Private Stays That Tell a Story
From vineyard villas in Tuscany to coastal compounds in Turks and Caicos, our curated portfolio of private homes and castles redefines luxury travel. These are not just places to stay. They are places to gather, reconnect, and celebrate — all with the privacy and personalization of a home away from home.
Start Planning My Villa or Castle StayThe Trips & Ships Difference
We do not just book luxury homes. We match you with the perfect estate for your needs and manage every detail from arrival to departure.
Hand-selected Properties
Curated villas, castles, and estates with concierge-level support
Fully Staffed Options
Private chefs, butlers, housekeepers, and nannies available
Tailored for Families
Perfect for multigenerational families, celebrations, and milestone trips
Custom Experiences
Wine tastings, cooking classes, yacht charters, and private tours
Seamless Coordination
Ground transfers, welcome amenities, and local excursions managed
Live Like Royalty
Italy
- Tuscan countryside villas with private pools and vineyard views
- Amalfi Coast homes with panoramic sea terraces
- Lake Como estates with boat access and private gardens
France
- Provence bastides and countryside châteaux
- French Riviera estates with private chefs and gated access
- Loire Valley castle stays with historical charm and modern amenities
United Kingdom & Ireland
- Exclusive-use castles in Scotland and Ireland
- Cotswold manor houses ideal for family reunions and holidays
Spain, Portugal, & Greece
- Douro Valley vineyards and coastal villas in Mallorca and Marbella
- Sun-filled estates in the Algarve or Costa Brava
Caribbean & the Americas
- Private beachfront estates in Turks and Caicos, Anguilla, Barbados, and St Barths
- Eco-luxury homes in Costa Rica's rainforests
- Riviera Maya and Punta Mita villas with full staff and oceanfront views
Why Families and Groups Choose Villas
Privacy. Flexibility. Time together. Whether you are planning a birthday, a family reunion, a wedding, or a much-needed summer escape, villas offer unmatched value and experience.
Who This Is For
Families seeking luxury with space and freedom
Couples who want exclusivity and peace
Milestone groups planning birthdays, anniversaries, or destination weddings
Clients looking for alternatives to crowded resorts or cruise ships
Travelers who value experience and memory over mass tourism
What We Handle
Matching you to the perfect property
Managing all communications with villa owners and staff
Organizing private chefs, childcare, concierge, and housekeepers
Booking ground transfers and in-destination activities
Planning full itineraries around your villa stay
What Our Travelers Are Saying
"Our family stayed in a ten-bedroom villa in Tuscany. It had everything — views, a private chef, and space for our three generations to relax. Trips & Ships handled every detail perfectly."— The McAllisters, New York
"We booked a castle in Ireland for our daughter's wedding. It was intimate, historic, and stunning. We never could have pulled this off without your team."— Lianne and Dave, Chicago
"Our multigenerational stay in Barbados had something for everyone. Poolside massages for the grandparents, private snorkeling for the teens, and no one had to lift a finger."— Marissa, California
"Our villa in Provence felt like a dream. Every detail was planned for us, from the chef-prepared dinners to our private art tour in the village. It was the trip of a lifetime."— Anonymous Guest
Let's Plan Your Private Escape
Your villa or castle escape begins with a conversation. Whether you already know your destination or need help dreaming it up, we are ready to help design your perfect stay.