GROUPS MADE EASY
Tailored Journeys for Two or Just You
At My Tailored Escape, we understand that travel is deeply personal. Whether you’re looking to strengthen your bond with a loved one or embark on a journey of self-discovery, we create meticulously planned experiences that capture your unique vision. Choose your adventure below to learn more.
Celebrate Your Connection
COUPLES TRAVEL
There’s something magical about exploring the world with someone you love. New experiences shared together create lasting memories and deepen your connection in ways everyday life rarely allows. Whether you’re honeymooners, celebrating a milestone anniversary, or simply seeking quality time together, our couples journeys are designed to nurture your relationship while discovering the world’s most enchanting destinations.
The Couples Experience
Our couples travel experiences are thoughtfully crafted to balance:
- Intimate moments – Private candlelit dinners on secluded beaches, couples spa treatments, and sunset sailing excursions
- Shared adventures – Cooking classes with local chefs, hiking to hidden waterfalls, and cultural immersions that create stories you’ll tell for years
- Personal space – Carefully selected accommodations that offer both togetherness and room to breathe
- Seamless logistics – Every detail handled so you can focus entirely on each other
Tailored Couples escapes
Romantic Retreats
Escape the everyday in destinations where romance blooms naturally—from overwater bungalows in the Maldives to charming châteaus in the French countryside. We curate experiences that speak to your love language, whether that’s quality time, acts of service, or new experiences.
Cultural Immersions
Explore the soul of a destination together through authentic cultural experiences. Learn traditional dance in Mexico, craft pottery in Morocco, or prepare pasta alongside an Italian nonna. These shared experiences create a unique connection between you and the destination.
Milestone Celebrations
Mark life’s significant moments with extraordinary journeys. From proposal planning and honeymoons to anniversary trips and vow renewals, we create meaningful experiences that honor your journey together.
Adventure Bonds
For couples who thrive on adrenaline and discovery, we design journeys that combine thrilling activities with luxurious downtime. Summit mountains together in Patagonia, dive into vibrant coral reefs in Cozumel, or track wildlife in Tanzania’s Serengeti.

Travel far, travel often, and travel without regrets.
– Oscar Wilde
we handle every detail of your trip
Discover Your World, Your Way
SOLO TRAVEL
Solo travel is one of life’s most empowering experiences—a chance to discover not just new destinations but new dimensions of yourself. At My Tailored Escape, we believe traveling alone doesn’t mean traveling lonely. Our solo journeys are designed to provide the perfect balance of independence, safety, and opportunities for meaningful connections.
The Solo Experience
Our solo travel experiences are crafted with attention to:
- Personal discovery – Itineraries that reflect your interests while encouraging growth beyond your comfort zone
- Safety and confidence – Trustworthy accommodations, reliable transportation, and 24/7 support
- Authentic connections – Opportunities to meet locals and fellow travelers through carefully selected experiences
- Logistical ease – Streamlined planning that removes stress while preserving spontaneity
Tailored Solo Journeys
Destination-Focused Journeys
Experience the perfect solo adventure in destinations selected for their blend of beauty, safety, and rich experiences. Wander through Ireland’s charming villages and dramatic coastlines, savor tapas and flamenco in Spain, explore London’s museums and markets at your own pace, or discover Portugal’s stunning beaches and historic towns.
For those preferring to stay closer to home, we craft remarkable U.S. journeys from New England’s fall foliage to California’s wine country. First-time solo travelers receive special attention with detailed orientation materials, 24/7 support contacts, and carefully selected accommodations known for their security and friendly atmosphere.
Relaxation & Inspiration Retreats
Indulge in experiences that refresh both body and mind—luxurious spa weekends in Sedona, wellness escapes in Costa Rica’s lush rainforests, or coffee-making excursions in Colombia’s vibrant finca regions. We also craft journeys inspired by your favorite books and films—from Jane Austen’s Bath to “Eat, Pray, Love” experiences in Italy. Return home feeling renewed and inspired.
Adventure Expeditions
Challenge yourself and build confidence through extraordinary adventures—hiking through New Zealand’s dramatic landscapes, learning to surf in Portugal, or photographing wildlife in Borneo’s rainforests. We ensure you have expert guides and proper support every step of the way.
Cultural Deep Dives
Immerse yourself in new cultures with experiences that connect you with local communities. Join cooking classes in France, traditional craft workshops in Japan, or homestays in Peru—creating authentic connections that enrich your journey.