We’ll plan your next getaway!

The twist? Your destination is a surprise!

We do the planning and you SkipTown!

Thinking about a trip, but not sure where to go?

Ready to get away, but don’t have the time to plan?

SkipTown creates personalized travel plans for YOU, whether you’re in need of a girls getaway, traveling solo, or wanting a romantic couple’s weekend away. We believe travel is an opportunity to disappear somewhere new for a while, but planning the perfect getaway can be exhausting. SkipTown allows you to escape the mundane without spending hours researching all the ins and outs of travel.

Reset, recharge, and live a little excitement!

Doesn’t that sound glorious? (The response is YES, yes it does.)

No more putting off that vacation that you deserve. The process is simple: answer a few questions for our experienced travel planner, tell us your budget, and we provide you with travel plans, accommodations, and suggested activities and dining. From start to getaway, planning the ultimate surprise has never been easier.

Plane or Train

Roadtrip

Staycation

Daycation

We take all the leg work out of travel planning.

Ready to Learn more?

Not sure if you want a surprise destination or already know where you want to go?
Send us a message and we can help curate and plan the trip of your dreams.

Testimonials

SkipTown is AMAZING! Quick survey to say what you want out of your trip,then all you do is GO! No hassle of booking or making ANY decisions, definition of a vacation! We opted for a short road trip weekend away. it was perfect, short of the weather derailing our paddle boarding plans. But even with the change, we were quickly reimbursed and Riley had a number of things lined up to fill the void. I will 100% be using SkipTown again!

-Christie Ellis

The element of surprise is awesome! Riley did an awesome job planning our trip and made it so easy to just sit back and enjoy the vacation! The personalized touches for my birthday were an added bonus. If you are thinking about booking a vacay with SkipTown, just do it! You won't be disappointed!

-Yvette Marquez

“I loved my trip with SkipTown!! I travel a lot and like planning my own trips - but I really enjoyed the mystery trip idea and the new adventure of not knowing where you’re going. The length of the trip was great, my surprise envelope had lots of good suggestions for activities and restaurants, and I loved the little personal touches Riley added for me. 10/10 would recommend!”

- Kendall DeLyser

“I went on a super fun girls' trip to Ft. Lauderdale with SkipTown! The surprise destination added an element of adventure, and the itinerary and recommendations provided kept us having fun and eating great food for the whole trip. I will definitely book another trip with SkipTown!”

- Liz Bennett

“My surprise trip was everything I hoped it would be! When I opened my envelope at the airport, I was so excited to learn I was headed to a warm sunny beach! One activity was planned out- and then a detailed daily itinerary came in my packet that offered the perfect amount of options for meals, shopping, and relaxation. A week before my trip, I received a detailed weather report so I would know what type of clothes to pack. If you’re looking for a way to spoil yourself, or treat your loved ones on a trip, this is the way to do it! Have fun and Go SkipTown!!”

- Amber Linza