LET’S PLAN YOUR next vacation!

Whether you’re a DIY travel planner or someone who wants alllll the help, HELLO TRIPSY has your back! We offer curated travel guides for popular destinations, price-check services to make sure you’re getting the best possible deals, and full-service trip planning and booking services. Choose your option below to get started!

CHOOSE YOUR LEVEL OF SUPPORT

  • Check My Price | Tripsy

    CHECK MY PRICE

    I already have a hotel or resort in mind but want to make sure I’m getting the best price and incentives.

  • Tripsy Travel Guides

    HELP ME WITH THE DETAILS

    I already have flights and hotels booked but need help crafting an itinerary (best restaurants, activities and more!)

  • Tripsy Travel Planning

    RESEARCH AND BOOK IT ALL FOR ME

    I desparately need a vacation but don’t have time to plan it myself. Please help me from start to finish!

Testimonial | Tripsy

“I’m not one to use a travel agent because I love planning my own trips, but I had tripsy run a price check and they were able to find me a better deal for the same dates. i got an upgraded room, a $100 resort credit and still paid less than I would have booking online. I can’t recommend them highly enough!”


You’ve got questions, We’ve got answers! 

  • The idea that booking through a travel advisor will cost you more is a huge misconception. Any commission we receive is paid by the vendor, and the rates we are able to offer you are at least as good - if not better - than the rates you would be able to find on your own. Plus, by booking through us, you are able to get special treatment, complimentary VIP benefits, and upgrades that you wouldn't be entitled to if you booked on your own.

  • When you book your travel with HELLO TRIPSY, you are traveling as a VIP wherever you go. Because we are members of virtually every affinity club and preferred partner program, we are able to offer you exclusive opportunities, upgrades and amenities that are not available through online travel websites or other travel agencies. The benefits will vary by hotel, but generally include room upgrades, resort credits and added amenities.

  • Budgets vary greatly depending on where you’re going, number of days, how active you want to be and whether any touring is done in small groups or privately. In most destinations we partner with hotels that run anywhere from $200-$800+ per night per room. This means we generally work with budgets of $400 per day and up for full itinerary planning.

  • There is no easy answer here as it depends on a multiple of factors. For peak travel periods such as holidays, school breaks and summertime, it is best to start planning 9-12 months in advance. For involved trips such as Antarctic expeditions and African safaris, and anywhere in the Caribbean over the holidays, beginning to think about the trip more than a year ahead is recommended. All that said, we can still help you plan an amazing getaway with shorter notice, so don’t hesitate to reach out!

  • HELLO TRIPSY has many condo and villa rentals in our network, but unfortunately we don't work with AirBnB or VRBO properties as we can't properly vet them. We have no recourse if something goes wrong, and if that does happen, it’s a nightmare. Though we do not specifically work with AirBnB or VRBO, we have access to rental apartments and villas throughout the world, and we offer many other unique accommodations like haciendas, castles, treehouses and ranches.

  • Of course! We are happy to assist with short getaways and hotel-only stays. While our goal is always to help you achieve a once-in-a-lifetime travel experience and ensure that you have the best time possible, we can happily assist you in planning a short trip or simply just booking a hotel.

  • In most cases, yes. Many of our travel partners will match any price you find online and often will throw in additional incentives you can’t get anywhere else. This means you get a better deal than booking on your own AND you now have an advocate (me!) to help if anything goes wrong during your trip. Fill out this quick price check form to see if we can find you a better deal!

  • When you book direct through a hotel, or on a website like Expedia, you won't have much help if something goes wrong. For example, if you are staying at a Marriott but you're not one of their Marriott Rewards’ top members, it is going to be much harder to get the help you need than if you booked through an advisor. It is our job to make sure nothing goes wrong, but if something does, we make sure to get it fixed with the least possible amount of inconvenience to you. Plus, we know the secrets the hotels won't tell you, like what rooms actually have the best views. All that said, if you want to handle your own bookings, you may still find value in our curated travel guides.