting the Maritime Museum and other renowned highlights before docking in one of the world’s oldest cities: Athens, the heart of Ancient Greece.

Mediterranean: Royal Clipper : Ten Night Venice to Rome Cruise

Choose our Tall Ships Venice to Rome Cruise and discover natural beauty and 4000 years of history

Luxurious, 11 day voyage, travelling from Venice to Rome on the stunning Royal Clipper, whose charm and grace are wonderfully reminiscent of the golden age of cruising. Justly famed for its sparkling capitals, ancient civilizations and cultured...

Trans-Atlantic (April and October)

Spend more time relaxing on board as you cross the Atlantic

Our Trans-Atlantic Tall Ship Holiday Ideas give you the opportunity to enjoy the ultimate clipper experience: a three week voyage across the Atlantic Ocean in old world style! Choose from an Eastbound sailing in April or a Westbound sailing in October and discover the charms of true, luxury, tall ship sailing on the ultimate open sea voyage. Escape the bustle of modern life with these 21 day cruises offering an unrivalled aura of tranquillity.


Enjoy the Trans-Atlantic Westbound Cruise for a diverse discovery adventure that you’ll never forget. Begin your voyage in Malaga, the birth place of Picasso, where you’ll find many different art galleries and museums. Get a taste of local culture as you visit Tangier, a colourful city where you’ll find vibrant bazaars, aromatic spices and entertaining street musicians. You’ll also see Cadiz, one of the oldest cities in Europe. For a touch of exhilaration on the Star Flyer Trans-Atlantic Westbound Cruise, make the most of the opportunity to swim with dolphins or join a whale watching boat trip to catch a glimpse of some of nature’s most iconic creatures! When you’re not in port, you’ll spend an incredible 15 days on the open sea and enjoy the utterly relaxed atmosphere, look out over the sea and make the most of some well-deserved peace and quiet.

Multi-Centre: Star Flyer Trans-Atlantic Westbound Cruise

Opt for our Star Flyer Transatlantic Cruise and sail from Malaga to Bridgetown

Amazing 23 day, luxury clipper, trans-Atlantic cruise on the Star Flyer, sailing from Malaga in Spain, calling in on fabulous European and African ports of call, before following the tradewinds to Bridgetown in Barbados. This Star Flyer tall ships...


Set sail from St Maarten and begin your voyage of tranquillity. This cruise is the ultimate choice for those looking to unwind with 17 relaxing days at sea. Escape the distractions and obligations of modern life and simply relax on this amazing voyage. Make port once in the breathtaking, volcanic islands of the Azores. Disembark in Ponta Delgada on the island of São Miguel and explore this picturesque location, home to a huge Elephant Seal colony, an array of palaces and churches and, of course, the spectacular volcanic craters these islands are famous for to add a touch of discovery to your break. During your time at sea you can enjoy the stunning views of the open water from the deck, relax with fellow travellers as you watch the onboard entertainment and even try your hand at some of the incredible watersports on offer, including kayaking, water-skiing, windsurfing and more! Of course, there’s ample opportunity to relax in the sun with a good book.

And There’s More!

A sunset on the sea view from the bridge of the Royal Clipper

Not found what you were looking for amongst these Tall Ship Holiday Ideas? Simply contact us and tell us where and when you'd like to travel and we’ll get started on organising the perfect trip for you. Speak to us today on 0333 800 2033 or using our online chat system (during office hours).

Need help?

Click here to chat online with our friendly advisers.

0333 800 2033
Opening Times