Concierge Services

Your Island Curators

At Trophy Properties Caribbean, we believe luxury is the absence of worry. Your villa is the sanctuary; our concierge team is the key to the island. From the moment you touch down at Clayton J. Lloyd International or arrive via private sea shuttle from St. Maarten, every detail is choreographed to your preference.

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Transportation Services

With Trophy Properties Caribbean, you can focus on the memories while we focus on the movement.

  • VIP Arrival & Meet-and-Greet: Personalized greeting at the airport or ferry terminal.
  • Private Sea Shuttles: Seamless transit from St. Maarten (SXM) to Anguilla.
  • Convenient Air Transfers: The world's shortest international flight from St. Maarten gets you on the beach in no time. Or island hop from St. Barth's or other neighboring islands.
  • Private Yacht & Plane Arrivals: Anguilla welcomes private planes and yachts of certain sizes. We can assist with logistics and arrivals.
  • Luxury Car Rentals: We arrange for a premium SUV or sedan to be delivered directly to your villa. All paperwork and Anguilla temporary driver’s licenses are pre-cleared and ready for your arrival. 
  • Moke Rentals: For a change of pace, spend an afternoon discovering Anguilla in a popsicle-colored open air Moke.
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Chef Services & Dining

Anguilla is the culinary capital of the Caribbean. Whether you desire white-tablecloth glamour or barefoot elegance, we handle the details.

  • Private Chef Services: Experience a personalized tasting menu prepared in your villa, featuring local spiny lobster and garden-to-table ingredients. Or engage a chef for your entire stay.
  • Stocked Larder: Send us your grocery list. Your villa will be fully provisioned with chilled champagne, fresh produce, and snacks prior to your arrival.
  • Restaurant Reservations: Anguilla is home to over 100 bespoke restaurants from BBQ beach shacks to mom and pop favorites to fine seaside dining. Your concierge can offer recommendations and make reservations for you.
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Excursions & Activities

Anguilla's natural beauty and turquoise waters are your playground. Tell us what you love to do and we will customize an itinerary for you and arrange all the details.

 Ocean, Sailing & Diving

  • Private Boat Charters: Explore the offshore cays—Sandy Island, Little Bay, or Prickly Pear—with an expert captain, catered lunch and snorkeling.
  • Traditional Sunset Sails: Step aboard Tradition, a classic West Indian sloop, for a sunset experience unlike any other.
  • Diving & Fishing: Guided scuba excursions to vibrant reefs and wrecks, off-shore fishing, or deep-sea fishing charters in search of Wahoo and Mahi-Mahi. 

 Wellness & Vitality

  • Private Instruction: Start your morning with a guided yoga flow or a high-intensity tennis clinic on the island’s premier courts.
  • Golf: Priority tee times at the Greg Norman-designed championship course at Aurora Anguilla

Exploration & Adventure

  • Hiking & Birdwatching: Guided treks to the Katouche Valley or the Limestone Bay cliffs. Anguilla is home to over 130 species of birds; we provide expert guides for the best sightings.
  • Night Kayaking: A magical glow-in-the-dark experience launching from Crocus Bay.
  • Active Pursuit: Guided paddleboarding, kitesurfing at Cove Bay, or horseback riding along the shoreline at sunset.
  • Childcare & Nanny Services: Expert, vetted childcare so you can enjoy a romantic evening or a solo afternoon of exploration.
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Spa Services

Whether you are craving a massage on the beach or your villa terrace or a full-day retreat at one of Anguilla's world-class spas, your concierge can customize a wellness experience just for you.

  • In-Villa Spa & Aesthetics: Deep-tissue massages, facials, or professional hair and nail services brought directly to your terrace.
  • Half-day and Full Day Spa Retreats: Choose your preferred services and we will take it from there. All you need to do is show up and relax.

Explore Villas for Vacation Rental

Browse Anguilla villas and luxury condominiums for vacation rental or contact us for personalized recommendations based on your desired amenities, location and services.

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Leana Harris

Leana Harris

Your Island Curator

Leana is our very experienced Rental and Office Manager. Leana specializes in curating unforgettable stays with a passion for delivering exceptional guest experiences, having previously worked in luxury hospitality and property management at Ricketts Luxury Properties and Leviticus Lifestyle and Travel. From seamless bookings and personalized concierge services to on-the-ground support and local expertise, Leanna provides a warm, professional touch that turns a vacation into a lasting memory.

Work With the Experts

Vacation in style in the perfect luxury villa or condominium. Looking to own? Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Contact us today.

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