Travel

By Land and Sea

By Mark Ellwood

Exterior view of Jumeirah Mallorca Observatory set along cliffs

Jumeirah Mallorca offers more than a great view; guests can also book Maltese Falcon, a three-masted superyacht from Perini Navi.

Sure, you could hop aboard a Ritz-Carlton Yacht right now, or book a berth on either of the cruise ships soon to sail from Aman and Four Seasons. But wouldn’t you rather have a yacht entirely to yourself, courtesy of an independent, five-star hotel with a love for sailing? Here are five standout options where you can instantly combine a stay in the penthouse suite with a few days on open waters.

House exterior surrounded by trees and a pool at Borgo Santo Pietro

Borgo San Pietro’s La Casa di Gerda.

Borgo Santo Pietro, Tuscany

STAY This historic property in the rolling hills of Tuscany is a passion project of Danish developers Claus and Jeanette Thottrup, who have spent the past two decades lovingly creating their fantasy resort.

SAIL Satori is the couple’s personal 136-foot explorer yacht, which they offer for charter in season. Two 600-horsepower engines enable it to roam farther than a zippy daytrip.

SO WHERE? Take your pick: The Turkish Riviera, secret corners of Croatia, or just a relaxing jaunt down to the Amalfi Coast.

STANDOUT There’s a jam-packed water-toys garage, of course, but the Michelin-starred food is spectacular, as the chef rostered on board comes from the resort’s own Saporium Chiusdino restaurant.

STAR POWER Follow in the wake of Kendall and Kylie Jenner—oh, and Timothée Chalamet—who were spotted at the hotel last year.

Boat exterior set against a mountain landscape

El Encanto’s partnership with the Santa Barbara Sailing Center offers up picture-perfect moments like this one.

El Encanto, Santa Barbara

STAY The bungalow-style cottages were originally built as UC Santa Barbara student housing before being rebooted as a luxury hotel in 1918, coming to prominence during Hollywood’s Golden Era. The property has just been bought by a team that includes Tinder cofounder Justin Mateen; grand plans to restore it to its peak-era prestige are underway.

SAIL Vessels from 32 to 150 feet are available, thanks to the Santa Barbara Sailing Center.

SO WHERE? California’s American Riviera overlooking the Santa Ynez Mountains.

Bedroom interior at El Encanto

Inside the historic El Encanto; photo by Mike Kelley.

STANDOUT Ever wanted to learn to sail yourself? You can combine charters with a little hands-on instruction from the center’s team.

STAR POWER A century-long hideout, celebrities from Clark Gable to Leonardo DiCaprio have been spotted here.

Pool and ocean view surrounded by green trees at Mandarin Villa

The Danai’s Mandarin Villa.

The Danai, Halkidiki, Greece

STAY Head to northern Greece for a quieter experience at this family-run all-suite resort with private villas set on its own private beach—a sandy one, too, which isn’t a default across the country.

SAIL Its own fleet, dubbed the Bird Yachting Co., features a four-cabin Sanlorenzo 82-footer recently refitted for sailing this summer.

Aerial view of a boat deck with white furniture

Explore the Greek islands aboard The Bird 2.

SO WHERE? Take a weeklong trip to the northern Sporades cluster, including the buzzy, beach-clubby Skiathos and laid-back, old-school Skopelos and Alonnisos.

STANDOUT Yes, it is possible to experience Santorini before the crowds: the almost-landlocked Planitis Bay on uninhabited Kyra Panagia is a perfect stand-in.

STAR POWER Who’s sailed in these waters before you? More like a Who’s Who: Cristiano Ronaldo, Robert De Niro, and John Travolta have all dropped anchor here.

White house exterior with a pool and lounge chairs at Jumby Bay

Your villa awaits at Jumby Bay.

Jumby Bay, Antigua and Barbuda

STAY Think of it akin to a private island, a 300-acre resort a few minutes’ ride by speedboat off the northwest coast of Antigua.

SAIL Choose between Atlantic, a Van der Graaf recreation of the 1905 Transatlantic race winner, and Windrose of Amsterdam by Holland Jachtbouw, both operated in a partnership with Yomira Super Yachts.

Aerial view of a sailing boat in deep blue water

Jumby Bay’s at-sea excursions are in partnership with Yomira Super Yachts.

SO WHERE? Five- to ten-day itineraries are the focus; be sure not to miss the spectacular white sands of nearby Barbuda.

STANDOUT The regular hotel-staying hoi polloi can’t even book these charters: You’ll need to have booked at least four nights at the Villa Estate here to unlock access, and even then, only 107 days are available.

STAR POWER An A-list magnet, from Mariah Carey to Lionel Messi, who honeymooned here.

Balcony with a mountain view at Jumeirah Mallorca

Views don’t get much better than this one from Jumeirah Mallorca.

Jumeirah Mallorca, Port de Soller

STAY Two of Jumeirah’s Mediterranean properties share the right to book a sailing on the same ship in summer. Charter in sync with a stay at this hotel in Port de Sóller, or the historic Capri Palace on the Amalfi Coast.

SAIL Maltese Falcon, a 289-foot three-masted superyacht from Perini Navi, is available for weeklong jaunts.

Exterior aerial view of a ship beneath a cloudy sky

Jumeirah’s Maltese Falcon.

SO WHERE? Anywhere from the Balearic Islands and Monaco to Montenegro or Greece.

STANDOUT Yacht nerds, take note: The three rotating carbon-fiber masts are capable of unfurling nearly 26,000 square feet of sail in six minutes.

STAR POWER Golfer Rory McIlroy, a former Jumeirah brand ambassador, is also an avowed yacht-lover—he even invested in builder Sunseeker. Invite him onboard if you see him nearby.


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