HAVE A PROFESSIONAL PLAN + BOOK YOUR NEXT TRIP

Love travel, hate planning?

I’ll plan + book your next trip

Woman sitting on a leather couch using a laptop in a bright living room with a woven rug, wooden coffee table, and a rocking chair by French doors at Korakia Hotel in Palm Springs, California

Want to travel but not sure where to go? Don’t have time to check hotels, prices, and room availability? Traveling with a group—and a variety of preferences? I can help.

I’m a travel industry insider who can connect you with up-and-coming destinations, unique, beautiful hotels, and even save you money through exclusive discounts and perks (when available).

Let's Do It!

How it works

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Let’s chat!

Hop on a 45-minute call with me to discuss your trip, travel style, and where you want to go.

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Get your itinerary

Get your personalized itinerary for your trip and make any necessary change requests before you…

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Book your trip!

Once everything is perfect, I’ll book your trip and send a finalized plan with all your trip details.

Get Started
Smiling woman holding a wine glass in a modern, stylish interior at Prisoner Wine Company winery in Napa, California

Hi! I’m Jessie, your well-traveled friend.

Expert travel recs for a trip that’s anything but generic.

I’m a travel industry insider and certified travel advisor. I have the inside scoop on beautiful hotels, unique things to do, underrated places, and outdoor adventures. Plus: an ever-growing list of the best food, wine, and beer along the way. Whether you want to see California’s most iconic spots or discover something new, I’ll plan the perfect trip, customized for you.

Spend less time planning, more time enjoying your getaway.

What’s included?

All trip plans come with:

✓ 45-minute call to discuss your upcoming trip
✓ Personalized trip plan with hotel, travel, and activity recs
✓ Day-by-day itinerary for your trip
✓ Support booking your hotels + transportation
✓Exclusive discounts + perks on hotels*

*when available

$250

Book Now

customer testimonials

  • Jessie knows so much about California and some of the highlights of our trip were areas we never would have discovered without her expertise.

    Jon L.

  • I hate planning trips, but working with Jessie meant I didn't have to do any of that. It was like joining a trip with a friend who had already done all the work.

    Jenny T.

  • It's like showing up for a group tour and following what they had planned for the day, just without the group. Perfect for my husband and I's anniversary getaway!

    Angie C.

EXAMPLE

Weekend Trip to Sea Ranch

This weekend getaway was created for a couple who wanted:

✓ A quiet, nature-filled getaway with hikes on the coast
✓ A unique, design-forward hotel with ocean views
✓ Good food, especially seafood and oysters

Map of coastal area in Northern California, highlighting towns like Manchester, Point Arena, Gualala, Sea Ranch, Stewarts Point, and nearby inland cities such as Cloverdale, Geyserville, and Windsor.
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Example Itinerary

FAQs

Got questions? Get answers.

  • Once you submit your questionnaire and payment, expect your itinerary within 3 business days. I will begin booking and confirming reservations within 1 business day of receiving any approval or requests for changes from you.

  • Yes! Of course, this step is completely optional and I am more than happy to provide direct booking links if you prefer to make reservations on your own.

  • I will check availability for your dates before adding anything to your itinerary, but if you’re unable to get a reservation or a hotel, restaurant, or activity I will provide an alternative free of charge.

  • Please get in touch if you need to change your trip dates. We will do our best to accommodate any changes.

  • Please reach out directly. I respond to all customer requests and am happy to consider a refund or re-do, depending on your situation.

  • It's not! I am a certified travel advisor and will plan as much (or as little!) of your weekend getaway as you'd like. While I do earn a commission on some bookings, the trip planning fees help me select hotels, tours, and restaurants that best meet your needs—regardless of if I earn commission or not.

  • For now, yes. I believe the best travel advice comes from the locals who live here—which is why I focus on my home state of California :)

  • Your trip-planning fee is non-refundable after the itinerary has been delivered. You may cancel and request a refund within 24 hours of purchase if you change your mind.

    Cancellation policies for individual hotels, activities, and restaurants vary and will be communicated for your approval in advance of making any reservations.

    Please get in touch with customer support if you need to cancel, reschedule, or make any changes to your trip.