Crazy, Sexy, Chill: These Jamaica Baecation Itineraries Have Something For Everyone

Who doesn’t love a good baecation, especially if it involves taking flights and knocking back shots in an international locale? And where, in the world, is more alluring—with diverse options for almost every couple—than Jamaica?
It is undoubtedly my favorite island in the world, and recently I got the chance to try out a few amazing new experiences with my man, taking us from the east to the west, from sexy excitement and fun mayhem, to alluring sightseeing and connection. If you’re looking to take your bae to the Caribbean (or give your partner a few hints for your next trip), try these itineraries curated by yours truly.
CRAZY… BUT WORTH IT: Cross-Island Road Trip
Start your road trip in Westmoreland Parish and make your final destination an oasis of rum. On this trip, bae and I drove through nine of the island’s 14 parishes in 24 hours. Rent a car or hire a driver and get on the road. Jamaica is best seen and experienced by car for sure!
Where To Stay
Traveller’s Beach Resort, Negril
Start in Negril on Seven Mile Beach, and skip the big resorts to enjoy a bit more bang for your buck with the vibes, modern amenities, and beachfront access here. It’s affordable, the rooms are cute, and you’ll be in a prime location to take the main roads for this trip.
Hot Stops
1st: Cool Oasis, Negril
It’s the largest indigenous fuel provider in Jamaica, the prices are great, and the gas price matches the quality. It's a great place to get all the snacks, extra cash for tolls, and drinks you need to enjoy a road trip for two. After gassing up and getting snacks and drinks, we hit the road along Seven Mile Beach, on through Hanover and into the next parishes of St. James, Trewlawney, and St. Ann, and on into Clarendon.
2nd: Murrays Fish And Jerk Hut, Clarendon
Located in Clarendon, this stop is a must if you’re taking any sort of trip west to east. And while there are dozens of jerk centers across the island, this is one of the best simply due to the unique taste and smoke of the meats. Bae likes the chicken but this is the only time I cheat and eat pork ever. (When it's your turn to order, just say "I want a quarter pork please." It's a portion perfect for one.) Add festival, (a fried slightly sweet bread that tastes a little like hushpuppies but better) to your order, and thank me later.
3rd: Worthy Park Estate Rum Distillery, St. Catherine
Just getting up the winding hilly terrain for this attraction is scenic (and borderline scary) enough, and once you arrive, you’ll find the trip was well worth it. The lushness of the expansive property embraces you, and your tour, which originates at their welcome center, begins with rum punch served by the in-house bartender.
You’ll then be immersed in the history of the company, how their diverse brands of rum are made (with my favorite being Rum Bar Rum Cream), and a full walking tour of their distillery (which could actually give any California winery a run for its money when it comes to the alluring atmosphere, cool-comfy valley breezes, and the delightful sticky-sweet smell of fresh barrels of liquor).
The tour, of course, ended with a tasting of four samples of different types of rum (and a bottle of water to sip in between). And of course, one of us had to take one sip and call it quits since we had some more driving to do.
We headed on through St. Catherine (passing near Linstead and Spanish Town to be exact), then through the southern part of Clarendon, and then on to Manchester (where there are big beautiful homes and the weather can get cold like in the States). We then went through St. Elizabeth to pass through my second-favorite town, White House, then finally to Savanna-la-Mar, and on to where we started, Negril.
SEXY & CHILL: Club-Hopping, Cocktails, And Cannabis
For this trip, bae and I wanted to let loose and explore a little wild fun. We hadn't had a crazy, drunken, throw-caution-to-the-wind weekend since the day we met, so we wanted to lounge, do a little partying, and try a few new things. To spice things up, we were able to check a few things off our "We Ain't Too Old Yet" bucket list.
Where To Stay
Deja Resort, Montego Bay
It’s right on the Hip Strip, across the street from Doctor’s Cove Beach and literally steps away from any and every popular restaurant (think, Margaritaville). You can enjoy the open bar and the complimentary breakfast, and after one too many rum-punch rounds, slide on into a little secluded rendezvous with your boo in the upper-level hot tub. The area gives sensual vibes by sunset, and the added shade of the palm trees and other greenary around the pool just adds to the allure. (Again, keep it on the hush, sis, and take heed to discretion. There are several little hidden nooks that it’s just irresistible, but if you get caught, you’re on your own!)
Where To Go
Taboo, Montego Bay
I’d heard about the location in Kingston, but since I’m always traveling to the western parts of Jamaica, I’d never visited. I’m no stranger to strip clubs (well, the ones that employ women) so I thought it would be a good idea to check the Montego Bay location out.
We went on a Wednesday, and it wasn't too crowded. The entertainers there were fun, down-to-earth, and beautiful in a way that was inviting and relatable. They really didn’t hold back, to the point where my man—a born-and-raised Jamaican who is 10 years my senior, has several children and has been well around the block several times— was even blushing. We both got private as well as couple's dances and enjoyed every minute of it.
Added bonus: The drinks were exotic, strong, and worth every penny.
Lounge 2727, Montego Bay
This is another spot on Montego Bay’s Hip Strip, and if strippers aren’t your thing, you can get your party, drink, and eat on here. They have hookah, beer, wine, and cocktails, and again, the views, the views, the views! Depending on the night, you can dance (or lounge) to the soundtrack of dancehall, hip-hop, and R&B hits, and, as a bonus, it’s steps away from Island Strains, a marijuana dispensary that, on my first visit, I actually accidentally walked into thinking it was a lounge. (And do I have to spell it out for you sis? This has all the makings of a potentially Hangover-worthy spontaneous sexy adventure waiting to happen.)
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Exclusive: Viral It Girl Kayla Nicole Is Reclaiming The Mic—And The Narrative
It’s nice to have a podcast when you’re constantly trending online. One week after setting timelines ablaze on Halloween, Kayla Nicole released an episode of her Dear Media pop culture podcast, The Pre-Game, where she took listeners behind the scenes of her viral costume.
The 34-year-old had been torn between dressing up as Beyoncé or Toni Braxton, she says in the episode. She couldn’t decide which version of Bey she’d be, though. Two days before the holiday, she locked in her choice, filming a short recreation of Braxton’s “He Wasn’t Man Enough for Me” music video that has since garnered nearly 6.5M views on TikTok.
Kayla Nicole says she wore a dress that was once worn by Braxton herself for the Halloween costume. “It’s not a secret Toni is more on the petite side. I’m obsessed with all 5’2” of her,” she tells xoNecole via email. “But I’m 5’10'' and not missing any meals, honey, so to my surprise, when I got the dress and it actually fit, I knew it was destiny.”
The episode was the perfect way for the multihyphenate to take control of her own narrative. By addressing the viral moment on her own platform, she was able to stir the conversation and keep the focus on her adoration for Braxton, an artist she says she grew up listening to and who still makes her most-played playlist every year. Elsewhere, she likely would’ve received questions about whether or not the costume was a subliminal aimed at her ex-boyfriend and his pop star fiancée. “I think that people will try to project their own narratives, right?” she said, hinting at this in the episode. “But, for me personally – I think it’s very important to say this in this moment – I’m not in the business of tearing other women down. I’m in the business of celebrating them.”
Kayla Nicole is among xoNecole’s It Girl 100 Class of 2025, powered by SheaMoisture, recognized in the Viral Voices category for her work in media and the trends she sets on our timelines, all while prioritizing her own mental and physical health. As she puts it: “Yes, I’m curating conversations on my podcast The Pre-Game, and cultivating community with my wellness brand Tribe Therepē.”
Despite being the frequent topic of conversation online, Kayla Nicole says she’s learning to take advantage of her growing social media platform without becoming consumed by it. “I refuse to let the internet consume me. It’s supposed to be a resource and tool for connection, so if it becomes anything beyond that I will log out,” she says.
On The Pre-Game, which launched earlier this year, she has positioned herself as listeners “homegirl.” “There’s definitely a delicate dance between being genuine and oversharing, and I’ve had to learn that the hard way. Now I share from a place of reflection, not reaction,” she says. “If it can help someone feel seen or less alone, I’ll talk about it within reason. But I’ve certainly learned to protect parts of my life that I cherish most. I share what serves connection but doesn’t cost me peace.
"I refuse to let the internet consume me. It’s supposed to be a resource and tool for connection, so if it becomes anything beyond that I will log out."

Credit: Malcolm Roberson
Throughout each episode, she sips a cocktail and addresses trending topics (even when they involve herself). It’s a platform the Pepperdine University alumnus has been preparing to have since she graduated with a degree in broadcast journalism, with a concentration in political science.
“I just knew I was going to end up on a local news network at the head anchor table, breaking high speed chases, and tossing it to the weather girl,” she says. Instead, she ended up working as an assistant at TMZ before covering sports as a freelance reporter. (She’s said she didn’t work for ESPN, despite previous reports saying otherwise.) The Pre-Game combines her love for pop culture and sports in a way that once felt inaccessible to her in traditional media.
She’s not just a podcaster, though. When she’s not behind the mic, taking acting classes or making her New York Fashion Week debut, Kayla Nicole is also busy elevating her wellness brand Tribe Therepē, where she shares her workouts and the workout equipment that helps her look chic while staying fit. She says the brand will add apparel to its line up in early 2026.
“Tribe Therepē has evolved into exactly what I have always envisioned. A community of women who care about being fit not just for the aesthetic, but for their mental and emotional well-being too. It’s grounded. It’s feminine. It’s strong,” she says. “And honestly, it's a reflection of where I am in my life right now. I feel so damn good - mentally, emotionally, and physically. And I am grateful to be in a space where I can pour that love and light back into the community that continues to pour into me.”
Tap into the full It Girl 100 Class of 2025 and meet all the women changing game this year and beyond. See the full list here.
Featured image by Malcolm Roberson
This Is How To Keep 'Holiday Season Stress' From Infecting Your Relationship
Hmph. Maybe it’s just me, but it seems like there is something really weird happening in the fall season air (because winter doesn’t officially begin until December 21) that cuddle season is in full swing while break-up season is as well. In fact, did you know that break-ups are so popular during the holiday season that December 11 is deemed Break-Up Day?
The reasons why relationships shift around this time vary; however, I did both roll my eyes and chuckle when I read that a very popular one is because it’s an easy way to get out of getting one’s significant other a Christmas present. SMDH.
Anyway, I personally think that the less shallow folks out here may contemplate calling things “quits” or they at least distance themselves a bit from their partner (and what I’m referring to is serious relationships) due to all of the stress and strain that oftentimes comes with the holidays whether it be financial, familial, due to their tight schedules or something else.
Listen, I would hate for you and your man to miss the fun and happiness of experiencing this time of year, all because you are so overwhelmed or irritated that you can’t really enjoy it. That’s why I have a few practical tips for how to avoid allowing the typical holiday season stress from INFECTING your relationship.
Manage Your Expectations
GiphyUnmanaged expectations. If there is a main reason why the holiday season tends to be so stress-filled for so many people, I’d bet good money that this is the cause. And when you’re in a long-term relationship, expectations can manifest themselves in all sorts of cryptic and/or unexpected ways. You might have relatives who assume that you are going to be with them for Thanksgiving or Christmas when you have other plans in mind. You might be thinking that you are going to spend one amount for presents while your man is thinking something totally different. When it comes to scheduling, your signals may be crossed.
And you know what? To all of these scenarios, this is where clear and consistent communication come in. Don’t assume anything. Don’t dictate anything either. From now until New Year’s, mutually decide to check in once a week, just to make sure that you are both on the same page as it relates to the holidays and what you both are thinking will come along with it. The less blindsided you both feel, the less stressed out you will be. Trust me on this.
Set (and Keep) a Budget
GiphyOkay, so I read that last year, 36 percent of Americans incurred some type of holiday-related debt. Hmph. Last year, there was still some sense of normalcy in this country, chile, so I can only imagine what finances are gonna look like over the next several weeks. That said, since I don’t know a lot of people who don’t find being broke stressful, make sure that you and your bae set a budget and then stick to it this year — no ifs, ands or buts.
Because really, y’all — it doesn’t make sense to deplete savings and/or max out credit cards for a few days of giggles only to be damn near losing your mind because you don’t know how to make ends meet come Dr. Martin Luther King, Jr. Day.
And by the way, this tip doesn’t just speak to things like food and gifts; I also mean travel. If it doesn’t make a ton of sense (or cents) to be all over the place this year — DON’T BE.
Keep Matthew 5:37 at the Forefront
GiphyIf off the top of your head, you don’t know what Matthew 5:37 says, no worries, here ya go: “But let your ‘Yes’ be ‘Yes,’ and your ‘No,’ ‘No.’ For whatever is more than these is from the evil one.” That verse right there? Oh, it’s a boundaries lifesaver! I say that because do you see “maybe” or “I’ll think about it” in there? Nope. LOL. It says that you should tell people “yes” or “no” and leave it at that — and that complements Anne Lamott’s quote, “’No’ is a complete sentence” impeccably well. Yeah, you’ve got to remember that anything beyond a yes or no to a request is privileged information; you don’t owe anyone details or an explanation.
Besides, if you are really honest with yourself, when someone asks you something and you give a “Umm, let me think about it” kind of reply, more times than not, you already know what your answer is going to be — so why not let you both off of the hook? Give your response. Commit to that. And let everyone (including yourself) get on with their lives and schedules.
I promise you that when it comes to those holiday parties, you are pissing more folks off by not RSVP’ing or doing so and not showing up than just saying, “Thank you but not this year” off the rip.
Remember That Your Personal Space Is Privilege Not a Right
GiphyA friend of mine recently bought a new house and invited me over to come see it. He’s a single man with no children, so as I was taking in all of the space that he had, especially as I walked through his finished basement, I joked about relatives coming to live with him. “Hell no” and “absolutely not” were pretty much his immediate responses as he went on to say that some folks even had the nerve to be offended when he told them that he had no intentions on taking DNA in.
Ain’t it wild how people think that your stuff is their right? And yes, that brings me to my next point. Your home is your sanctuary space. If you want to host folks this year — cool. If not, ALSO COOL. Please don’t let folks (family included) guilt you into how they want you to act or even into what they would do if the shoe was on the other foot. You are not them — and as one of my favorite quotes states, “If two people were exactly alike, one of them would be unnecessary.” (A man by the name Larry Dixon said that.)
Hell, my friends? They know that I am good for sending them random things that they need or even want all throughout the year. Coming over to hang out at my pace, though. Uh-uh. Chalk it up to being a card-carrying member of the ambivert club yet I like keeping my living space personal — and I sleep like a baby, each and every night, for feeling that way.
Always remember that your space, your time, your resources, your energy and shoot, yourself period (including your relationship), are all things that are your own. You get to choose how, when and why you want to share them. The holiday season is certainly no exception.
Cultivate Some “You Two Only” Traditions
GiphyIt’s not uncommon for some couples to hit me up after the holiday season to “detox.” Sometimes it’s due to the financial drama (and sometimes trauma) that they experienced. Sometimes it’s because they allowed their relatives (especially in-laws) to get more into their personal business than they should’ve. More than anything, though, it tends to be because they didn’t get enough quality time together and so ended up feeling “disconnected.”
Please don’t let that happen. Listen, I’m not even a holidays kind of woman and yet, I will absolutely sit myself down with some hot chocolate and chocolate chip cookies to enjoy a Hallmark holiday film or two. Aside from the fact that most of them are lighthearted and sweet, I also like that they usually focus on couples loving on each other amidst all of the holiday beauty and ambiance — which is something that all couples should set aside some time to do.
Maybe it’s a vacation. Maybe it’s a staycation. Or maybe it’s my personal favorite, A SEXCATION. Whether it’s for a few days, the weekend or even overnight — don’t you let the holidays go by without setting aside time for you and your man to celebrate one another. Don’t you dare (check out “Are You Ready To Have Some Very Merry 'Christmas Sex'?”).
GET. SOME. REST.
GiphyI once read that 8 out of 10 people get stressed out over the holidays and 3 out of 10 lose sleep during to it — and when you’re stress-filled and sleep-deprived, that can absolutely lead to hypersensitivity, making mountains out of molehills and even not being in the mood for sex.
Your relationship can’t afford to go through any of this, so definitely make sure to prioritize rest. I don’t care how unrealistic it might seem during this time, sleep should never be seen as a luxury; it will always and forever be a great necessity.
That said, try to get no less than six hours of shut-eye in (check out “6 Fascinating Ways Sex And Sleep Definitely Go Hand In Hand”) and even ask your bae to take a nap with you sometimes (check out “Wanna Have Some Next-Level Sex? Take A Nap, Sis.”). Not only will sleep help to restore your mind, body and spirit but, when it’s with your partner, it’s an act of intimacy that can make you both feel super connected, even in the midst of what might feel like chaos.
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Holiday season stress is real. Still, never give it the permission or power to throw your relationship off. Put you and your man first and let the holidays be what they are gonna be, chile.
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