Welcome to Legendary Waypoints!
I'm Tenesha, a certified travel advisor for couples seeking more than just a vacation. I specialize in planning all-inclusive, adult-only getaways that help you leave behind stress and focus on what truly matters: each other. Whether it's for a honeymoon, an anniversary, or a long-overdue escape, I will custom-plan your trip with ease, intention, and the perfect touch of luxury.
If a cookie-cutter experience isn't your style and you're ready to travel as the unique couple you are, this is where your legendary journey begins.
Just a Romantic at Heart
I'm Tenesha, the founder of Legendary Waypoints, and I'm a hopeless romantic who believes that connections grow stronger when you step away from the everyday routine.
If you ask me what I do, I’ll tell you that I help couples reconnect, recharge, and fall even more in love—one perfectly planned escape at a time. For me, travel has always been more than just a getaway; it’s the backdrop to the best moments of my life. It offers a reset, a breath of fresh air, and a reminder of what truly matters. That’s why I created Legendary Waypoints: to design all-inclusive, adult-only vacations that not only take you to beautiful destinations but also bring you back to each other.
I work exclusively with couples seeking elevated, all-inclusive escapes—whether it’s for your honeymoon, anniversary, birthday, or simply a well-deserved “just because." With trusted brands like Sandals Resorts, The Excellence Collection, and Hyatt Inclusive, I will match you with the perfect destination and take care of every detail—so you can focus on having fun, not on logistics.
A few things that inspire me:
🧡 Sunset views and slow mornings
✈️ Passport stamps and perfectly packed carry-ons
🥂 The way travel brings couples closer in the best way possible
If you’re ready to stop planning around the crowds and start planning around each other—let's talk about where you’re meant to go next.
>> LET'S PLAN YOUR ESCAPE <<
Welcome to the place where the Sandals story and so many love stories began. Just minutes from arrival, you’ll find yourself at Sandals Montego Bay, where Jamaica’s largest private white-sand beach invites you to slow down and sink in.
This flagship resort blends the laid-back rhythm of island life with all the luxurious touches Sandals is known for, think overwater bars, champagne toasts at sunset, and toes-in-the-sand strolls under palm-lined skies. Whether you’re water skiing at dawn or sharing a quiet moment on the shore, every detail is designed for romance, ease, and connection.
Set sail on a cruise that does not feel like a cruise at all. With Virgin Voyages, every detail is curated for adults who crave connection, luxury, and a little edge. No kids. No buffets. No crowds, just elevated, all-inclusive experiences designed for grown-up getaways.
From sunset cocktails on your private terrace to indulgent dinners at Michelin-inspired restaurants, this is romance at sea reimagined. Whether you are unwinding in the spa, dancing under the stars, or exploring sun-soaked ports, every moment feels effortless and unforgettable. It’s everything you never knew you needed in a cruise and nothing you don’t.
💬 A Personal Connection
I take the time to understand what matters most to you both so every recommendation reflects your style, pace, and priorities.
🏝️ Curated All-Inclusive Escapes
I handpick adult-only resorts from trusted brands like Sandals, The Excellence Collection, and Hyatt Inclusive each offering luxury, comfort, and elevated experiences you won’t find on a typical booking site.
📅 Seamless Planning
From research to booking, I handle all the details. No stress, no endless Googling just one point of contact who truly cares.
✨ A Trip You’ll Talk About for Years
Whether it’s your honeymoon, anniversary, or a “just because” getaway, I’ll help you create memories that feel intentional, romantic, and refreshingly effortless.
Featured Destinations