I'm a luxury travel planner and founder of Shakespeare Agency, where travel is planned with intention, precision and elevated execution.
My work combines deep destination knowledge with operational expertise and trusted on-the-ground relationships across the Caribbean and Africa. I don’t just give recommendations, I design and book your entire trip so you can arrive, relax and enjoy experiences that feel effortless and unforgettable.
My Path to Planning Luxury Travel
Growing up in Jamaica and seeing the world early instilled in me a lifelong appreciation for intentional travel and experiences that connect you to culture, comfort and meaningful moments seamlessly and beautifully.
Over years of exploring more than 65 countries across 5 continents, I learned two truths:
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The right planning transforms a trip from “nice” to memorable.
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Too many people feel overwhelmed by travel logistics, decisions and details, even before their flight takes off.
Those insights led me to build Shakespeare Agency, not as a travel blog, but as a luxury travel planning service that handles everything for you.
Why I Do This
At the core of my work is a belief that travel should feel intentional, seamless and deeply enjoyable. I help people bypass confusion and decision fatigue, and instead give them:
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Thoughtfully planned itineraries
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Luxury accommodations booked with precision
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Trusted excursions and experiences
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Local expertise you can’t find with a quick search
Whether it’s your first trip to the Caribbean or a milestone journey to Africa, I make sure every detail is handled, so you don’t have to think twice about it.
How I Work
(What Makes Me Unique)
At Shakespeare Agency, travel planning is not a checklist.
It’s a concierge-level service.
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I listen to what you want from your trip
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I curate your itinerary with purpose
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I book all experiences, transfers and accommodations
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You receive a fully booked travel plan
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You show up and enjoy
This means no tabs open in your browser. No uncertainty about vendors. And no coordination stress from start to finish.
Where I Specialize
My primary destinations include but are not limited to:
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Jamaica
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Seychelles
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South Africa
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Ghana
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Zanzibar
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Aruba & More
Each destination is selected with intention and booked with access to reputable local partners.
I'm Lisa-Gaye Shakespeare, Travel Influencer, Consultant & Content Creator.
My life's mission is to help busy individuals plan their vacations to the Caribbean and Africa, providing them with authentic and local experiences, off-the-beaten-path adventures, and connections to the culture. In turn, this makes their vacation relaxing, fun, and stress-free.
Press & Features
Lisa-Gaye Shakespeare’s work and expertise have been recognized by leading travel and lifestyle publications, including:
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Jamaica Gleaner - featured as an authority on Caribbean travel
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Caribbean National Weekly - highlighted for luxury travel insights
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Canvas Rebel Magazine - interviewed on travel entrepreneurship
For a full list of media features and press highlights, visit the
SPEAKING & INDUSTRY ENGAGEMENTS
Lisa is also an invited speaker and panelist on topics including:
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Luxury travel planning & destination storytelling
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Africa & Caribbean travel corridors
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Tourism as economic diplomacy
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Cultural heritage & diaspora travel
Recent engagements include:
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CARICOM Heads of Government – Tourism & Cultural Exchange as Economic Diplomacy
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Travel & Tourism Conferences (regional & international)
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Brand-hosted industry panels and workshops
COLLABORATIONS & PARTNERSHIPS
Lisa has collaborated with and created content for:
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Tourism Boards across the Caribbean and Africa
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Luxury hotels & resorts
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Cruise lines, airlines and destination experiences
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Lifestyle, beauty and travel brands
Her work blends strategic storytelling with measurable visibility, making her an ideal partner for luxury-positioned campaigns.
Media Kit & Inquiries
For press inquiries, interviews, speaking engagements or partnership requests:
WHY BRANDS & MEDIA WORK WITH ME
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Luxury travel authority with global experience
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Strong Caribbean & Africa specialization
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Proven content reach and storytelling impact
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Trusted by destinations and discerning travelers
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Professional, reliable and brand-aligned execution
Interested in working together?
fun fact!
My wanderlust soul and roaming heart have led me to experience traveling to 65 countries on 5 continents.
wanna know more?
Let's see if we have anything in common. Learn more about me below!
