Flamingo Beach – Costa Rica (2016)
I take a 4-night trip, every January, with one of my best friends of over 20 years. We go somewhere warm and tropical to escape our New Jersey winter and spend the time doing not much more than eating, reading, drinking cocktails & soaking up the sun. It’s pure heaven. We catch up on all the happenings since our last trip and laugh like little kids.
Plenty of people over the years have asked me how I “get away with” this annual excursion. I simply tell them, “It’s already on the calendar.” Just as I’m sure you plan family vacations, this friend-cation is really no different. Obviously there is a cost involved, but I’d rather drive my old car and color my own hair, than miss this trip! Everyone needs a break from their daily lives & responsibilities – you just have to make it happen. So how do we do it? These are the tips I recommend…
2012 in Puerto Plata
1. Find the right partner(s) in crime. Whether you go with a group or a single companion, traveling with friends can be tricky. You all need to want the same thing from this escape, regarding both destination & activity level. If one of you wants to lay on the beach all day, and your friend wants to zipline, parasail & tour the countryside, it’s generally not going to be as fun. Compromises can be made of course, and some things can be done individually, but for the most part, it’s easier to stick with the same schedule. My girlfriend & I happen to travel incredibly well together. We’re both up early, we both need our coffee right away, food is of the utmost importance & wine is a necessity. We like to relax, with little regard for schedules or planned activities. Our lives at home revolve around this pick-up or that meeting, which sport or what deadline, so when we’re away it’s nice to just go with the flow. But again, it helps if you’re all on the same page.
2. Timing is essential. Keeping to the same week or weekend every year, makes it unobjectionable for everyone involved. Spouses, kids and caregivers all know when it’s going to happen and there becomes less & less discussion about it. For us, there seems to be the least amount of activity/commitment/obligation in January, so that’s when we go, but you need to find a time that works best for you. Maybe during the summer is better for your schedule, or one of the holiday weekends. Just pick a date and stick with it! Getting everyone on board that first year is definitely the most difficult, but by the 2nd year, you may only hear, “You’re doing that again?” After that it becomes routine and one of the most looked forward to events on your calendar!
Our beach in Antigua – 2017
3. Length of Trip. This one depends on how long you can be away from home, how much you want to spend and how flexible your schedule is. Work, childcare, vacation time, pets, etc., will all play a part, but it’s not impossible. If you’re flying, try to find direct flights and don’t stay too far from the airport – you want to maximize every second of your time. Four nights seems to work the best for us, but I have another friend that I only do one night a year with and that works too! I The key is simply getting away, even if it’s only for 24 hours.
4. The Destination. Beach? Mountains? Wine country? A night in NYC? The options are endless. We prefer long days in the warm sun, but your trip can take you anywhere! I will say, however, that all-inclusives or prepaid packages make everything easier – no splitting checks or trying to figure out who drank more at the bar, lol… your transportation and room fees are all covered, including incidentals like wifi & airport transfers. It’s one less thing to worry about as this trip should be as stress-free as possible.
If you only knew how long it took and how hard we laughed, making this sign!
So pick your travel mate(s), find a date, and select a destination that you’ve always wanted to visit! We started our annual getaway in 2011, for only 3 nights, at an unfamiliar high-rise in Cancun. We got a good deal and had a blast, despite cooler temps and such a short stay. We decided right then that this needed to be an annual tradition, and in less than a week, we’ll be leaving for Aruba – our 9th trip! When all’s said and done, it doesn’t matter where you go, how much you can spend or what you eat & drink, it’s a little “escape” that every woman deserves at least once a year!
Here’s a little slideshow of the incredible resorts we’ve visited so far! We’ve lucked out with amazing beaches, incredible views and great weather (except for that one year in Puerto Plata!). We are very fortunate to have this friendship, and to have kept this tradition alive… Eventually we’ll be the two old ladies at the swim-up, but with so many years of crazy stories to share!
I was inspired this morning by this great list of 
I’ve been to Sandals, Beaches, Excellence, Melia, Iberostar & several other all-inclusive chains, big and small. Over the years, I’ve come to appreciate the more laid back, less cookie-cutter resorts, without an overwhelming number of activities or the invigorating “party” atmosphere. It could just be that I’m getting old, but I like to think at this point in life, I’m more than capable of entertaining myself… lol. Don’t get me wrong, I always love some local, live music in the evening & I’ll never pass up a good snorkeling or boating excursion. But usually I’m just there to relax, read my book on the beach, do a little sightseeing & enjoy a delicious meal each night!
Trips and Tastes 