Advisor - Ashley Whipple

Ashley Whipple

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  • Based in icon

    Based in Rochester, NY

  • Based in icon

    Speaks English, Spanish

Ask me about

Family Travel
Outdoors & Nature
US
National Parks
Spain
Europe

My Story

I’m a mom of two adventurous boys, a list-maker at heart, and a traveler who believes the best memories are made exploring together. I create seamless, stress-free trips filled with adventure, hidden gems, and unforgettable moments for families, couples, and groups.

My Travel Style

I design trips for families, couples, and groups that balance adventure with downtime and must-see sights with hidden gems. I take care of the details so you can simply enjoy—whether that means laughing with your kids, sharing a romantic dinner, or exploring a new city with friends. Every journey is tailored to your pace and interests, making it both seamless and unforgettable.

Stay connected

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My reviews (12)

7 days ago

Ashley is my absolute go-to for travel. The moment I send a request, she is back to me with curated, high-quality options that perfectly match my preferences. She recently planned a NYC trip for me and my teenage daughter, and her recommendation to stay at the SoHo Grand was a game-changer—it put us just minutes away from every shop my daughter wanted to visit. If you want to remove the hassle from planning and guarantee a seamless trip, just ask Ashley.

2 months ago

Ashley was phenomenal! We ask her to plan a very last minute trip to WY to visit Grand Teton and Yellowstone. Ashley moved very quickly while still planning out such a thoughtful itinerary that was the perfect balance between adventure and R&R. Her recommendations for hotels, food, things to do, and guided tours were all spot on! Ashley made taking a vacation fun without the stress of planning & booking. I would highly recommend Ashley to my closest friends and family! We will definitely be reaching out to Ashley for our future trips!

2 months ago

ashley got us some perks we never would have known about ! personable and incredibly easy to work with.

3 months ago

Ashley is phenomenal. She makes herself available for her clients when they need her and is very patient. Ashley wants to make the experience for her client very enjoyable and she is a pressure free resource. She talks things through and helps her client make informed decisions. I HIGHLY recommend working with Ashley and look forward to booking our next trip with her!

5 months ago

Ashley was the best! Easy to work with. On top of every detail and very responsive. I would highly recommend using her for any and all travel needs.

My travel ideas (15)

My travel photos

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