1. Plan The TripMaybe your friend gets overwhelmed with all the details of planning a vacation or just flat out unreliable. Help them envision all the magical things they could experience by sharing exciting details of what you have planned so far including a ballpark figure of how much the trip will cost. Discuss mode of transportation, possible dates, and where you might stay.
- Make a video of all the details. How many times you have sent out an email with all the details and you still get a million text and calls forcing you to repeat the information? Try to put together a short video of you explaining the important details of the trip. People are more likely to remember a visual and audio than a lengthy email. You can easily shoot the video on your cell phone and then use Windows built-in program Movie Maker (Photos for Windows 10 users) to edit it.
- Share the itinerary. Give them an easy to print itinerary with the most important information even if you have to print it out for them. Make sure it’s not longer than 1 page. Keep it exciting, simple and straightforward. This will keep them on the hook and get them to say YES.
- Create a travel forum via travel app or website. Filtering through group chats full of emoji’s and bad jokes for important information is the worst. You may already be great at putting an itinerary together but there are several websites and apps that can make the process easier to create and share.
Travefy website/app focuses on group travel. It allows you to keep all your documents in one place, create an itinerary, collaborate with friends, manage payments, and chat.
Facebook Events is still my go to when all the travelers have Facebook accounts. Plus, who doesn’t want to be nosey and learn more about everyone that’s going before you commit.
No matter which platform you use, be sure to set some rules for chats. Request that everyone only comment with important trip details and contact the organizer directly with questions.
2. Get Them Excited
- Share videos and pictures. If they need more convincing then they may need a visual presentation to get the creative juices flowing. You can help by sending them pictures of the last time you went or pictures you found online. Search Youtube for a video of the location or event. You can send a link of the promotional videos directly from the hotels’ or resorts’ websites or use guests home videos that may include helpful tips.
- Invite the right friends. Make sure you’re inviting a friend that would truly enjoy the destination and activities. Don’t take someone that doesn’t drink alcohol on a wine tasting tour to Napa Valley. Same goes for those who want to lounge around sipping frozen drinks by the pool to an adventure hike through the jungles of Brazil. Once they know you have similar visions of your dream trip, BOOM, they’ll be gushing to all their other friends and family about it.
3. Get Them InvolvedSometimes your friend needs a buy-in and to be pro-active about decisions before they’ll commit.
- Delegate the task. Discuss and decide who is going to do what. Which one is better at finding deals on hotels or housing options on Airbnb, HomeAway, Flipkey, etc? If you need additional friends to keep the costs down, ask who has other friends at the ready to help defray costs? Which one of you knows how to put together a mutually fun itinerary of activities in the area? Who’s the foodie and thinks it’s fun to plan your meals, snacks or grocery list. Teamwork makes the dream work, right?
4. Stay Focused – Together
- Go shopping together. Go clothes shopping together for the big trip or better yet, to save some money to spend during your trip, see who in your circle of friends will let you borrow or swap articles of clothing for your trip. Fun, right?
- Get in shape together. Take long walks or runs. Download a class or do online workouts at the same time if you can’t meet in person. You can be each other’s accountability buddy. You’ll both look fab and level up on your friendship!
5. Budget TogetherWhen you’re in the early planning stages, you want to figure out what your budget is for lodging, food, activities. Talking about financial details are boring when you’re planning a fun getaway or adventure, so it’s tempting to skip this discussion altogether. But these financial details might be the ones that ultimately ruin your best intentions! It’s hard to enjoy a vacation when the person joining you is budget conscious, wanting to keep things on the cheap when you have saved up all year and expected to go to the finest restaurants or do almost EVERYTHING! Make sure you talk about the budget at the beginning of your planning. It might just save your friendship.
- Book your accommodations, tickets, and reservations early. Everyone knows the earlier you book the cheaper it will be so don’t put it off.
- Payment Plans. There are several websites that will let you book now and pay later. If money burns a hole in your pocket and saving isn’t really an option then making small payments is the best option. Try websites like
- Pay Delay through Bookit.com allows you to book vacation packages with hotel and flight for just $1 down and then make 3 equal payments within 60 days of booking. The great thing is that it is not a credit based program so there’s no worries about accruing interest or completing a credit check. To find this option check for “PayDelay” on the payment screen during your booking. They do charge a non-refundable transaction fee of $5.00 to take advantage of this service.
- Book Now Pay Later through Expedia. Book vacation packages with hotel and flight and make monthly payments. Reserve hotels and car rentals with no money up front.
- CheapCarribean.com Make a deposit on your reservation at the time of booking and the remaining amount is due 21 days before your date of departure. They do charge a non-refundable deposit fee of $29 to take advantage of this service.
- Cover more of the cost. If your friends’ budget will not allow the luxury suite but you refuse to live amongst the common folks then offer to pay more. Another idea is to strike a deal. How about paying a percentage of their hotel cost if they agree to drive most the trip. Better yet, just use our website Haydash to find a long-distance rideshare to save everyone money.