When Francesco I set sail from Naples in 1831, she was weighted down with aristocrats and card-carrying nobility garlanded in jewels and finery, each of whom responded to the siren call of a seductive advertising promotion. Embarking upon a floating version of the era’s popular European Grand Tour, those who crossed the ship’s gangplank were technically the first passengers on record to sail as leisure guests aboard a vessel in the Mediterranean.
It’s unlikely anyone aboard Francesco I had an inkling the waters beneath the ship’s hull would someday be ruled by a booming cruise industry. Sailing under the colorful flag of the Kingdom of the Two Sicilies, the long-ago expedition delivered its glittering passenger-guests to the former Constantinople and ports in Italy, Malta and Greece. Nearly 200 years since that initial passenger cruise, these same Mediterranean ports and their historical sites remain perennial favorites with cruise goers.
Because of the popularity of the region to all travelers, many cruise enthusiasts discovered the pleasures of traveling during the shoulder season between busy summer and the hectic winter holidays. Often dubbed as “quiet” or “off-season” excursions, lines including Viking, Holland America Line, Hapag-Lloyd Cruises, Crystal Cruises, Cunard Line, Seabourn Cruise Line, Silversea Cruises and Regent Seven Seas Cruises continue to provide luxurious accommodations and offer stellar entertainment and dining throughout autumn and into winter.
“Don’t forget to pack your appetite,” said Michael Smith, senior vice president, Guest Experience & Product Development, Holland America Line. “The Mediterranean features the freshest fish, and guests can indulge in regional cuisine on board with local flavors on the shipboard menus. Ashore, guests can explore tastes of the Med on a culinary shore excursion. Be sure to book your tours early so you get your top choices. Many regions also have fall festivals, so do some research to see if there are some local foods you can only taste in the fall.”
The deep body of water lapping the shores of countries in the Mediterranean region has been called many things. Known by early Romans as Mare Magnum (“great sea”), it was identified as the Roman Sea by ancient Iranians, and the Syrian Sea by the Carthaginians. These days, cruise enthusiasts know it as a sea of intriguing ports that provide gateways to fascinating historical towns, rich cultures and fabulous cultural experiences.

PHOTO: © ALTEZZA| | DREAMSTIME.COM
Shore excursions to take in walled towns, sun-dappled cobblestone streets, ancient fortresses and towering castles are always a huge enticement. During the latter part of the year, cooler weather and fewer crowds make exploration on foot particularly pleasurable. Popular port cities may look especially alluring when there’s no line of tourists queueing at the entrance to a museum in Alexandria, scrambling to board a tram in Lisbon, or vying for a table at a beguiling streetside café in Athens.
In autumn, the heat in Jaffa will have abated, enticing you to linger a little longer at a shop on a rambling side street, and the daytrip to marvel at Pompeii’s ruins will likely yield a host of memorable photos that don’t require jockeying for a shot devoid of hosts of nameless strangers.
In the Mediterranean, dreamy interludes are a given. Who knows? During the slower, more tranquil fall cruise season, such grand perks may even leave you feeling just a bit like the privileged passengers aboard Francesco I as they stepped from the ship into the streets of an ancient port of call.
WARDROBE ASSISTANCE
Packing for the busy summer season usually means sandals, cool linens and light-colored fabrics. In the fall, however, chilly breezes are likely to sweep across the immaculate decks of even the most elegant ship.
“For fall Mediterranean cruises, packing a varied wardrobe is key, as the days can start cool and get warm — much like summer in Northern Europe and Alaska,” advised Holland America Line’s Smith. “Forgo the shorts and tanks that work for a summer Med cruise and pack hooded layers and light sweaters that you can remove quickly when the sun comes out.”
Smith adds that fall in the region also brings more rain, so having a light rain jacket on hand is a good idea. Occasional showers aside, there are definite upsides to autumn’s changing weather.
“The sun won’t be quite as fierce, which makes walking the hills of Santoríni or the winding streets of Rome a much more enjoyable experience,” Smith pointed out. “And, of course, if you’re sailing with us on Holland America Line, don’t forget to pack some orange clothing or accessories for the Orange Party — held on every cruise to celebrate the Line’s Dutch heritage.”
Read This Next

Introducing
FX Excursions
FX Excursions offers the chance for once-in-a-lifetime experiences in destinations around the world.
#globility
Insta FeedDaily
May 15, 2025Mansions, Gardens, Museums and More Await in Greater Wilmington, Delaware
Lovely any time of year, Wilmington and the Brandywine Valley in Delaware shine in spring and summer, providing an easy getaway from nearby major cities like Philadelphia; Washington, D.C.; Baltimore; and New York City. Wind down with a stroll along the riverfront, or time your visit to enjoy outdoor and indoor sites, plus plenty of great food on these dates:
Sponsored Content
Explore Europe with the Best River Cruise Line this November
Experience Europe from a fresh perspective with AmaWaterways, just awarded Best River Cruise Line by Global Traveler for the third consecutive year. Step aboard, unpack once and embark on a cruise through iconic capital cities and awe-inspiring landscapes. AmaWaterways' ships, which accommodate an average of just 156 guests, offer a spacious yet intimate setting. Throughout your journey, you'll enjoy exquisite farm-to-table dining; unparalleled service; and a variety of included excursions, from city tours for gentle walkers to thrilling bike rides along the rivers.
May 2025
May 15, 2025Culture Runs Deep in the Old Town of Corfu
Corfu, or Kerkyra, as the Greeks call it, is arguably one of the most beautiful islands in Greece — and one of the most cultured. Part of the Ionian Islands located off the western coast of Greece and Albania, it boasts a storied history dating back nearly 3,000 years and a heritage shaped by many foreign rulers who made it their own.
Daily
May 15, 2025Sleep Therapy, Foodie Fests and a Star-Studded Debut Await in Newport Beach in 2025
Heading to Newport Beach, California, this summer? If not, you might want to rethink it. The destination offers new and exciting happenings this upcoming season.
Sponsored Content
Royal Air Maroc Introduces Groundbreaking Safety Video: A Captivating Invitation to Discover Moroccan Heritage
Royal Air Maroc continues to elevate the passenger experience with the launch of its new in-flight safety video — a cinematic journey that seamlessly blends essential safety instructions with a celebration of Moroccan cultural heritage.
Daily
May 15, 2025Rox Resort to Open November 2025 on Denmark’s Southern Coast
Rox Resort recently announced plans to open its doors Nov. 1 in Køge, a harbor town 30 minutes from Copenhagen. Swedish hospitality group ESS develops the 154-guestroom, design-forward, chef-driven resort.
6 Unforgettable Dining Experiences Around the World
Daily
May 14, 2025Hotel Van Zandt Review
eFlyer Reviews
May 14, 2025eFlyer Deals
May 14, 2025Viking Launches Exclusive May Sales
Viking welcomes May with special savings across its award-winning river, ocean and expedition voyages. Through its May promotion, all-inclusive river cruises start at just $1,199, complete with free international airfare and $25 deposit. Save up to $3,000 per couple on ocean cruises or up to $4,000 per couple on expedition voyages, as well as airfare and just a $25 deposit on either cruise.
Sponsored Content
Royal Air Maroc Marks Five Years with oneworld: Strengthening Connectivity Between USA and Africa and Expanding Global Reach
Royal Air Maroc proudly enters its fifth year as a member of the prestigious oneworld alliance. Since joining in April 2020, RAM has demonstrated resilience during the COVID-19 pandemic, emerging as a dynamic airline that enhanced its digital services and expanded its network. The airline plans to grow its fleet to 200 aircraft by 2037, reinforcing its global presence.
eFlyer Deals
May 14, 2025Ecoventura Launches Once-in-a-Lifetime Sale in Galápagos This Summer
Ecoventura, the only Relais & Chateaux cruise brand in the Galápagos, launches a flash sale on its own sails. Save up to 25 percent off one of its all-inclusive luxury cruises when booking select departure dates. (See departure dates here.)
ShareThis