
Yeah buddy. Let's do this. Not too long ago, while in an interview, someone asked me if, due to my age and because I've never been married before, would I be open to dating or marrying a younger man. While I personally think that what qualifies as being any real significant age difference is a guy who is more than five years younger than I (or you) and since I've never done that before, I had to give the question some real thought. The main reason is because I know a lot of people, both in my family and out, who have done this and boy — has it been quite the roller coaster ride.
So, let's explore. When it comes to dating a man who is more than five years your junior, like most things in life, there are highs and potential lows; especially if you want to go the distance. And since I'm all about an ounce of prevention being worth far more than a pound of cure, there's no time like the present to get real — about both.
PRO #1 of Dating a Younger Man: So Much Is Fresh, New and Exciting
If there is a man who happens to be tiptoeing in and reading this, please know that I mean absolutely no disrespect when it comes to the comparison that I'm about to make. That said, what's one of the most fun things about watching a newborn baby grow up? Everything is new to them which makes it enjoyable for us to witness. Along these same lines, when you've had a few years up on someone, there's a really good chance that there are some "been there, done that" experiences that you've had that they haven't yet.
Still, to go through those things all over again while seeing it through their eyes, that can be fresh, new, and exciting. At the same time, because younger people oftentimes like to take more risks, they may be able to convince you to try things that you would've never considered — or thought yourself out of — had they not been in your life to make the recommendation. And that can make living the current season of your life super exhilarating.
PRO #2 of Dating a Younger Man: There’s a Great Chance Your Libidos Will Be in Sync
I'm pretty sure you've heard somewhere that a part of the reason why a lot of older women and younger men "vibe" so well is because their sexual peaks gel together, extraordinarily so. While it has been reported that a lot of men peak in their 20s as we peak in our 40s, there is also data to support that many men get their "second run" in their 50s, so to say that you should be with a younger guy because the sex is automatically going to be better isn't necessarily the case. Honestly, as a marriage life coach and doula, what I've observed about the sexual compatibility of older women and younger men is multifaceted.
For one thing, once a woman has hit menopause (check out "Sex And Menopause. What You Should Know."), if there's one thing that she doesn't have to worry about, it's getting pregnant which can cause her to relax in sex a whole lot more (you'd be AMAZED by how many men have told me that the sex got so much better once their partner knew they couldn't get pregnant again under any conditions). Secondly, a lot of times younger folks are still trying to figure out what works for them and what doesn't, so they may be more open to trying "unconventional things"; when you pair that up with the experience of an older partner, it can really cause the sex to go totally off of the charts.
Third, a lot of younger guys have higher testosterone levels, so while older men may be able to "love you down" well the first round or two, after that, they might be ready to call it a night while younger ones can oftentimes be like energizer bunnies. So yeah, if you feel like you've got your second wind and you're in your late 40s-50s, this can definitely be a solid reason to consider hooking up with someone who is younger than you are.
PRO #3 of Dating a Younger Man: Younger Men Tend to Me More “Flexible”
On the heels of what I just said, while it might seem like I'm talking about sex, I'm actually talking about how much younger men tend to be less set in their ways than older men and ourselves. Even if you're 50 and you're dating someone who's 30, while he is still a grown-ass man, you've got 20 more years of experience and came-to-the-conclusion resolves than he does which means he's still probably more willing to compromise than a man who is the same age as you may be. Plus, since no relationship really works or lasts without flexibility, dating a younger man could help you to go the distance with someone else while also teaching you to be a little less "set in your ways" (or dare I say it…stubborn).
PRO #4 of Dating a Younger Man: Less Years (Usually) Means Less “Baggage”
I'm not sure why the word "baggage" triggers so many people because, if you're human, you have some. And yes, the more years that you've been on this planet, the more baggage you've probably got. That's why I don't get people who have a hard time (sometimes to the point of being patronizing and condescending as all get out) with getting involved with people who haven't slept with a lot of folks or dated a ton of people. Although we live in a culture that seems to jeer at innocence and inexperience, I personally find a lot of it to be quite refreshing. If you're someone who can help a younger man to learn more about love, to see the world through another set of experienced eyes, or to consider other possibilities — what's wrong with that?
If you end up casually dating a younger man, it evolves into something serious and he's never been in something as significant before — what's wrong with that? If until you, he's never gotten so many stamps on his passport or knew that intimacy could be the way that he's had it with you — what's wrong with that? While a benefit to having a lot of life experience could be wisdom (wisdom isn't automatic; it's a choice), a benefit to not having much at all is that you're a clean(er) slate that is willing to be less (potentially) jaded and cynical. For the life of me, I don't know how this isn't a huge plus. I really and truly don't.
CON #1 of Dating a Younger Man: You’re in Different Seasons/Stages of Your Life
Recently, while channel surfing, I stopped at a particular reality show and then got super triggered because it hit a little too close to home. A woman, who is currently dating a younger man, was trying to convince him to help her to raise her young daughter while also trying to convince him to not want to have any kids of his own because she has already tied her tubes and doesn't want any more kids. While folks have the right to…want what they want, I'm not sure there are too many better examples of what entitled actually looks like and I was triggered because I know someone who is just like this — wanted a man to help her with her two children yet couldn't give him any and still tried to make it look like a test of his love should be to marry her anyway. Selfish, selfish, selfish.
When you're out here casually dating a younger man, stuff like this isn't that big of a deal. Oh, but when you're considering a long-term commitment, discussing that an age gap can point to being at very different seasons and stages of life are extremely relevant. And when it comes to love, something that isn't discussed, nearly enough, is sometimes you've got to love someone else enough to let them go, so that they can be with someone who can meet the needs that they have — the needs that you don't want to meet, no matter how much you want to be with them.
Yes, being an older woman means you need to be grown about ish. Please make sure that you are.
CON #2 of Dating a Younger Man: It Can Be a Challenge to Not Emasculate Him
I have a theory and I believe I've shared it before on this platform — the reason why so many people claim to love their kids more than their spouse is that they can control their children. Their spouse? Not so much. As far as being controlling goes, there are exceptions to this rule which is why I once wrote "Are You His Partner Or His Second Mama?" on here. Unfortunately, some people think that a part of their job in a romantic relationship is to boss people around and act like a second parent when trying to change a person should never be the objective (check out "The Right Relationship IMPROVES Not CHANGES You").
If you're with a younger man, you have to be careful to still see him as a man and to honor him as such because just like you would feel some type of way if he treated you like an "old lady", he has every right to be offended if you treat him like he's a little boy.
Oh, and if the first thing that comes to your mind is "If he doesn't want to be treated like one, he shouldn't act like one," that's the first clue that you probably need to date someone older. People who are comfortable with being condescending are problematic on so many levels and if his actions have you feeling justified in degrading him, you don't need to be seeing him anyway (if you feel otherwise, reflect again over the whole control thing).
CON #3 of Dating a Younger Man: You May Be Dismissive of His Long-Term Plans
In another article that I wrote for here, I mentioned how one of my favorite movies is Prime (Meryl Streep, Uma Thurman, Bryan Greenberg). In it, Uma was dating someone, I believe they were 10 years apart. Something that I really liked about the film is that she clearly came along to encourage him to pursue his life's passion for painting; he might not have without her presence in that season of his life. At the same time, she was entering the age where it gets harder for women to conceive while he was just starting to connect the dots on what he wanted his career path to look like. And while he was willing to "give her a baby," he wasn't doing it because he was at a point in his life where he wanted to be a father; he simply cared for her and didn't want to lose her. Wisdom teaches that, while sweet and endearing, that reason simply isn't good enough.
My point? Suppose Uma's character had been so selfish that she didn't care. And then he wouldn't be able to paint full-time because he would need to figure out how to be a parent and provide for another person? That could've hindered him from fulfilling his path and purpose. Oftentimes, when dating someone younger, we can be tempted to overlook stuff like this. That's why, my two cents would be, that in the beginning stages of a relationship with someone younger if you see that it really could be heading somewhere, ask him what his five and 10-year plans look like. Then be really serious about if in being with you there is room for compromise or he would have to surrender more than he should in the long run. Because if it's Door B, I'll just say that I have listened to far too many men who have harbored resentment because their partner required them to put their dreams on the backburner, indefinitely, in order to be with them. Rarely does that work in anyone's favor. Trust me.
CON #4 of Dating a Younger Man: Maturity and Stability Aren’t Always or Necessarily Their Strong Suit
Some of y'all and this disdain for video games, boy (LOL). If more folks knew the benefits that come with playing them (not obsessively but playing them nonetheless), you might be more encouraging of your partner's excitement over them. Video games reduce stress, help to boost memory, can assist with problem-solving and so much more. That's why, one of my running jokes with some of my wife clients is, "You better let your husband play that game. He could be figuring out how to pay the rent while he's doing it." Where am I going with all of this? When I speak of a potential con of dating a younger man is dealing with his instability and/or immaturity, I'm not referring to stereotypical things. I'm talking about the fact that purely a lack of time could result in him not being mentally and emotionally where you are.
Case in point. I know a wife who married someone almost eight years younger than her. For years, she was constantly complaining about how he wasn't a good budgeter; how he needed to "grow up" in that area. Finally, one day I asked her what she was like with money at his age. As she went on about overdraft fees and paying bills late, she finally paused because she caught where I was coming from. How is it that she should be given time to "get herself together" while he shouldn't?
While a younger person dating someone older can oftentimes influence them to "grow up faster" in some ways, it really needs to be up to them, whether or not they want to do that instead of the older person constantly nagging, berating, or denouncing the person they are with for being what is obvious — younger than they are. Can we all bring some "ah-ha moments" and life hacks to others? Sure. But should we be mad that someone acts younger when they are younger? I mean, pardon the pun but that doesn't sound super mature…now does it?
This is the kind of topic that could go on for days. For now, I just wanted to drop a few things to think about should you be seriously contemplating a more-than-casual experience with a younger man. Because, as with everything in this world, it's got some good points and some things to consider long and hard. Please make sure that you do. For his sake (and time) as well as your own. Feel me? Somehow, I know that you do.
For more love and relationships, features, dating tips and tricks, and marriage advice check out xoNecole's Sex & Love section here.
Featured image by Getty Images
Your December 2025 Monthly Horoscopes Are All About Surrender & Alignment
December is about letting go. We end the year with the need for more peace, reflection, and rejuvenation, and that is exactly what December is providing for us. The Sun is in Sagittarius, and anything is possible. This is the month to believe in that and to know that the universe is supporting you. With a Supermoon in Gemini as we begin the month as well, we have an opportunity to gain the closure we have been looking for this year and to wrap up old projects, ideas, and communication breakthroughs.
This is the month to make your peace the priority and let go of trying to control the way the tides are turning. Trust in your new beginning, and give yourself time to prepare for it this month.
A big part of the clarity that is coming through this month is due to Neptune going direct in Pisces on December 10, after being retrograde here since July. With Neptune now direct, we are able to see our inspiration and creativity a little more clearly, providing the perfect energy for dreams and manifestation to be built upon. The smoke is clearing, and it’s up to you to decide what you want to do with this newfound clarity that this transit is bringing. Mercury also moves back into Sagittarius on December 11, which is great for communication and clarity, and the adventures you were trying to see through at the beginning of November come around for you again with greater purpose and support.
On December 15, Mars enters Capricorn until the end of January 2026, and this is the extra push we need to make important changes and to be on the path towards greater abundance, stability, and prosperity. Mars in Capricorn takes care of business, and we have extra energy at our disposal during this time to do so. This transit is an ideal time to focus on your career or financial goals for next year and to start putting some of these plans into motion now. A few days later, we have the New Moon of the month, which will be in Sagittarius on December 19, and this is the perfect New Moon to manifest.
The energy is high, magic is in the air, and it’s all about moving forward with the new beginnings that are inspiring you and bringing you joy to think about right now.
Capricorn Season officially begins on December 21, and this earth sign energy is how we heal, gain closure, and build new foundations in our world. With Venus also moving into a Capricorn a few days later, there is something about peace, prosperity, and security that we are gaining in life and in love as we close out the year, and this is what we need right now. This month is about reflecting on what was, letting go of old hurt, and renewing. December is an ending and a new beginning in one, and there is magic in this space to be created.
Read for your sun and rising sign below to see what December 2025 has in store for you.
AriesKyra Jay for xoNecoleARIES
December is a full-circle moment for you, Aries. You are seeing the gifts in your world and have a lot of gratitude for the way things have come about for you as of late. There are culminations in your world that are providing you with more abundance, stability, and community, and you are exactly where you are meant to be this month. With the Sun in a fellow fire sign and in your 9th house of travel for most of the month, December is a good time to get out of your comfort zone, explore the world around you, and get your body moving.
Mars, your ruling planet, also makes a change and moves into Capricorn on December 15, which will fuel your inspiration and power in your career space. You are making a lot of professional progress as we close out the year; however, make sure to be more mindful of your competitive drive right now. The New Moon on December 19 is the perfect opportunity for you to create some new plans and goals when it comes to traveling, education, and where you want to gain some new inspiration in your world. Overall, this is a month of things coming together for you serendipitously.
TaurusKyra Jay for xoNecoleTAURUS
December is about trusting your intuition, Taurus. You have a lot on your mind this month, and it’s best to delegate, communicate, and allow yourself some relief by opening up to someone and not feeling like you have to hold everything in. As we begin the month, we have a Supermoon in Gemini happening in your house of income, and the plans and projects you have been building here come to fruition for you now. This is the time to gain clarity on your financial world and to take a look at what spending habits you want to let go of here as well.
With Venus in your 8th house of shared resources for most of the month, you are doing a cleanse on your commitments, partnerships, and business ventures. You are taking a look at what you want to dedicate yourself to in the future, and what commitments you may need to let go of now in order to be in the space you truly want to be, both financially and within some of your relationship dynamics. Before we end the month, we have a New Moon in this same area of your chart, and it’s time to look at the opportunities that are presenting themselves and to trust your internal guidance system to lead you forward.
GeminiKyra Jay for xoNecoleGEMINI
You are moving forward fearlessly this month, Gemini. December is your month of love, passion, and dignity, and you are owning the light that you shine. We begin the month with the last Supermoon of the year, happening in your sign, and you are stepping up to the plate. You are showing up, owning how much you have grown this year, and allowing yourself to heal while also acknowledging that you have done your best and you deserve to have fun in the midst of the changes you are creating.
Mercury, your ruling planet, is officially out of retrograde, and you can use this energy to the fullest potential now. With Mercury in your 7th house of love, it’s time to speak from the heart and to talk about the things that matter and that are inspiring you right now to your loved ones. You never know what kind of epiphanies you may have when you open up the conversation to others. Before the month ends, you have a New Moon in this same love area of your chart, and this New Moon is all about manifesting romance, commitment, and abundance in your world.
CancerKyra Jay for xoNecoleCANCER
December is an opening for more love, more joy, and more freedom in your life, Cancer. You have come to a place where you hold so much gratitude in your heart for where you are today and where your heart is shining, and things come together for you with more ease right now. With the Sun in your 6th house of health, work, and daily routines for most of the month, you are getting your ducks in a row while also putting more energy and effort into taking care of yourself, your priorities, and your well-being. This month surprises you in many ways, and it’s because you are showing up.
Mars and Venus both move into your house of love, relationships, marriage, and abundance this month, and you are making strides in your love life. You have both of these opposing forces on your side and are being recognized for the love you are while also receiving the love you want. This month, overall, is about focusing more on the positives in your world and letting your heart have its joy. Before December comes to an end, there is a New Moon in Sagittarius, and this is the perfect opportunity to create the plans you want to see through next year, especially when it comes to your work life, colleagues, business ventures, and health.
LeoKyra Jay for xoNecoleLEO
The scales of karma are balancing, and they are balancing in your favor this month, Leo. December is your month of truth, and of seeing it clearly in your world. The Sun is in your house of romance, pleasure, and happiness for most of the month, and it’s time to relax, be in the present moment, and allow what is meant to be, to be. With a Supermoon in your 11th house of manifestation as December begins, this is a powerful month for seeing your dreams come to fruition, and for feeling like the intentions you have set this year are finally here for you now.
Mars also moves into your 6th house mid-month, and this is the perfect energy to have to move into the new year. You have extra energy at your disposal right now and are feeling fearless with what is possible for you and your daily routine. Before the month ends, we also have a New Moon in a fellow fire sign, Sagittarius, and this is a breakthrough moment for you and your heart. December, overall, wants to show you how loved and supported you are and will be doing so in magical, unexpected, and concrete ways.
VirgoKyra Jay for xoNecoleVIRGO
December is a month of victory, Virgo. You are showing up and experiencing some new successes in your world that move you forward on your path in life. With a Supermoon in your 10th house of career as we begin the month, the effort and intentions you have made this year come into full bloom, and you are being recognized for who you are and the good work you have done. This month is all about showing up and allowing yourself to be seen and loved, knowing that you deserve the support and opportunities you are receiving.
Mars moves into Capricorn on December 15, which brings the passion and excitement into your love life, hobbies, and little pleasures in life that light you up. You want to have fun this month and are going to be walking into the new year with this fearless, happy, and spontaneous energy within you. Before the month ends, Venus also enters Capricorn, and in this same area of your chart, you have a lot to look forward to and believe in right now. Overall, December wants you to be happy and will be doing everything possible to make that happen for you. This is your month to shine, Virgo.
LibraKyra Jay for xoNecoleLIBRA
December is a month of opportunity for you, Libra. New doors open, and you are financially making breakthroughs this month because of it. December begins with a Supermoon in your 9th house, and you are getting a clearer view of where you have been making strides in your life and how it has all brought you here to this present moment of freedom. This month is showing you what happens when you are fearless with your purpose and when you believe in yourself and what you are worthy of.
Moving further into December, Mars moves into your 4th house of home and family mid-month, and you are closing out the year in your safe spaces. You are spending more time with your loved ones and taking the time to quiet your mind and listen to what your heart has been telling you. Before the month ends, we have a New Moon in Sagittarius, happening in an area of your life that deals with communication. This is a great time for getting the answers you have been looking for and for feeling more clear-headed and confident about the decisions you are making as you move into the new year.
ScorpioKyra Jay for xoNecoleSCORPIO
Patience is a virtue this month, Scorpio. December is all about remaining patient and vigilant with what you are creating in your world, and knowing that the universe has your back. It’s time to be reminded of the power of hope, and this month is an opening to greater clarity in your life. There is a lot of energy in your financial zones right now, and this is providing you with new opportunities and new insight; however, the speed at which things come about for you may feel daunting. Keep your head up and eyes focused on what you want and know that you are more than worthy of receiving it.
With Mercury in your 2nd house of income this month, December is a good time to plant new seeds and to think about where you want to be financially a month from now or even a year. This month is asking you to think bigger and to think more long-term so that you can set the appropriate plans into motion now. We also have a New Moon in your house of income before the month ends, and this is when you will see more of your dreams come to fruition in this area of your life, and have more opportunities to build. Overall, December will be teaching you a lot, Scorpio.
SagittariusKyra Jay for xoNecoleSAGITTARIUS
Sagittarius Season is here, and there is a lot in store for you this month, Sag. December is all about what you are dedicating yourself to. It’s about setting your intentions and putting the work in to back up your dreams, and about getting things in order so that when the new beginnings come, you are ready for them. The Sun and Venus are in your sign for most of this month, and there are a lot of eyes on you right now. You have the potential to create a new beginning for yourself, and it’s time to invest in yourself, your love life, and your dreams.
Mercury moves into Sagittarius on December 11, and this is giving you another opportunity to see through some of the plans that you had initiated in November. Mercury was retrograde in your sign last month, and there may have been some disruptions to your vision and plans for the future, and now this energy is turning around for you. Before the month ends, we also have a New Moon in Sagittarius, and you are walking through new doors fearlessly. You are catching others by surprise by your growth this month, and you are thinking a lot about your purpose, future, and plans for the new year.
CapricornKyra Jay for xoNecoleCAPRICORN
December is all about the vision, Capricorn. You are moving through a lot of changes and transformations this month, yet they are giving you a chance at a new beginning in the process. You are focused more on the future and what goals you want to manifest for yourself right now, and are ready to let go of what hasn’t been working for you. With the Sun in your 12th house of closure for most of December, this is your time for healing, but remember, healing doesn’t have to be isolating or boring; you can thrive while you renew, and you are this month.
Mid-month, the excitement picks up for you, and you are feeling more energized than you have in a while. Mars moves into Capricorn until the end of January 2026, and you are being proactive with your goals, intentions, and passions. You are a force to be reckoned with this month, and you are making things happen for yourself with confidence. Capricorn Season officially begins on December 21 this year, and this is definitely speeding up your healing process. You are breaking free from what was, and with Venus also moving into Capricorn before the month ends, you are leaving this year in high spirits and with love opening a new door for you.
AquariusKyra Jay for xoNecoleAQUARIUS
December is all about community, creativity, and manifestation, Aquarius. This is the month to work together with others to help bring your dreams to life. You are in a space of inspiration, empowerment, and beauty, and are creating more of this energy around you and in your world. Look out for what support comes your way this month and know that you don’t have to do everything alone to succeed. With the Sun in your 11th house of manifestation and friendship, your intentions are coming to fruition, and it’s time to celebrate with the people you love and to own how far you have come this year.
On December 19, we have a New Moon in Sagittarius, lighting up your life in all of the best ways possible. This is your New Moon of freedom, victory, and magic, and you are seeing new beginnings appear that you were once just hoping for. Before the month comes to an end, Venus moves into your 12th house of closure, and after an active and successful month, you are ready to relax, heal, and give your heart some of the attention it has been asking for. You are moving into the new year with the need to release and renew what hasn’t been working in your relationships, and you are finally ready to.
PiscesKyra Jay for xoNecolePISCES
December is a big month for you, Pisces. You are making some huge accomplishments this month, and are feeling like everything you have been through this year has been worth it for these moments that are coming to fruition for you now. The Sun is in your 10th house of career and reputation for most of the month, and this is where a lot of your focus is right now. You are claiming your successes and putting yourself out there in ways that not only serve you, but that inspire others as well.
Neptune officially goes direct on December 10, after being retrograde in your sign since July, and you are finally seeing things a little more clearly. You are feeling renewed inspiration and passion in your life, and your intuition is your strongest asset right now. Before December comes to an end, we also have a New Moon in your 10th house of career, and what happens now not only changes things for you in the present, but it also opens new doors and what is possible for you in the new year as well. Overall, you are on top of your game this month and are owning the joy and empowerment you feel.
Featured image by Kyra Jay for xoNecole
Why The Cayman Islands Is The Ideal Soft-Life Island-Hopping Destination
It's always a pleasure to add a new stamp to the passport, especially when it's an opportunity to visit a country you've never been to. When invited to explore the Cayman Islands, I was very familiar with Grand Cayman—the largest among the three islands, known for its stunning clear-blue beaches, and modern city comforts—but I seriously slept on Cayman Brac.
On a six-day trip, I knew Grand Cayman would be that girl, but the smaller sister island Cayman Brac? She’s the captivating, low-key spot that is a whole soft-life fantasy.
This trip was my first time in the destination, via the Cayman Islands Department of Tourism (@visitcaymanislands) and it had all the luxe chill and exploration that makes for great memories that will prompt anybody to want to return again and again. Plus, it was the tail end of rainy season, which is basically my jam because off-peak travel makes me feel like a VIP. I get the beauty, the beaches, the food, the people—without the crowds and noise.
Let’s get into how you can pack your Cayman Islands itinerary with cultural exploration, elevated cuisine, deep restoration, and an island-hopping adventure along the way.
GRAND CAYMAN
Grand Cayman hits you with that effortless island confidence from the moment you land. It’s the largest of the Cayman Islands, known for crystal-clear Caribbean waters and a culture that blends British influence with laid-back island charm.
Visitors pull up for Seven Mile Beach, stingray encounters, fresh seafood, and those luxe resorts and villas that make unplugging way too easy.
Where To Stay

Courtesy/Grand Cayman Marriott Resort
Grand Cayman Marriott Resort: This property offers ocean views, polished comfort, with easy access to everything near Seven Mile Beach. (Marriott stays are often a go-to for me when I’m in the mood for a resort stay where the standards are consistent no matter the destination).
The spacious rooms, warm staff, and a pool area perfect for quick resets between adventures were a hit for me. Despite the patchy rain, lounging by the pool felt like a reset button.
I popped into the gift shop and found pieces from Isy B, the Cayman-based brand created by Isy Obi, a Black woman who pivoted from finance to fashion. The designs are bold, colorful, full of vibes I love to reference when returning home.
Botanica Luxury Cottages: The cluster boutique cottages blend island-chic décor with modern touches. My cabin had vaulted ceilings, washer and dryer, roomy showers, a cozy lounge area, and a private outdoor nook with stylish umbrellas and seating perfect for reading, sunbathing, or unwinding. A pool is just a short walk away on the property and Seven Mile Beach was just a quick drive. I took a two-mile stroll along the shoreline where families, chilled-out tourists, and sleek beach clubs lended to a balanced and laid-back but lively environment.

Courtesy/Botanica Luxury Cottages
Where To Eat
Pom Pom: This breezy rooftop lounge serving curated cocktails with a relaxed, stylish vibe and mellow music was the perfect evening welcome to the island. And the sunsets are divine.
Avecita Chef’s Table: It’s an amazing multi-course dining experience where chefs craft global flavor fusions right in front of you. Expect bubbles, bold tastes, and an ambiance that feels refined without being pretentious. This is one experience I definitely plan to fly back to Cayman for in the new year.
Pepper’s Bar & Grill: Conveniently located just across the street from the resort, it’s a local casual spot with live music and unique takes on Caribbean meal staples. The Cayman-style jerk pork was a favorite.
Ristorante Pappagallo: Set on a 14-acre bird sanctuary overlooking a saltwater lagoon, this brunch delivered everything from sushi to risotto to curry goat to barbacoa tacos. The white tablecloth elegance paired with homestyle warmth and peaceful water views made the whole experience feel elevated yet comforting.Bacaro
Bacaro: This is where we had our farewell dinner, enjoying their Venetian-inspired small plates and curated cocktails. If you want a final night with your partner or even your best girl group, this is the spot.
Things To Do:

Courtesy/Island Soul
Floating Sound Bath with Island Soul: The floating meditation was calming, grounding, and deeply restorative. We had the sky and breeze as a backdrop and listened to music, prompts and chimes that allowed us to simply float and be.
Anchor & Den Cocktail Class at the Grand Cayman Marriott Resort: I thoroughly enjoyed this lively, hands-on cocktail-making session which would be fun for couples, friends, or anyone wanting a playful evening activity without leaving the property.
The Grove: This is a foodie and art-lover's delight with its dining and culture scene that features spots like Island Naturals, a chill café with plant-forward dishes—where the mushroom tacos were everything, and the tuna poke nachos are a must—and upscale spots like Mykonos Steak Club. After eating, stop by Carlos Garcia’s gallery, a working studio and public exhibition space that supports a collective of local and international artists, and regularly hosts events, pop-ups, and live painting.
Pirates Week Festival: This was a welcome surprise addition to our itinerary, and it's an event held in November across the Cayman Islands, with the major events happening in the heart of Grand Cayman's George Town. During the finale, I was out there jumping and whining to Nessa Preppy and Faith Callender, rum in hand, surrounded by locals and pure island joy. As a woman who loves soca, that moment lit me up. It was the perfect last hurrah with a slice of home, culture, and celebration.
Bonny Moon Beach Club: It’s a Tik Tok-famous stylish beachfront lounge experience that, for me, actually matched the good reviews. The octopus ceviche and everything from the woodfired portion of the menu were a hit and the DJ added the right amount of energy. We ate just steps from the ocean. It's swanky, atmospheric, and ideal for date night, girls’ trips, or baecations.
CAYMAN BRAC
Known for dramatic limestone cliffs, caves, and some of the best diving in the Caribbean, the vibe in Cayman Brac is slower, more local, and perfect if you want nature, real island culture, and adventure without the crowds. I took a quick Cayman Airways flight from Grand Cayman and spent two days there.
The visit was honestly one of the most peaceful, soul-nourishing parts of my trip. The moment I landed, the island reeled me in—raw, mysterious, almost cinematic in its quiet beauty. There’s a softness that feels like an alluring secret.
Where to Stay

Courtesy/Le Soleil d'Or
Le Soleil d’Or: This is a farm-focused boutique haven with luxury villas, a restaurant, a pool, and its own beach club. Our villa was huge, complete with a kitchen, living room, laundry space, game room, and the modern luxury master suite of my dreams.
The bathroom had a soaking tub that fit my 5’7"-plus frame, a large shower, and his-and-her sinks. The bedroom had tons of storage, a large comfy bed, and a mini fridge, plus a TV lounge and veranda opening to the pool. Honestly, my suite could’ve been a full studio apartment back home—I was blown away.
The farm-to-table meals, which I could enjoy at the restaurant just steps away from my suite, were rich, fresh, and soulful. My morning walks on the property were serene, wrapped in nothing but nature and quiet.
If you want an escape from the tourist and business buzz of Grand Cayman, this is the perfect hideaway for a baecation, girls trip, or solo venture.

Courtesy/Le Soleil D'Or
Things To Do & Good Eats
Rock Iguana Yoga: This soothing yoga and therapeutic art experience was set in lush island terrain and was a grounding, earthy immersion that eased my back pain from stress, and was a great quiet time to reflect and release. The instructor was patient, graceful, and welcoming.
Le Soleil D’Or Beach Club: It's a chill open beachfront that offers a peaceful, quiet experience in the off season. Think serene solitude, gentle waves, and open space to unwind—far from the typical beach club scene with loud DJs, pumping music, and high-energy crowds.
Star Island Restaurant: This restaurant reminded me of my favorite local spots in Jamaica where you can get food with spices and tastes like your Caribbean grandma or auntie made the meals with love. The menu includes Caribbean dishes like jerk chicken and Cayman's national dish, stewed turtle.
I’ve been to several islands across the Caribbean—with my tried-and-true all-time favorite being Jamaica—and I must say, if you want that soft-life island-hopping luxury adventure paired with opportunities to connect with a rich arts, music, and culinary scene, a trip to the Cayman Islands is exactly that.
Featured image via Shutterstock









