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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.

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happy anniversary banner at outdoor party

Anniversary Trip Ideas to Celebrate Your Love in Style

June 29, 20253 min read

Anniversary Trip

Anniversaries are special milestones—moments to celebrate your journey together, reflect on your love, and create new memories. What better way to honor your bond than with a thoughtfully planned trip? Whether you’re marking your first year or your 50th, an anniversary trip is the perfect way to reconnect and celebrate your story.

If you’re wondering where to go or what to do, here are some amazing anniversary trip ideas for every couple’s style—whether you crave romance, adventure, relaxation, or culture.

1. Romantic Beach Escape

There’s something timeless about a beach getaway for an anniversary. Think sunset walks on powdery sand, candlelit dinners with ocean views, and days spent lounging in hammocks. Destinations like Maldives, Maui, or Santorini offer stunning beaches and luxurious resorts perfect for lovers.

2. Charming European City

Celebrate your love surrounded by history, art, and culture. Explore the romantic streets of Paris, sip wine by the canals in Venice, or enjoy the vibrant life of Barcelona. Wander hand-in-hand through museums, cozy cafes, and beautiful squares.

3. Cozy Mountain Retreat

For couples who love nature and tranquility, a mountain cabin or lodge is ideal. Think cozy fires, scenic hikes, and starry nights. Destinations like Aspen, Colorado, The Smoky Mountains, or Banff in Canada provide breathtaking views and peaceful moments.

4. Luxury Spa Weekend

Sometimes the best gift is pure relaxation. Book a luxury spa resort where you can unwind with couples massages, hot tubs, and wellness treatments. Places like Sedona, Arizona, Palm Springs, California, or Bali are known for their world-class spas and serene environments.

5. Adventure Trip

If you and your partner thrive on excitement, plan an adventurous anniversary! Go on a safari in South Africa, scuba dive in the Great Barrier Reef, or hike the Inca Trail to Machu Picchu. Shared thrills can deepen your bond and create unforgettable stories.

6. Cruise Vacation

Set sail on a romantic cruise where everything is taken care of—from gourmet dining to entertainment and exotic stops. Whether it’s a Caribbean cruise, a Mediterranean voyage, or an Alaskan expedition, cruises offer a blend of adventure and relaxation.

7. Cultural Immersion

Dive into a new culture together by visiting places like Kyoto, Japan, Marrakech, Morocco, or Rome, Italy. Explore ancient temples, vibrant markets, and local cuisine—experiences that will enrich your relationship and create lasting memories.

Tips for Planning Your Anniversary Trip

  • Plan together: Make sure the destination and activities excite both of you.

  • Add personal touches: Celebrate with surprises like a special dinner, a couple’s photoshoot, or meaningful gifts.

  • Relax and enjoy: Remember the trip is about your connection, so balance sightseeing with downtime.

  • Document your memories: Keep a travel journal or create a photo album to cherish your special trip forever.

Final Thoughts

Your anniversary trip is more than a getaway—it’s a celebration of your love story and all the moments that brought you here. Whether you choose a beach paradise, a bustling city, or a peaceful retreat, make it a journey filled with joy, connection, and romance.

Where will your love take you next? Share your dream anniversary destinations or past trip stories below!

Need help customizing your anniversary trip or packing tips for a romantic getaway? I’m here to help make your celebration truly magical!

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Hear From My Happy Travelers

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!

Krysia C.

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!

Rebecca S.

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.

Evette C.

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!

Danielle & Chris

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!

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