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Others tell you when destinations are at their best. We tell you when YOUR calendar gives you the most time off.

What Makes Us Different?

Most booking sites simply help you book.
We help you figure out when.

The Stretch Planner finds hidden trip windows in your work calendar — stringing together holidays, weekends and minimal PTO into extended getaways. Discover your dates, then book everything right here.

Easy as 1, 2, 3

How Does It Work?

01

Find Your Window

Tell us your country and number of PTO days. We utilize the PTO days to bridge weekends and holidays and show your best getaway opportunities.

02

Choose Your Dates

Pick from your personalised trip windows — longest weekends, longer stays, more frequent getaways, all with minimum PTO outlay.

03

Book & Go

Search flights, hotels, cars and tours right here. Save your trip windows to your dashboard and get alerts as trip windows grow near.

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Where's Justin?

Join the Stretchtravelers who have used our platform to plan a healthy work life balance. Don't let the holidays catch you by surprise. With our Stretch Planner tools now its easier than ever to take that well deserved break. Simply Stretch, Book and Go!

Stretch Planner

Your Stretch Goals

Use the Stretch Planner to create your custom trip calendar. Review your country's holidays, block unavailable dates, select your stretch goal — and watch your best travel windows appear instantly.

Save your favourite windows to your Dashboard as a named Plan, then use our booking tools to lock in flights, hotels and more.

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Stretch Planner in action

The "Longest Weekend" Goal

Set a minimal number of PTO days and we find the longest possible extended weekend getaway.

The "Fixed Trip" Goal

Set your desired trip length and we find the minimum number of PTO days you need to make it happen.

The "Maximum Trips" Goal

Tell us your total PTO budget and we multiply it into the maximum number of trips possible.

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Stretch Success Stories

What Our Travelers Are Saying

Already know your dates?  Start booking straightaway!

Stretch Blog

Travel Smarter. Stretch Further.

Real stories, hidden windows, and travel inspiration from the Stretchtraveler community.

Stretchtraveler Getaway Strategies

Stretchtraveler Getaway Strategies

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Turn 11 PTO Days into 43 plus Days!

Your friends and neighbors taking more vacations than you do? We have the answer. We show you how,...

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Welcome to the Stretchtraveler Blog!

Welcome to the Stretchtraveler Blog!

Welcome to the Stretchtraveler blog! Now you can unlock those hidden Getaway dates in your calendar....

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FAQs

Got Questions?

Planning getaways should be proactive and stress free. With Stretchtraveler you can maximize your time off by selecting one of our handy Stretch Goals. Maybe you need to create long weekend getaways, take a fixed length trip or multiply your available PTO days for maximum time off. The choice is yours.

PTO stands for Paid Time Off — the paid vacation days or leave days your employer gives you each year that you can use whenever you choose. In the United States this is commonly called PTO. In other countries the same concept goes by different names: e.g. In the U.K. and Australia this is called Annual Leave. In Canada it is called Vacation Days or Personal Days. In France it is called Conges Payes(Paid Leave) and in Germany it is called Jahresurlaub (Annual Leave). Whatever your country calls it, the concept is the same — a limited number of paid days off that your employer grants you each year. Stretchtraveler Magic: Most people use their paid leave days in isolation, not realising that with just 3 PTO days either side of a public holiday weekend can turn into a 9-day trip — with only 3 days charged against your annual leave balance. That is exactly what the Stretch Planner does — it finds those hidden windows in your calendar automatically. Then you can book your flights, hotels, cars and tours right here without leaving the site.

Quick Stretch allows you to quickly start generating stretch trips using just your home country and weekend preferences. Advanced Stretch generates stretch trips as well BUT also allows you to add custom holidays, block dates where you have prior engagements as well as override your home country and weekend preferences.

Utilizing a 13-month rolling calendar allows you to conveniently plan for the next 12 months plus an additional "grace month". Unlike other vacation planners that assume a fixed calendar year (January-December), both of our Quick Stretch and Advanced Stretch features start from the current month and allow you to plan for the next 13 months.

A subscribed user may utilize the Quick Stretch or Advanved Stretch to save trip windows into a plan. The user can have a maximum of 3 plans. In addition, subscribed users can receive Trip Alerts, share trip dates with family and friends, and start booking trips via our Travel Partners.

The default weekend pairing is Saturday and Sunday. However if you have another weekend pair, e.g. Friday and Saturday, you may specify that. The Stretch features need two consecutive days off in the week in order to maximize your time off.

Stretchtraveler is designed to do more with less. The "Longest Weekend" goal takes a small number of your available PTO days and finds the longest weekend trip options. The "Fixed Trip" goal achieves a specific trip length using the minimum number of PTO days, while the "Maximum Trips" goal stretches your bulk PTO days strategically over holiday weekends, multiplying your total days off across your 13-month calendar.

Typically on sign-up you have the option of telling us your preferences e.g. home airport, favourite activities and favourite destinations. This adds relevancy and where possible allows us to personalize your searches for flights, hotels, tours and much more. You can also update these preferences at any time.

If you are a subscriber, go to the Stretch Planner menu and select Dashboard. In the right sidebar scroll down to the bottom. Click on Delete Account and confirm. This will delete your account.

Yes we earn a small commission if you use our booking options but this does not affact your booking prices. The commissions allow us to provide support and build out Free Travel and Stretch Planner features.

We provide support for all major Browsers. If you encounter Browsers that are not supported, please send us email at support@stretchtravel.com.

We currently support over 160 countries and will be adding more shortly. If you would like support for your country, send us email at support@stretchtraveler.com and we will notify you when it goes live.

From the Stretch Planner, select the Advanced Stretch tool and make sure your country is selected. Click Next. Then on the Calendar page if your holiday is not listed, click on Add Holiday and add the holiday name and date. Your Holiday should then appear in the Holiday list.

Absolutely. We take data privacy seriously. We do not sell your personal information to third parties. Your data is used solely to personalize your experience and improve our service. Please review our Privacy Policy for full details.