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 salty air, sandy beaches, and laid-back coastal charm, Cape Cod is the perfect weekend escape. Nestled on the Massachusetts coastline, this iconic destination offers a blend of seaside serenity, quaint towns, and unforgettable seafood. Whether you're into bike rides along the coast, boutique shopping, or just relaxing with a lobster roll in hand, Cape Cod is where relaxation meets classic New England charm.
Here’s a guide to the perfect Cape Cod weekend itinerary:
Most people drive into Cape Cod, and the journey over the Sagamore or Bourne Bridge instantly sets the tone for your getaway. Stop at a roadside seafood shack for a quick bite, or pick up a coffee at a cozy café like Snowy Owl Coffee Roasters in Brewster.
Head to Chatham, one of the most picturesque towns on the Cape. Stroll down Main Street for shopping, then make your way to Lighthouse Beach—a must-see with stunning views and soft sand. Keep an eye out for seals!
Dine at The Impudent Oyster or Chatham Squire for fresh seafood and a cozy coastal vibe. Cap off the night with a walk along the beach to catch a Cape Cod sunset—golden skies and ocean breezes included.
Start your day with a bike ride along the Cape Cod Rail Trail, a scenic 25-mile paved path that winds through woodlands, cranberry bogs, and charming towns. Don’t worry—you don’t have to do it all! Rent a bike in Orleans or Brewster and take a leisurely ride.
Drive up to Provincetown (P-town) at the tip of the Cape. This vibrant, artsy town is full of galleries, shops, and LGBTQ+-friendly energy. Climb the Pilgrim Monument for epic views or take a whale watching tour if you’re feeling adventurous!
No Cape Cod trip is complete without a lobster feast. Try The Lobster Pot in Provincetown for a classic New England experience. Pair it with a local beer or glass of chilled white wine and toast to seaside living.
Sleep in a bit, then grab brunch at a cute spot like Hangar B Eatery in Chatham or Café Alfresco in Brewster. Head to Skaket Beach in Orleans for one last walk in the sand—especially beautiful during low tide.
Before heading home, swing by a local farmers market or roadside stand. Pick up handmade jams, Cape Cod kettle chips, or souvenirs to remember your trip.
Chatham Bars Inn – Luxury on the water with stunning views
Captain Freeman Inn – A charming B&B in Brewster
The Provincetown Hotel at Gabriel’s – Right in the heart of P-town
🧳 What to Pack
Lightweight layers (New England weather is unpredictable!)
Swimsuits and beach gear
A good book or journal for beachside relaxing
Comfortable shoes for walking or biking
A weekend in Cape Cod is the perfect blend of relaxation and exploration, offering everything from coastal adventure to cozy seafood dinners by candlelight. Whether you’re visiting for the first time or returning as a seasoned fan, the Cape never loses its timeless magic.
Ready to plan your next getaway? Cape Cod is calling.
Have you been to the Cape? What’s your favorite town or memory? Drop your thoughts below—or let me help you plan your next weekend trip!
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!