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Black Travel Experts' Top Picks from the Trip Marketplace

Darrien Watson··Updated February 19, 2026·4 min read

Black travel experts share their top group trip picks from the SquadTrip marketplace — curated experiences across Africa, the Caribbean, and beyond.

Black Travel Experts' Top Picks from the Trip Marketplace

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As more and more of travelers in the Black Travel community spread our wings, we’re noticing a growing trend: solo travel is on the rise! Surprisingly, nearly half of Black travelers are hitting the road solo, mainly because they can’t find anyone to join them.

But Squadtrip is here to save the day for those craving connection on their adventures, we have the perfect solution! Our Trip Marketplace is a game-changer, letting Black travelers link up with fellow adventurers on group trips tailored just for us. To give you a taste of the coolest trips out there, we asked some of our favorite Black travel experts for their top picks. Here’s what they had to share.


DeAnna Taylor

DeAnna Taylor is a criminal defense Attorney turned travel writer, author, and senior-level editor. The Charlotte, NC native has touched all 7 continents, traveled to over 40 countries, and even lived and worked in South Korea. Her passion lies in educating others on how to see the world. Her IG is @brokeandabroadlife.

DeAnna’s Top Picks

Zanzibar group trip booking card

Jetset Ghana group trip booking card

Cape Town Wine Makers group trip booking card


Tomiko Harvey

With a career spanning over 25 years in marketing and a profound impact on the tourism industry for over 9 years, Tomiko Harvey stands as a trailblazer in creating spaces where every traveler’s story is not just heard but celebrated.

As a co-founder of the Black Travel Alliance, Tomiko has been instrumental in reshaping the narrative of travel, ensuring that the rich diversity of experiences within the black community is not only acknowledged but prominently featured. Through innovative campaigns and strategic initiatives, Tomiko has championed the cause of inclusive tourism, fostering an environment where every traveler, regardless of background, feels seen, valued, and welcomed.

Currently also serving as the Director of TBEX North America, Tomiko plays a pivotal role in shaping the discourse around travel blogging and content creation. By fostering collaboration, providing a platform for diverse voices, and staying attuned to the ever-evolving landscape of travel trends, Tomiko continues to steer TBEX toward new horizons.

Tomiko’s Top Picks

Sun and Culture South Africa group trip booking card

Zanzibar group trip booking card

Black Love in the City group trip booking card

Couples Trip Aruba group trip booking card


Brian Oliver

Brian is a well respected travel blogger, influencer and public speaker. He has served as a keynote speaker at many events both locally and nationwide encouraging others to pursue their passion and goals.

Brian’s love for travel and empowerment began as a young boy. Many days were spent following behind and riding in the car with his grandfather on various local and domestic journeys, as he carried out his duties as a minister.

While many may use travel as an escape from the realities of their cities, he has found it to be a source of inspiration, motivation and encouragement. Brian knows that the privilege of travel is one that must not be taken for granted, but most importantly shared with others.

Brian’s Top Picks

East Africa Kenya Tanzania group trip booking card

Panama Mens Fitness Retreat booking card

Summertime Chi Blvck Scene Weekend booking card


Simone Harvin

Simone Cherí is a freelance journalist based in D.C. covering travel, wellness, and lifestyle content for Blavity in addition to being a freelance content creator. Through her work, she aims to tell compelling stories highlighting Black-owned businesses and topics centered on Black culture, travel, and well-being. Her byline has been published on Travel Noire and Home & Texture. When she’s not pursuing career passions, Simone is feverishly seeking the next destination for a nomad adventure.

Simone’s Top Picks

It Girls Galentine Getaway booking card

Into Me See Wellness Retreat booking card

Magical Kenya Experience booking card


Rick Southers

Rick Southers is a lifestyle photographer and filmmaker with an emphasis on highlighting the vibrance of the African Diaspora and their experiences. He calls Pittsburgh home but eagerly travels wherever a story needs to be told.

Rick’s unique perspective showcases the black experience near and far through vibrant color theory and eye-catching composition. His captivating travel photography has landed his work in Travel & Leisure, Essence, and Travel Noire, as well as working with brands such as Ritz Carlton, Nike Swim, the Mexican Tourism Board, and more.

Rick’s Top Picks

Taste of Mexico City group trip booking card

Jetset Ghana group trip booking card

Sun and Culture South Africa group trip booking card

The power of community is instrumental in the Black Travel market.
Which trips would you pick?

8 spots left

Bali Wellness Retreat

Jun 15-22 • 7 nights • Ubud

Choose Package
Shared Room$1,800
Private Villa$2,500
VIP Suite$3,200
Itinerary
1
Arrive & Welcome
Pickup • Sound healing
2
Yoga & Rice Terraces
Sunrise session • Tegallalang
3
Temple & Waterfall
Tirta Empul • Spa
Add-Ons
Spa Package
+$150
Cooking Class
+$75
Total$2,650
Book Now — $2,650
or 4 payments of $662 • BNPL available
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