top of page


Effective Family Trip Planning Tips
Planning a family trip can be one of the most rewarding experiences, especially when it involves multigenerational families seeking to...
Edkesha Anderson
Nov 44 min read


Master Planning a Family Reunion like a Pro
Bringing together multiple generations of family for a reunion is a joyful and memorable experience.
Edkesha Anderson
Oct 214 min read


Family Travel Tips for Crafting Perfect Family Vacation Memories
Planning a family vacation that brings everyone together and creates lasting memories can be both exciting and challenging. When your...
Edkesha Anderson
Oct 144 min read


Unlock the Magic of Caribbean Travel
The Caribbean is a treasure trove of vibrant cultures, stunning beaches, and unforgettable experiences. For multigenerational African American families seeking a perfect getaway, the islands offer something for everyone - from toddlers to grandparents.
Edkesha Anderson
Oct 74 min read


Simplify Your Journey with TravelWithKey
Traveling with family, especially multigenerational groups, can be a rewarding yet complex experience. Planning a trip that satisfies everyone’s interests, needs, and comfort levels requires time, patience, and expertise.
Edkesha Anderson
Sep 93 min read


Uncover Your Roots and Reconnect with Family on a Legacy Trip to the US Virgin Islands with Echoes of Freedom
If you have Caribbean roots or wish to immerse yourself in the rich culture of the region, a legacy trip to the US Virgin Islands could be life-changing.
Edkesha Anderson
Sep 23 min read


Discover the Best Caribbean Family Vacation Ideas
Planning a family vacation that excites every generation can be a delightful challenge.
Edkesha Anderson
Aug 174 min read


My Favorite Local Finds: Caribbean-Inspired Home Decor
After every journey, I find myself craving the rhythm of the Caribbean—the way color dances, the way stories live in fabric and wood.
Edkesha Anderson
Aug 142 min read


Travel Safety (A 3-Part Series)
To travel while Black is to hold dual truths: hypervisibility and erasure.
Edkesha Anderson
Aug 53 min read


Travel Safety ( A 3-part Series)
Part 2: Vetting Tourist Companies & Staying Safe Beyond the Brochure Some places feel safe because they look familiar. After all,...
Edkesha Anderson
Aug 22 min read


Travel Safety (A 3-part series)
Malcolm-Jamal Warner’s untimely passing is a call. To know. To honor. To teach each other how to live fully and safely in this world.
Edkesha Anderson
Jul 302 min read


Diaspora Threads: Reconnecting Through Travel
The African diaspora didn’t just cross oceans—it stayed, survived, and evolved.
Edkesha Anderson
Jul 212 min read


Top Activities and Culture on the Caribbean's Secret Islands
While the Caribbean is synonymous with stunning beaches and lazy days, its lesser-known islands offer something even more rewarding—unforgettable experiences.
Edkesha Anderson
Jul 184 min read


How to Travel to Hidden Caribbean Gems: Flights, Ferries & Expert Tips
The hidden corners of the Caribbean offer unmatched natural beauty, cultural authenticity, and peace from overcrowded resorts.
Edkesha Anderson
Jul 153 min read


7 Stunning Lesser-Known Caribbean Islands for Your Next Escape
beyond the usual tourist hotspots like the Bahamas and Jamaica lie hidden treasures—lesser-known Caribbean islands that offer just as much beauty with far fewer crowds.
Edkesha Anderson
Jul 122 min read


10 Best Reasons to Plan Multigenerational African American Family Travel in the Caribbean
For many African American families, the Caribbean isn't just a beautiful vacation spot—it’s a place rich with ancestral ties and cultural resonance.
Edkesha Anderson
Jul 95 min read


Caribbean Family Travel: Planning Your Dream Vacation
Start by exploring resorts, excursions, and destinations that truly match your family’s vibe—whether that’s tracing your roots, relaxing beachside, or doing a little bit of everything.
Edkesha Anderson
Jul 85 min read
bottom of page