Not just a luxury cruise—an adventure in wine, food and place, and a rare chance for unscripted time with some of our favorite people.

Join us for a once-in-a-lifetime kind of experience.

Cruising Caldwell-style....

We can't wait to spend 10 days on an ultra-luxury yacht, eating and drinking our way through the Mediterranean, with some of our favorite people.

Organized by the taste-making globetrotters at Food & Wine Trails, the itinerary should impress even the most jaded among us — though, truth be told, it's the company we'll be travelling with that excites us as much as Venice or Rome.

The boat itself is worth the trip. An uber-luxe yacht with room for only 448 guests, with fine-dining restaurants, gorgeous living suites and huge, open deck spaces will make every moment at sea a full service experience.

While there will be plenty of things planned for each port, we're excited to host a few exclusive tastings and a no-holds-barred kind of vintner dinner and, of course, plenty of time set aside to break bread and get to know each other better, one glass at a time.

Register for the Cruise

Where Are We Headed?

June 1                     Venice, Italy | On Board: Caldwell Welcome Reception

June 2                     Trieste, Italy

June 3                     Opatija, Croatia

June 4                     Split, Croatia | On Board: JFC’s Wine Seminar Cal-Ital Treasures

June 5                     Kotor, Montenegro

June 6                     Dubrovnik, Croatia 

June 7                     At Sea | On Board: Caldwell Vineyard Vintner Dinner

June 8                     Taormina (Naxos), Sicily 

June 9                     Sorrento, Italy | On Board: Caldwell Vineyard Farewell Reception

June 10                   Rome (Civitavecchia), Italy


In addition to plenty of land-based adventures, we’re hosting a series of intimate Caldwell-style wine and dine events on board, with plenty of free-form, unstructured time carved out to relax, break bread, raise glasses, and swap stories. 

All Aboard

The boat itself is worth the trip. An uber-luxe boutique hotel on the water, ILMA is the Ritz Carlton’s newest and most badass yacht. With room for only 448 of us, there’s a 1:1 guest-to-crew ratio which means even if we need a midnight oatmeal bath, or hand-peeled grapes, there’s a good chance they’ll find a way to make it happen. Fine-dining restaurants, gorgeous living suites and huge, open deck spaces… it’s a perfect blend of extravagance and comfort, and a floating canvas for effortless time together.

We’re Talking Luxury Baby….

  • All rooms are luxury suites with private, ocean-view terrace
  • Personal concierge services for all
  • Pre-paid gratuities
  • Beverages both in-suite and throughout the yacht
  • Complimentary in-suite bottle of Champagne upon arrival
  • Multiple dining venues and 24-hour in-suite dining
  • Michelin-inspired, fine dining SETA SU restaurant (fee applies, reservation required)
  • Onboard entertainment and enrichment programs
  • Marina-style platform for water fun while anchored

Pro Tip: The Ritz Carlton land excursions fill up quickly so don’t wait too long to register, and make sure to select a few of the options before they sell out.

Beyond the Ship, Joy’s Pre-Cruise Adventure

Save the Date…
We’re planning a 5-night pre-cruise trip around Venice and the Dolomite Mountains – specifically for the purpose of treasure-hunting the region’s greatest wines, Michelin-starred dining experiences, and off-the-radar hot spots – no pressure, no presets.

If this sounds like your kind of fun, get on the list for the itinerary. (Available only to those registered for the cruise.)

Register for the Cruise
Register for Joy’s Pre Cruise Adventure

Open to registered cruisers only