Bomba & Roots: A Legacy Journey to Puerto Rico
No Passport Required | Year-Round Departure
|4 family per quarter- Fully customizable
“Your rhythm, your roots — no borders required.” This family-focused retreat explores Puerto Rico’s vibrant African legacy through food, dance, spiritual sites, and multigenerational moments. Perfect for families who want to stay domestic while going deeper than the guidebook.
Time & Location
No Passport Required | Year-Round Departure
4 family per quarter- Fully customizable
About the event
✨ What if the rhythm you’ve been missing isn’t just in music—it’s in your family? ✨
This isn’t just a trip to Puerto Rico. It’s a reawakening. A joyful gathering designed for families who are ready to laugh louder, rest deeper, and remember who they are when life slows down.
Bomba & Roots blends cultural immersion, storytelling, and wide-open time to be together, without borders—literally or emotionally.
You don’t need a passport. You just need a willingness to unplug, gather your people, and come home to what matters.
Why This Trip Is Different
You’ve done the big theme parks. You’ve done the resorts. Now it’s time for something that feeds your family’s soul—and still gives them joy.
This is for:
Families who want to stay domestic—but go deeper
Parents looking for meaning without sacrificing fun
Elders who want ease, and kids who want color and movement
Families who’ve never traveled like this before—and those who always do
What You Could Experience
Full-day immersion in Loíza with bomba dance, vejigante mask-making, and food straight from the soul
Guided tour of Old San Juan through the lens of Afro-Caribbean stories
Family journaling circle beside the lush beauty of El Yunque Rainforest
Evening kayak in a bioluminescent bay, glowing with awe
Optional add-on: visit to the Afro-Caribbean music museum, ancestral walks, or spiritual ceremonies
Private family photo session in pastel streets or quiet coves
Your days will be flexible, your itinerary personal, and your joy fully your own.
Where You’ll Stay
Chic family-friendly resorts or historic old-town suites—space for everyone, comfort for all generations, and in-villa chefs available on request.
Ready to bring your Legacy to life? Start Here➡️Start My Legacy Journey
💬 Real Families Say:
“This was the first trip where everyone—from Grandpa to the toddler—felt included.”
“I thought we were coming for culture, but we left with clarity.”
“We laughed, danced, cried a little, and came back so full.”
Don't Wait for 'Someday'
Your family story deserves more than highlight reels. It deserves a chapter where everyone was present—and it all made sense. Let Puerto Rico show you how beautiful being together can really be.
Still thinking about it? Here’s the truth:
You’ll never regret making time for the people you love. But you might regret waiting too long to do it this way.
Not sure if this journey is right for your family? Take the quick Legacy Trip Fit Quiz.
Every Legacy Journey is tailored to your family’s pace, preferences, and story.
Because every family is different, your final itinerary will be customized after your initial consultation. We honor your preferences, priorities, and pace.
Here’s how it works:
✔️ You complete this form
✔️ We schedule your free 1:1 planning call ($125 deposit due upon scheduling; goes toward your full-service fee)
✔️ A one-time service fee of $750 confirms your spot and supports the curation of your custom itinerary
✔️ You bring the family—we handle the details
✨ Start Your Legacy Journey Now
Planning begins with a free consultation. Only 4 families per quarter.
Why We Do Legacy Travel
We don’t just plan getaways. We create meaningful travel experiences that heal, connect, and inspire across generations.
At the heart of every Legacy Journey is a quiet, familiar yearning. Not just to escape, but to remember. To reconnect. To understand the stories, strength, and spirit that brought us here, even if we don’t yet know all the details. These journeys aren’t about ticking off tourist spots. They’re about gathering the people you love, stepping away from daily noise, and stepping into something deeper: reflection, remembrance, and reconnection.
As a mother, daughter, and legacy traveler, I know the weight—and the beauty—of carrying your family’s past and future in the same suitcase. That’s why I created Travelwithkey: to hold space for your family to laugh, learn, and come home to each other, no matter where the journey begins. This isn’t just travel.
It’s a sacred pause to restore what matters.
It’s memory-making with meaning.
It’s remembrance with purpose.
Who Legacy Travel Is For
If you’re the one who always brings the family together,
the one who sees the value in shared moments and sacred stories—this journey is for you.
Legacy Travel is for the culture keepers, the curious explorers, and the ones ready to trade surface-level sightseeing for soul-level connection.
It’s for you if:
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You want your children to feel their history, not just read about it.
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You’re seeking meaningful time with elders, siblings, or chosen family.
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You crave travel that is both transformational and deeply personal.
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You’re ready to create joyful, healing, and intentional moments that last long after you return home.
This isn’t just a vacation.
It’s a legacy in motion.
Why Travel with Travelwithkey
TravelWithKey was never about travel for travel’s sake.
It began as a promise. A commitment to offer families something richer, deeper, and more restorative than the typical getaway.
Each journey is carefully crafted to honor the African diaspora, uplift local communities, and welcome your family into stories and spaces that feel both familiar and transformative.
From ancestral landmarks to intimate gatherings with cultural leaders, from laughter-filled beaches to reflective journaling sessions—every detail is intentional. Every moment is designed to bring your family closer to each other and to a shared sense of purpose.
We don’t just curate trips.
We create space for belonging, bonding, and becoming.
This is legacy travel, done with love, reverence, and care.
