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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Featured image by PeopleImages/Getty Images
Because We Are Still IT, Girl: It Girl 100 Returns
Last year, when our xoNecole team dropped our inaugural It Girl 100 honoree list, the world felt, ahem, a bit brighter.
It was March 2024, and we still had a Black woman as the Vice President of the United States. DEI rollbacks weren’t being tossed around like confetti. And more than 300,000 Black women were still gainfully employed in the workforce.
Though that was just nineteen months ago, things were different. Perhaps the world then felt more receptive to our light as Black women.
At the time, we launched It Girl 100 to spotlight the huge motion we were making as dope, GenZennial Black women leaving our mark on culture. The girls were on the rise, flourishing, drinking their water, minding their business, leading companies, and learning to do it all softly, in rest. We wanted to celebrate that momentum—because we love that for us.
So, we handpicked one hundred It Girls who embody that palpable It Factor moving through us as young Black women, the kind of motion lighting up the world both IRL and across the internet.
It Girl 100 became xoNecole’s most successful program, with the hashtag organically reaching more than forty million impressions on Instagram in just twenty-four hours. Yes, it caught on like wildfire because we celebrated some of the most brilliant and influential GenZennial women of color setting trends and shaping culture. But more than that, it resonated because the women we celebrated felt seen.
Many were already known in their industries for keeping this generation fly and lit, but rarely received recognition or flowers. It Girl 100 became a safe space to be uplifted, and for us as Black women to bask in what felt like an era of our brilliance, beauty, and boundless influence on full display.
And then, almost overnight, it was as if the rug was pulled from under us as Black women, as the It Girls of the world.
Our much-needed, much-deserved season of ease and soft living quickly metamorphosed into a time of self-preservation and survival. Our motion and economic progression seemed strategically slowed, our light under siege.
The air feels heavier now. The headlines colder. Our Black girl magic is being picked apart and politicized for simply existing.
With that climate shift, as we prepare to launch our second annual It Girl 100 honoree list, our team has had to dig deep on the purpose and intention behind this year’s list. Knowing the spirit of It Girl 100 is about motion, sauce, strides, and progression, how do we celebrate amid uncertainty and collective grief when the juice feels like it is being squeezed out of us?
As we wrestled with that question, we were reminded that this tension isn’t new. Black women have always had to find joy in the midst of struggle, to create light even in the darkest corners. We have carried the weight of scrutiny for generations, expected to be strong, to serve, to smile through the sting. But this moment feels different. It feels deeply personal.
We are living at the intersection of liberation and backlash. We are learning to take off our capes, to say no when we are tired, to embrace softness without apology.
And somehow, the world has found new ways to punish us for it.

In lifestyle, women like Kayla Nicole and Ayesha Curry have been ridiculed for daring to choose themselves. Tracee Ellis Ross was labeled bitter for speaking her truth about love. Meghan Markle, still, cannot breathe without critique.
In politics, Kamala Harris, Letitia James, and Jasmine Crockett are dragged through the mud for standing tall in rooms not built for them.
In sports, Angel Reese, Coco Gauff, and Taylor Townsend have been reminded that even excellence will not shield you from racism or judgment.

In business, visionaries like Diarrha N’Diaye-Mbaye and Melissa Butler are fighting to keep their dreams alive in an economy that too often forgets us first.
Even our icons, Beyoncé, Serena, and SZA, have faced criticism simply for evolving beyond the boxes society tried to keep them in.
From everyday women to cultural phenoms, the pattern is the same. Our light is being tested.

And yet, somehow, through it all, we are still showing up as that girl, and that deserves to be celebrated.
Because while the world debates our worth, we keep raising our value. And that proof is all around us.
This year alone, Naomi Osaka returned from motherhood and mental health challenges to reach the semifinals of the US Open. A’ja Wilson claimed another MVP, reminding us that beauty and dominance can coexist. Brandy and Monica are snatching our edges on tour. Kahlana Barfield Brown sold out her new line in the face of a retailer that had been canceled. And Melissa Butler’s company, The Lip Bar, is projecting a forty percent surge in sales.

We are no longer defining strength by how much pain we can endure. We are defining it by the unbreakable light we continue to radiate.
We are the women walking our daily steps and also continuing to run solid businesses. We are growing in love, taking solo trips, laughing until it hurts, raising babies and ideas, drinking our green juice, and praying our peace back into existence.
We are rediscovering the joy of rest and realizing that softness is not weakness, it is strategy.
And through it all, we continue to lift one another. Emma Grede is creating seats at the table. Valeisha Butterfield has started a fund for jobless Black women. Arian Simone is leading in media with fearless conviction. We are pouring into each other in ways the world rarely sees but always feels.

So yes, we are in the midst of societal warfare. Yes, we are being tested. Yes, we are facing economic strain, political targeting, and public scrutiny. But even war cannot dim a light that is divinely ours.
And we are still shining.
And we are still softening.
And we are still creating.
And we are still It.

That is the quiet magic of Black womanhood, our ability to hold both truth and triumph in the same breath, to say yes, and to life’s contradictions.
It is no coincidence that this year, as SheaMoisture embraces the message “Yes, And,” they stand beside us as partners in celebrating this class of It Girls. Because that phrase, those two simple words, capture the very essence of this moment.
Yes, we are tired. And we are still rising.
Yes, we are questioned. And we are the answer.
Yes, we are bruised. And we are still beautiful.

This year’s It Girl 100 is more than a list. It is a love letter to every Black woman who dares to live out loud in a world that would rather she whisper. This year’s class is living proof of “Yes, And,” women who are finding ways to thrive and to heal, to build and to rest, to lead and to love, all at once.
It is proof that our joy is not naive, our success not accidental. It is the reminder that our light has never needed permission.
So without further ado, we celebrate the It Girl 100 Class of 2025–2026.
We celebrate the millions of us who keep doing it with grace, grit, and glory.
Because despite it all, we still shine.
Because we are still her.
Because we are still IT, girl.
Meet all 100 women shaping culture in the It Girl 100 Class of 2025. View the complete list of honorees here.
Featured image by xoStaff
These Black Women Left Their Jobs To Turn Their Wildest Dreams Into Reality
“I’m too big for a f***ing cubicle!” Those thoughts motivated Randi O to kiss her 9 to 5 goodbye and step into her dreams of becoming a full-time social media entrepreneur. She now owns Randi O P&R. Gabrielle, the founder of Raw Honey, was moving from state to state for her corporate job, and every time she packed her suitcases for a new zip code, she regretted the loss of community and the distance in her friendships. So she created a safe haven and village for queer Black people in New York.
Then there were those who gave up their zip code altogether and found a permanent home in the skies. After years spent recruiting students for a university, Lisa-Gaye Shakespeare became a full-time travel influencer and founded her travel company, Shakespeare Agency. And she's not alone.
These stories mirror the experiences of women across the world. For millions, the pandemic induced a seismic shift in priorities and desires. Corporate careers that were once hailed as the ultimate “I made it” moment in one's career were pushed to the back burner as women quit their jobs in search of a more self-fulfilling purpose.
xoNecole spoke to these three Black women who used the pandemic as a springboard to make their wildest dreams a reality, the lessons they learned, and posed the question of whether they’ll ever return to cubicle life.
Answers have been edited for context and length.
xoNecole: How did the pandemic lead to you leaving the cubicle?
Randi: I was becoming stagnant. I was working in mortgage and banking but I felt like my personality was too big for that job! From there, I transitioned to radio but was laid off during the pandemic. That’s what made me go full throttle with entrepreneurship.
Gabrielle: I moved around a lot for work. Five times over a span of seven years. I knew I needed a break because I had experienced so much. So, I just quit one day. Effective immediately. I didn’t know what I was going to do, I just knew I needed a break and to just regroup.
Lisa-Gaye: I was working in recruiting at a university and my dream job just kind of fell into my lap! But, I never got to fully enjoy it before the world shut down in March [2020] and I was laid off. On top of that, I was stuck in Miami because Jamaica had closed its borders due to the pandemic before I was able to return.

Randi O
xoN: Tell us about your journey after leaving Corporate America.
Randi: I do it all now! I have a podcast, I’m an on-air talent, I act, and I own a public relations company that focuses on social media engagement. It’s all from my network. When you go out and start a business, you can’t just say, “Okay I’m done with Corporate America,” and “Let me do my own thing.” If you don’t build community, if you don’t build a network it's going to be very hard to sustain.
Gabrielle: I realized in New York, there was not a lot to do for Black lesbians and queer folks. We don’t really have dedicated bars and spaces so I started doing events and it took off. I started focusing on my brand, Raw Honey. I opened a co-working space, and I was able to host an NYC Pride event in front of 100,000 people. I hit the ground running with Raw Honey. My events were all women coming to find community and come together with other lesbians and queer folks. I found my purpose in that.
Lisa-Gaye: After being laid off, I wrote out all of my passions and that’s how I came up with [my company] Shakespeare Agency. It was all of the things that I loved to do under one umbrella. The pandemic pulled that out of me. I had a very large social media following, so I pitched to hotels that I would feature them on my blog and social media. This reignited my passion for travel. I took the rest of the year to refocus my brand to focus solely on being a content creator within the travel space.

Gabrielle
xoN: What have you learned about yourself during your time as an entrepreneur?
Randi: [I learned] the importance of my network and community that I created. When I was laid off I was still keeping those relationships with people that I used to work with. So it was easy for me to transition into social media management and I didn’t have to start from scratch.
Gabrielle: The biggest thing I learned about myself was my own personal identity as a Black lesbian and how much I had assimilated into straight and corporate culture and not being myself. Now, I feel comfortable and confident being my authentic self. Now, I'm not sacrificing anything else for my career. I have a full life. I have friends. I have a social life. And when you are happy and have a full quality of life, I feel like [I] can have more longevity in my career.
Lisa-Gaye: [I'm doing] the best that I've ever done. The discipline that I’m building within myself. Nobody is saying, ‘Oh you have to be at work at this time.’ There’s no boss saying, ‘Why are you late?’ But, if I’m laying in bed at 10 a.m. then it's me saying [to myself], 'Okay, Lisa, get up, it's time for you to start working!’ That’s all on me.
xoNecole: What mistakes do you want to help people avoid when leaving Corporate America?
Randi: You have to learn about the highs and lows of entrepreneurship. You have a fast season and a slow season and I started to learn that when you're self-employed the latter season hits hard. Don't get caught up on the lows, just keep going and don't stop. I’m glad I did.
Gabrielle: I think everyone should quit their job and just figure it out for a second. You will discover so much about yourself when you take a second to just focus on you. Your skill set will always be there. You can’t be afraid of what will happen when you bet on yourself.
Lisa-Gaye: When it comes to being an influencer the field is saturated and a lot of people suffer from imposter syndrome. There is nothing wrong with being an imposter but find out how to make it yours, how to make it better. If you go to the store, you see 10 million different brands of bread! But you are choosing the brand that you like because you like that particular flavor.
So be an imposter, but be the best imposter of yourself and add your own flair, your own flavor. Make the better bread. The bread that you want.

Lisa-Gaye Shakespeare
xoNecole: Will you ever return to your 9 to 5?
Randi: I wouldn’t go back to Corporate America. But I don’t mind working under someone. A lot of people try to get into this business saying, “I can't work under anyone.” That’s not necessarily the reason to start a business because you're always going to answer to somebody. Clients, brands, there’s always someone else involved.
Gabrielle: I went back! I really needed a break and I gave myself that. But, I realized I’m a corporate girl, [and] I enjoy the work that I do. I’m good at it and I really missed that side of myself. I have different sides of me and my whole identity is not Raw Honey or my queerness. A big side of me is business and that’s why I love having my career. Now I feel like my best self.
Lisa-Gaye: I really don’t. For right now, I love working for myself. It's gratifying, it's challenging, it's exciting. It’s a big deal for me to say I own my own business. That I am my own boss, and I'm a Black woman doing it.
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Featured image courtesy of Lisa-Gaye Shakespeare
Originally published on February 6, 2023









