Your journey begins here.
Whether you’re dreaming of sinking your toes into Caribbean sands, wandering historic European streets, setting sail on a breathtaking cruise, or discovering hidden gems right here in the U.S., I craft personalized itineraries with intention and care—designed around how you want to experience your time away.
Each trip is handled with delicate care, thoughtful organization, and genuine kindness—so you can focus on enjoying the moment, not managing the details.
From the first idea to your welcome home, I’m here to design travel experiences that fit your style, budget, and bucket list, while creating the meaningful memories and connections that matter most.
Adventure, connection, and peace of mind—your perfect trip starts here.
Every trip starts a little differently. Maybe you already know exactly where you want to go, or maybe you just know it's time for a vacation.
Not every vacation looks the same. Explore some of the ways I can help you turn your ideas into a trip that fits you.
Explore some of the ways I can help:
🏝️ Caribbean & All-Inclusive — resorts, island escapes and tropical getaways
🚢 Cruises — ocean, river and expedition cruising
Europe — independent travel, custom itineraries and multi-destination trips
🗺️ Tours — small-group, private and customizable tour options
👨👩👧👦 Family & Milestone Travel — graduations, anniversaries, birthdays and trips worth celebrating
🏟️ Sports & Special Events — travel built around the experience
Don't see your trip listed? That's okay! These are just a few of the possibilities. If you have an idea, let's talk about it.
Choose the request form that best matches the trip you have in mind. You don't need to have everything figured out yet! Share what you already know—your ideas, dates, interests, budget, or even just a destination—and I'll help you work through the rest.
Completing a request form gives me a starting point to learn more about your trip and prepare for our planning conversation.
🚢 Planning a Cruise? Cruise Request
Tell me what you're looking for in your cruise—from destinations and dates to cruise style, activities, and who is traveling with you.
🌍 Planning a Europe Trip? Europe Request
Share the places you're dreaming about, your must-see experiences, travel pace, and how you'd like to explore Europe.
🌴 Planning a Caribbean Getaway? Caribbean Request
Tell me what your ideal Caribbean vacation looks like—from relaxing on the beach to exploring, adventures, resort style, and island experiences.
👥 Planning a Group Trip? Group Request
Whether it’s family, friends, a reunion, celebration, club, or organization, tell me about your group and what you’re envisioning so we can start planning the details together.
🗺️ Thinking About a Tour? Tour Request Form
Tell me where you'd like to go, how you like to travel, and what you'd like to experience. I'll help match you with a tour style and company that fits your interests, pace, and budget.
✨ Special Interests & Events Special Interests & Events
Planning something a little different? From milestone celebrations and sporting events to adventure, golf, skiing, food & wine, and other special-interest travel, tell me what you have in mind.
✈️ Planning a Trip? Plan My Trip
Not sure which form fits? Start here! Tell me where you'd like to go—or what you're dreaming about—and I'll help you build the trip from there.
“Hi Rebecca,
Thanks for planning a great Hawaiian adventure for my daughter and I.
I especially liked your Trip Plans app that kept all the details organized.
Thanks, Crystal Stauffer
2 week trip to Kauai, Oahu, Big Island, Aug 2026
Thank you, Raspberry Travel, for planning this amazing trip for us! We gave you a budget, general timeline, and a list of things we like to do and you RAN with it!
You gave us three housing options to choose from in Yosemite and San Francisco so we could find what fit us, and this Hotel Zephyr was such a perfect fit!
Thanks for giving us the flexibility we needed while taking care of the important details we didn't want to deal with.
Now, for next summer...
Liz - Yosemite & San Francisco, August 2025
Thank you Rebecca for booking our first international family vacation with littles.
Appreciate all the suggestions and things you thought about when traveling with kids. Your knowledge about what to expect and how to plan our days while on vacation made the whole process much easier.
I look forward to using you for our next family trip. Thank you!
David & Mariana - Isla Mujeres, Mexico, March 2025
My wife and I highly recommend Rebecca. We really enjoyed the targeted personalized service. Rebecca helped us with all stages of our travel arrangements.
We will continue to utilize her services!!
Mark & Maria - St Croix USVI, May 2025
What services do you offer?
From quick getaways to once-in-a-lifetime adventures, I can plan and coordinate every detail of your trip, including:
Flights
Car rentals and private transfers
Lodging recommendations and reservations
Activities and excursions
Special occasions: surprise trips, anniversaries, birthdays, retirements
Corporate travel arrangements
How do you charge for your services?
What happens when after I fill out one of your forms?
Once you submit a form, my goal is to reach out within 48 hours — often sooner! If you include a preferred day and time to connect, I’ll follow up by email and send a Google Calendar invite to confirm our appointment. This helps us get started quickly and ensures your trip planning stays on track from the very first conversation.
Learn More About My Services here