Discover Italy by Land and Sea

Enjoy a fully customized experience including flights, transportation, cruises, and land excursions.

Vetted Cruise Lines, Ships and Land Partners

Private Guided Shore Excursions at Port Destinations

24/7 in-country support

The Best of Italy's Sea and Land

Exploring Italy by cruise offers a seamless way to experience the country’s picturesque coastlines, historic ports, and vibrant seaside culture. From legendary cities like Rome and Venice to the picturesque villages of the Amalfi Coast and the island charm of Sicily, each port invites you to discover Italy’s art, cuisine, and timeless Mediterranean beauty.

Kensington Travel experts curate the ideal cruise and manage every detail from flights and luxury hotels to private transfers before and after your voyage. Whether one of our itineraries matches your vision or you prefer a cruise designed entirely around your preferences, we create experiences tailored just for you. In port, we'll ensure you enjoy personalized transportation and privately guided shore excursions without the crowds. Enjoy a seamless, bespoke experience with Kensington today.

SEAMLESS TRAVEL

A dedicated Kensington Expert handles every detail, from flights and hotels to your cruise and private transfers.

ACCOMODATIONS

Sail aboard exceptional cruise ships and stay in our handpicked hotels.

PRIVATE GUIDED TOUR

Explore Italy with private guided tours before and after your journey, and at port destinations.

24/7 Support

Plan and travel with confidence knowing we're just a call away at any point in your journey.

Find Your Italian Cruise With Kensington

Milan and Lake Como & Cruising the Venetian Waterways

Savor Milan's architectural gems, bask in Como's lakeside beauty, and cruise through the waterways of Venice

12 DAYS FROM$13,114per person

Milan and Lake Como & Cruising the Venetian Waterways

Discover Milan’s 20th-century architectural wonders with insights from your private guide.
Drive Lake Como’s scenic road to Bellagio, explore Villa Melzi, and enjoy a ferry ride.
Sail 7 nights through Italy’s rivers and the Venetian lagoon, rich in culture and views.

12 DAYS FROM$13,114per person

Milan and Lake Como & Cruising the Venetian Waterways

Discover Milan’s 20th-century architectural wonders with insights from your private guide.
Drive Lake Como’s scenic road to Bellagio, explore Villa Melzi, and enjoy a ferry ride.
Sail 7 nights through Italy’s rivers and the Venetian lagoon, rich in culture and views.

Italian & Catalonian Treasures and Cruising the Rivieras

Explore Italy's icons, France's Rivieras, and Barcelona's creative soul on a journey by land and sea

16 DAYS FROM$13,712per person

Italian & Catalonian Treasures and Cruising the Rivieras

Throw a coin in Trevi Fountain and explore Rome's must-see landmarks with a private guide.
Sail 7 nights through Mediterranean Rivieras, exploring gems from Portofino to Barcelona.
Enjoy on-land excursions, from Cinque Terre’s coastal trails to Cannes’ chic boutiques.

16 DAYS FROM$13,712per person

Italian & Catalonian Treasures and Cruising the Rivieras

Throw a coin in Trevi Fountain and explore Rome's must-see landmarks with a private guide.
Sail 7 nights through Mediterranean Rivieras, exploring gems from Portofino to Barcelona.
Enjoy on-land excursions, from Cinque Terre’s coastal trails to Cannes’ chic boutiques.

Best of Tuscany & Sailing Venice Highlights

Explore Florence's art, Tuscan vineyards, and Pisa, then cruise through Venice's enchanting canals and islands

12 DAYS FROM$13,626per person

Best of Tuscany & Sailing Venice Highlights

Marvel at Michelangelo’s "David" in Florence and visit the iconic Leaning Tower of Pisa.
Surrender to Tuscan flavors with a farmhouse lunch and wine tasting at a local vineyard.
Enjoy a 7-night river cruise through Venice and the Venetian Lagoon’s enchanting islands.

12 DAYS FROM$13,626per person

Best of Tuscany & Sailing Venice Highlights

Marvel at Michelangelo’s "David" in Florence and visit the iconic Leaning Tower of Pisa.
Surrender to Tuscan flavors with a farmhouse lunch and wine tasting at a local vineyard.
Enjoy a 7-night river cruise through Venice and the Venetian Lagoon’s enchanting islands.

Luxury Mediterranean Cruise: Rome to Venice

From ancient Rome to a captivating Mediterranean cruise, embrace culture, cuisine, and coastal beauty

11 DAYS FROM$15,774per person

Luxury Mediterranean Cruise: Rome to Venice

Explore Vatican City and admire the awe-inspiring masterpieces of the Sistine Chapel.
Visit a family-owned farmhouse in Tuscania to sample olive oil and learn its production.
Embark on a 10-night Mediterranean voyage exploring iconic ports and stunning coastlines.

11 DAYS FROM$15,774per person

Luxury Mediterranean Cruise: Rome to Venice

Explore Vatican City and admire the awe-inspiring masterpieces of the Sistine Chapel.
Visit a family-owned farmhouse in Tuscania to sample olive oil and learn its production.
Embark on a 10-night Mediterranean voyage exploring iconic ports and stunning coastlines.

Let Us Find Your Perfect Cruise

“I have had great experiences working with Kensington. Jenny planned a great trip and worked to meet all my requests. The drivers and guides were also great. This was my third trip with Kensington and not my last!”

– customer

“Thank you so much! Everything was fantastic. We want to go back again and again and see all the rest of Italy. Everyone was great and we could not have enjoyed our stays as much if you had not planned everything for us so perfectly!”

– Marybeth Durkin

“It was so easy to work with Kensington Tours...the experience was consistent, timely, and allowed us to have an amazing trip! The personalized experience was perfect and we are looking at doing another trip with Kensington in the near future.”

– Emese Nicholson

“This is our second time using Kensington. And again, it was a flawless, unforgettable and, at risk of being overly dramatic, life-affirming experience. Thanks to Courtney and the team for once again exceeding our expectations. ”

– Bob O.

“Coordinated trip options and transfers, wonderful hotel choices even when we had to opt for ‘different’ city. Great pre and post communication w advisor. Suggested side trips ( fiord speed boat cruise) campy but very fun”

– Debra

“From top to bottom all staff are knowledgeable with excellent customer service. Ownership looks out for you even when you are not with them through direct contact at all times ”

– Mitch

“Their attention to detail and the knowledge of the their home. My wife and I made a trip to Bali. Our guides Ardita and Pande were so amazing. On time, with the need to make anything possible for you! Thanks”

– G. Perentis

“What a trip of a lifetime. Gonzalo was an amazing guide. He was kind,caring, and very informative. Hosea is the best driver in Cusco. We appreciated the attention to detail and always having someone keeping us informed on what was going on next. ”

– sarah lake

1. Before Your Journey

Every aspect of your journey is expertly curated: flights, private transportation, cruise, luxury accommodations, and immersive land experiences arranged on your behalf.

2. Selecting Your Cruise

Kensington helps you book the exact journey and cabin you envision through our collection of vetted cruise partners.

3. Tours & Shore Excursions

Land tours and shore excursions are pre-arranged for you, allowing you to skip the crowds and explore iconic sights with exclusive access.

4. Beyond the Cruise

Whether extending your stay or adding another destination, every detail can be arranged to conclude your journey seamlessly before your return home.