Frequently Asked Questions

Got questions? Check out our frequently asked questions below!

  • Yay, we’re sooo happy! Try to give us a minimum of 21 calendar days advance notice in order to plan your perfectly personalized self-care Staycation… but it is before then we will whip something up special toot sweet!

  • You’ll get a confirmation email from us, and then…you wait. Nothing else is needed from you once we have your answers (and the credit card clears). We know this sounds ominous but trust us, the element of surprise is a big part of the fun! Then, exactly 7 days before departure, you'll receive another email with the weather forecast and general “what to pack” guidelines. Finally, at the stroke of midnight on the day of your departure, we'll unlock your surprise itinerary via our trip app, with the location and all the details of your surprise Staycation!

  • Only if you choose our Strictly Concierge Package. With this package, you decide everything! What you want to do, where you want to stay, where you want to eat, any activities, and we just handle the planning portion and any personalization. If you select additional budget boost you can also allocate the area you want the funds spent via your survey ( i.e. room upgrades, activities, ect )

  • This is the one time we’ll ever say, no. We know you can’t please all the people all the time, but we really want to try, so it's important for us to get a sense of everyone going on the trip, and individual surveys are the best way to do this! If you have dreams of reclaiming your time solo, try our Solo Serenity Package.

  • Great question! But if we told you, then what’s the point? However, what we will tell you that this is a Staycation, so your trip will be somewhere exploring the amazing hometown gems around the greater DMV area. Depending on how you answer our pre-trip survey, we’ll send you, on average, between 45 minutes up to 4 hours away. If you have specific time or travel restrictions for your vacation, please let us know on the Pre-Trip Survey!

  • At Staycations Anonymous, we’re here to please, so this is why we carefully curate your trip based on your pre-trip survey. We celebrate open mindedness, and encourage you to do the same. While you may be familiar with your destination, we're sure that with the help of our curated recommendations, and the level of personalization in each package, we will help you see an old locale with a new perspective. Overall the intent and the point of the staycation isn’t about the destination it is about the journey of disconnecting from your day to day and tapping into your selfcare (which can happen in DC or Dubai , DC is just a bit more budget friendly)

    If there are certain local attractions or areas you DO NOT want to visit please be sure to make explicitly clear in your survey.

  • Well, we could try to prove ourselves via trust falls and bonding sessions but the real/ real answer is because we love to get it right and wow our Squad. It’s true, the team here at Staycations are competitive and live for getting the perfect trip built for the perfect person. In all seriousness, we’re a group of well traveled, anal-retentive planners who love to see people lean into their self care practices and grow from there..tem description

  • Staycation cost covers accommodations, parking or ride share voucher ( based on survey) our signature self-care suitcase, staycations signature bar cart, plus one pre-planned activity/event per night, and our 25% service fee. Therefore, you will also need to personally budget for food, any additional activities, ground transportation, and any other miscellaneous costs.

  • Your budget determines where we send you, the type of activities you do, and where you stay. The main factors to consider when choosing your budget are your travel dates and hotel preferences. If you're thinking of traveling around a major holiday, remember that hotels and activities will be more expensive. If there is money left in your budget after we have booked all the guaranteed aspects of your trip, we use those funds to book trip “add-ons,” such as restaurant or rideshare gift cards, extra tickets to attractions, and more.

  • Budgets are calculated per hotel room, with a maximum of four guests per room (six per room for those traveling with children under 18 years old).

    Trips during holiday weekends will have a $150 surcharge. Plus, Additional nights in your accommodation and additional guests will increase your budget.

  • Read our lips – there are NO additional fees or taxes. For example, if you select a Staycation for two people $2500, you’ll pay us exactly $2,500.

    We will always build a trip for you with the goal of utilizing your budget to the fullest. For that we take a small service fee (25%), but the rest of your budget goes towards your trip.

  • Again, your Staycation budget covers your travel, accommodations, parking, our selfcare suitcase, signature bar cart and ONE pre-planned activity per day. We will recommend other activities, tours, restaurants, and the like, but these expenses are not covered in your budget. However, if there are extra funds in your budget, we will use them to book add-on activities, or food, drink, and ride credits

    We cannot guarantee these extras since travel prices fluctuate pretty drastically depending on travel dates, locations, vendors,etc.

  • A large portion of your budget goes toward the accommodations that we book for you. A hotel room will cost the same, whether one or two people are staying in it, so the price per traveler is lower if you have a travel companion. Solo travelers, we love you, but you're just a little more expensive!

  • Unfortunately, our website does not permit separate payments for one order, and you will need to submit one total payment per Trip.

    However, an option we have to split up costs is to have each member of your group purchase a Staycation’s gift card in the amount they are contributing. Then at checkout, you can apply these gift certificate codes to reduce the balance so you'll only end up paying for your portion of the trip.

  • Budget boost are exactly what they sound like, it is additionally funds used to upgrade your Staycation and luxe out the accommodations or max out the activities! Be sure to specify how you would like to your boost to be dispersed.

  • Our standard trips are 2-3 days but can range in length based on the package. You can depart any day of the week. When booking your trip, you’ll select your departure date and the number of nights for your vacation.

  • We book accommodations in only the very best hotels, bed and breakfasts, Airbnbs, cabins, and glamping yurts the DMV has to offer. We guarantee three, four, or five-star accommodations that are clean, safe, and centrally located to the activities we select for your Staycation and within your budget price point. Again, be sure to let us know your accommodation preferences on your pre-trip survey!

  • We want to give you time to explore your weekend home away from home, so from time to time, you will have open periods of time all your own. Use this time to people watch, to wander a new neighborhood, take an uninterrupted nap. We'll provide a list of curated recommendations based on your interest and the area, don't worry, but carpe diem and seize this Staycation.

  • For the moment, we're only booking travel within the DMV area. However, we have some flexibility for our Strictly Concierge & Corporate Package to roam outside of that radius. We are actively pursuing the ability to expand purposefully and will let you know as soon as we do!

  • While you’re on your trip, you will have a personally assigned concierge available to help you with whatever you may need. Changing reservation, tips and directions, whatever we’re only ever just a text away to answer any questions you may have. So feel to reach out directly via our app, it is connected to your digital itinerary and your dedicated selfcare concierge.

  • No problem! Just shoot us an email and we will try to reschedule or find another date for your Staycation. But if that still doesn’t work, you do have a 72-hour cancellation window for a full refund from the time of booking, for everyone involved in the Staycation. However after 72 hours only partial refunds are available as tickets and hotels may already be booked and underway. See out postponement policy and cancellation terms for more information.

  • Look, no one is going to show up and break your kneecap if you choose to skip something on the itinerary that doesn't sound like you but we encourage you to give it a try. Sometimes the things we would never choose for ourselves are the things that are the most memorable. We've built these itineraries meticulously. One plan leading to the next, things that are musts for the city you visit or things that are well kept neighborhood secrets. Like we said, you do not have to do anything that you don't want to, but be adventurous and give it a shot, trust us.

  • On our contact tab, you'll see all the myriad of ways to get ahold of us. Feel free to email or slide into those DM's, whatever is easiest for you!

“One of the quickest ways to get a healthy sense of perspective on our lives is to pull ourselves out of our daily routines and take ourselves somewhere else.”

- Sally Clarke, author of “Spark: Why We Burn Out, How We Recover, and How to End Burnout for Good”