7 Wacky Holidays Worth Celebrating Poolside

There are many reasons to cozy up by a resort pool, and some of our favorite occasions to do that just so happen to be during a few infamous, national “wacky holidays”.

Now, it should come as no surprise that our team loves a good #poolselfie or two. And Instagram is definitely one of our most-loved social media platforms. So what better time to capture a few memories, sip on a pina colada, and enjoy an easy escape that’s affordable, relaxing, and fun?

So grab your favorite highlighter, mark your calendars, book your hotel day pass, pack your beach bag, and let’s dive into some of our favorite wacky holidays (all 100% worth celebrating poolside). 🙂

February 22nd – National Margarita Day

Margaritaville Hollywood Beach Resort - Margaritas

What better place to enjoy a little tequila than the iconic Margaritaville Hollywood Beach Resort in Florida?

The infamous oceanfront property is renowned for honoring the legendary singer Jimmy Buffet and is a picture perfect spot for National Margarita Day.

Plus, with two pools, endless frozen margaritas, a FlowRider wave machine, a Kids Club, and direct beach access, you’ll be in for a real treat.

Click here to explore daycations in Hollywood, Florida.

May 4 – No Pants Day

No Pants Day National Holiday - Girls In Bikinis

It’s not everyday you can strut around in your favorite bikini or swim trunks, but No Pants Day on May 4th is the best kind of exception.

An ideal place to hang out pants-free is in Funner, California, where you can float down a lazy river or live the good life in a cabana.

The Harrah’s Resort Southern California is home to one of the 10 Best Resort Pools in America, and they certainly deliver by bringing the FUN to Funner.

Enjoy 8 hot tubs, a swim-up bar, and poolside games to bring out your competitive side. This party-friendly property is also home to a vibrant casino.

Click here to explore daycations in San Diego, California.

June 21 – National Selfie Day

Pool Selfies - National Selfie Day

If you have a smartphone, don’t leave it at home when you experience your daycation! Snap a #poolselfie and share it with us on Instagram.

Pictured above are a few of our favorites from ResortPass customers.

June 24 – Swim A Lap Day

If you’re a pro at swimming, you’ll love Swim A Lap Day at the indoor saline lap pool at the Park Hyatt Chicago. Whether it’s the heart of winter or the summer season, the luxury amenities here will satisfy your need to take a refreshing dip!

In the heart of the Magnificent Mile, this towering hotel is decidedly luxe and provides breathtaking skyline views, even from the pool itself.

Click here to explore daycations in Chicago, Illinois.

July 15 – National Ice Cream Day

Hotel Valley Ho Milkshake

Sweet treats are readily available at many of our resort partners. When you’re in Scottsdale at the Hotel Valley Ho, don’t miss their epic seasonal milkshakes. The Pumpkin Spiced Salted Caramel is a showstopper with pumpkin pie, whipped cream, cinnamon marshmallows, and soft caramel squares.

The Scott Resort & Spa doles out delicious flavored popsicles in a variety of flavors.

Click here to explore daycations in Phoenix/Scottsdale, Arizona.

September 6 – Read A Book Day

National Read A Book Day

Flipping through a page-turner by a sparkling pool is our idea of a perfect daycation. When you’re packing your tote with all of the essentials (sunglasses, SPF, dolla dolla bills, y’all!), pick a book or two.

Here are a few we’ve been hearing a lot about:

Girl, Wash Your Face, by Rachel Hollis

With over 2 million books sold, this woman is attracting fans in droves to her fun-loving and relatable personal development book. It’s a quick read, debunking common lies women tell themselves.

Dragons Love Tacos, by Adam Rubin

A hilariously much-loved Children’s favorite about… you guessed it, dragons and tacos.

Educated, by Tara Westover

This newer memoir is topping charts nationwide. Growing up isolated from society, Tara Westover was 17 the first time she set foot in a classroom. The book tells the true story of how she navigated college and decided to take on a new kind of life, in a quest for knowledge and transformation.

November 12 – National Happy Hour Day

Fontainbleau Miami Cocktails

It’s always 5-o-clock somewhere!

And all of our resort partners serve up a delightful array of cocktails to take your daycation to the next level.

From spicy pomegranate margaritas at the Park Hyatt Aviara to an ice cold craft brew, there is something for everyone.

Take a look at some of these incredible cocktails!

Share with us: Which holiday are you most excited to celebrate this year?

And when you’re ready, explore your daycation options at ResortPass.com. We have over 100 luxury resort partners around the country and look forward to serving you.

Click here to book a ResortPass daycation.

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