I’m Bria Wilkerson, your personal travel curator dedicated to crafting unforgettable luxury getaways without breaking the bank. With a passion for exploring the world and a deep understanding of what makes travel truly special, I specialize in creating personalized itineraries that perfectly match your style and dreams. Whether it’s a romantic honeymoon, a destination wedding, or an all-inclusive escape, I handle all the details so you can focus on making memories. Travel isn’t just my job—it’s my passion, and I’m here to make your dream vacation effortless, enjoyable, and extraordinary.
Because you deserve more than just a break—you deserve an experience you’ll never forget. Let me handle the details while you get ready to relax, explore, and indulge.
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If you’re dreaming of a charming seaside escape, where clapboard cottages, fresh lobster rolls, and ocean breezes meet small-town charm, look no further than Martha’s Vineyard. I recently spent a weekend exploring this idyllic island off the coast of Massachusetts, and I can honestly say—it’s every bit as magical as they say.
From colorful gingerbread cottages to quiet beach strolls and delicious seafood, here’s a look at my unforgettable weekend on the Vineyard.
The adventure began with a ferry ride from Woods Hole to Martha’s Vineyard, a scenic 45-minute trip that feels like a mini cruise. As soon as you spot the island in the distance, you’ll feel yourself start to relax. There’s just something about arriving by boat that makes the whole experience feel special.
We stayed in Edgartown, one of the island’s most picturesque towns. With white picket fences, historic captain’s homes, and cobblestone sidewalks, it looks like something out of a storybook. Our inn was charming and centrally located—just steps from boutique shops and harbor views.
If you’re looking for romance or a peaceful vibe, Edgartown is a great home base. For a more vibrant atmosphere, Oak Bluffs offers a livelier energy and colorful cottages straight from a postcard.
We spent one morning wandering through the Campground Cottages in Oak Bluffs, also known as the "Gingerbread Houses." Each one is painted in pastel hues with ornate trim and flower-filled porches—absolutely Instagram-worthy.
For a classic Vineyard beach day, we headed to South Beach in Katama. Wide sandy shores, rolling waves, and just enough seclusion made it the perfect spot to relax and soak up some sun.
Renting bikes is a must! We rode along scenic trails, past dunes and lighthouses, and stopped for lobster rolls at Nancy’s—a must-visit in Oak Bluffs for fresh seafood with a view.
From handmade jewelry to island-made soaps and coastal décor, the shops in Edgartown and Vineyard Haven offer unique souvenirs and artisan goods that reflect the island’s creative spirit.
Martha’s Vineyard is a foodie’s dream—especially if you love seafood.
Lobster rolls (both buttered and chilled) were a daily must.
We had an incredible dinner at Alchemy in Edgartown, where the cocktails were as impressive as the coastal cuisine.
For breakfast, Behind the Bookstore offered some of the best coffee and pastries on the island—plus a beautiful garden patio to enjoy them.
Martha’s Vineyard has a timeless charm that invites you to slow down, breathe deep, and enjoy the simple pleasures of island life. Whether you’re visiting with friends, family, or for a romantic weekend away, it offers a little something for everyone.
Between the beaches, the bike rides, and the seafood feasts, I left feeling refreshed, inspired, and already planning my next trip back.
Best time to visit: Late spring through early fall
Getting there: Ferry from Woods Hole or plane from Boston/NYC
Don’t miss: Sunset at Menemsha, lobster rolls from Larsen’s, and a lighthouse selfie!
Have you been to Martha’s Vineyard, or is it on your travel list? Let me know in the comments—and tag someone who’d love a coastal escape!
Don’t just take my word for it—see what my clients have to say! From dream honeymoons to unforgettable family vacations, their stories and feedback highlight the personalized care and attention I bring to every trip. Your perfect getaway could be next!
Bria has been our go-to travel planner for the past three summers, and every trip has been nothing short of amazing! From choosing the perfect family-friendly resorts to organizing excursions that kept both the kids and adults entertained, she’s thought of everything. Her attention to detail, quick communication, and personal touches make each vacation feel completely stress-free. We always feel taken care of and can’t imagine planning our summer getaway without her!
Bria planned the most incredible honeymoon for us in Hawaii, and we couldn’t be more grateful! She put together a perfect two-part trip that included a beautiful Airbnb, a luxury hotel stay, flights, and even our rental car—everything was seamless from start to finish. Her attention to detail, local recommendations, and flexibility made the experience completely stress-free. It was the romantic, once-in-a-lifetime trip we dreamed of, and we owe it all to her! Highly recommend her to anyone looking to plan a special getaway.
Planning a group trip for my 50th birthday felt overwhelming—until I found Bria! She made everything so easy and enjoyable from day one. She organized an incredible all-inclusive stay in Aruba for me and 20 of my guests, and every detail was handled perfectly. From coordinating flights and rooms to helping us book a beautiful dinner cruise excursion, Bria went above and beyond to make the trip unforgettable. My friends are still talking about how amazing everything was! If you’re planning a milestone celebration, do yourself a favor and book with her!
Bria was truly a lifesaver when it came to planning our destination wedding in Jamaica! With over 100 guests attending, I was nervous about how everything would come together—but Bria made the entire process smooth and stress-free. From helping us choose the perfect resort to managing travel and accommodations for all our guests, she handled every detail with professionalism and care. She even helped us organize a beautiful welcome party, which was the perfect way to kick off the celebration.
One of the biggest perks of working with a travel agent like Bria is having someone in your corner who knows the ins and outs of group travel, and who can secure amazing perks and upgrades you wouldn’t get on your own. Our wedding week was everything we dreamed of—and more—thanks to her!