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
Sergio Hudson On Designing With Intention And Who Gets Left Out Of The Industry
Sergio Hudson dreamt big as a young South Carolina boy staring out of the window of his mom’s Volvo driving down the Ridgeway, South Carolina streets. Those dreams led him to design opulent tailoring that’s been worn by Beyoncé, Queen Latifah, former Vice President Kamala Harris and Forever First Lady Michelle Obama, just to name a few.
Those dreams have come full circle in a new way as he recently collaborated with Volvo for a mini capsule collection suitable for chic and stylish moments this fall. The 40-year-old designer follows a long legacy of fashion aficionados who’ve used their innovation to push the automotive industry forward, including Virgil Abloh, Eddie Bauer, Paul Smith and Jeremy Scott.
Using the same material from the interior of the Volvo EX90, Hudson crafted a wool-blend car coat and waistbelt that combine the vehicle’s Scandinavian design with his signature tailoring and intention. The exclusive collection launched on October 20, and each piece is made-to-order by Sergio Hudson Collections.

Courtesy
In October, I traveled to Charleston with a group of journalists to get a firsthand look at Hudson and Volvo’s location. During a fitting, Hudson said his goal is to make “great work that can stand the test of time.”
“People can look back on and say, ‘I remember when Sergio did that collaboration with Volvo,’” he continued. “Thinking about aligning yourself with classic brands that speak to where you want to go. And I think that's what this collaboration kind of means to me and my business.”
Hudson pinpoints his mom as the biggest influence for his designs. This collaboration was no different.
“This particular coat reminded me of the swing coats that my mom used to wear in the early 90s. You know, diva girls in the early 90s had Sandra suits,” he said, referring to Jackée Harry’s character in 227. “My mom wore those and she would have these matching swing coats to go over them. And that's where the initial idea came. This would be around the same time that we had our Volvo. So she would put on her suit, her swing coat, get in that red Volvo, and go to church.”

Courtesy
With this capsule and beyond, Hudson wants to see more staples rotating in and out of closets this fall. He advises fashionistas to build her closet out with essentials to mix and match that aren’t just stylish but also sustainable.
“It's just those special pieces,” he said. “You can wear the same shirt and pants every day and nobody will notice. But if you have a special boot, a special coat, a special bill, a special bag, that kind of speaks to everything that your style stands about, that is something you should focus on.”
These are the same kind of staple pieces that return to our Pinterest boards and TikTok feeds season after season. Fast fashion has never been Hudson’s aim. “I'm trying to create a special pieces that can stand the test of time,” he said in his warm, Southern accent. “I'm only creating those kind of pieces from here on out.”

Courtesy
For Hudson, this collaboration is revolutionary. It’s his first time working with a car company and experimenting outside of his wheelhouse in this way.
“This is a Scandinavian brand, and, you know, it's 70 years old. I'm an African-American boy from South Carolina that has had a brand for 10 years. So I think bridging those two worlds and seeing the similarities was the beauty of this project,” he explained.
Though Hudson and his partner and CEO of Sergio Hudson Collections Inga Beckham have made massive strides in just 10 years, Hudson said the industry is far from where he wants to see it when it comes to Black representation. He pointed to how few Black designers were at this year’s Met Gala despite the theme being Black dandyism.
“The fact that I dressed 18 people speaks to how many of us weren't there,” he said. He implored more of industries, fashion and beyond, to collaborate with Black designers often.
“Allow mentorship. Allow funding. Allow great design to shine through,” he implored. “When it comes to being a designer of African descent, when you can't get the funding that your counterparts have, you can't compete. When you get opportunities like doing a collaboration with Volvo, or you get opportunities to be at the Met Gala, that's putting us on the equal playing field, but really the funding behind it is what we need to take it to that desk level.”
Featured image courtesy
Hollywood Beauty has been a staple brand in many Black households due to their variety of oils for hair and skin. You could always find them at your local drug store or hair store making them readily accessible and the price was always right. Growing up, I would get hot oil treatments regularly with Hollywood Beauty's Tea Tree Oil and Olive Oil.
Now, they have a new collection of oils that are a blend of ingredients that promote healthy skin and hair. Introducing Hollywood Beauty's Level Up Collection.
This collection features a medley of oils: Glo Up! Turmeric, Vitamin C + Aloe Daily Skin & Scalp Oil, Gro Up! Rosemary, Mint + Biotin Daily Skin & Scalp Oil, and Thick'N Up! Multi-Vitamins, Sea Moss & Amla Daily Skin & Scalp Oil. I had the opportunity to try these oils on my hair and skin, and this was my experience.

Courtesy
Glo Up! Turmeric, Vitamin C + Aloe Daily Skin & Scalp Oil
This oil came right on time as I was in the process of getting rid of dark spots that appeared on my legs following the mosquito bites I received on a trip. With ingredients like turmeric and vitamin c that are known to brighten the skin, I was hopeful that this oil will help fade the spots. After using it daily for a few weeks, I noticed a slight difference. So I plan to continue using it as part of my daily routine.
Gro Up! Rosemary, Mint + Biotin Daily Skin & Scalp Oil

Courtesy
Rosemary is one of my favorite herbs to use in my hair care. I make my own rosemary water, I use a rosemary and rice water conditioner, and I love using rosemary oil. So when I received Hollywood Beauty's Rosemary, Mint + Biotin oil, I was excited to try it.
After one use, I knew that this will become a go-to oil for my hair. I like to apply the oil on my ends and brush it throughout my hair for a luxurious feel. The mint makes my scalp tingle and with the addition of biotin, I know my hair is getting stronger.
Thick'N Up! Multi-Vitamins, Sea Moss & Amla Daily Skin & Scalp Oil
Sea moss has become popular over the years due to its rich nutrients and mineral content. So my experience with sea moss has always been through ingestion. I never thought about using it in my hair and body care, until now. Thanks to Thick'N Up! Multi-Vitamins, Sea Moss & Amla Daily Skin & Scalp Oil, I was up for the challenge.
This oil was made to help thicken your hair and condition the scalp. Amla is also another popular ingredient that is used in the oil to fight dandruff and promote hair growth. I've been on my hair growth journey, so this oil is a must-have.
Featured image courtesy
Wondering If Your Relationship Is Stagnant? Have This Convo Before 2026.
It really is a trip that sometimes, right when I’m about to sit down and pen an article, I will feel like the timing isn’t quite right…just yet. Today’s piece is a great example of that because I was actually going to write this up a couple of weeks ago — yet I didn’t have complete peace about it at the time. As life would have it, recently, I received the confirmation that I needed for why that was the case.
The YouTube video in this intro? They feature a fairly young couple who go by Cey and Jai (fun fact: Jai is actually Jocelyn Savage’s younger sister — IYKYK). Although I don’t know how Cey ended up in my YouTube algorithm several years back, he did, and catching his content from time to time is how I ended up seeing the video where he met Jai for the first time while doing random interviews at a mall. And now, six years later, they are married. What’s really wild is they got engaged four months ago and then got married this month.
The reason why I thought they were a great way to start off this piece is because, although they’ve been together (including living together) for about five years (I believe) and Cey has mentioned getting a lot of social media pressure to propose to Jai, he said that he would move forward when he was ready which happened to be on Jai’s 25th birthday this year — and then, four months later, they eloped. Hmph. What seemed to take forever (to viewers, anyway), it ended up moving swiftly…when Cey was ready to move. And in the meantime, they both resolved to live in the moment and prepare in the meantime. Hmph. In January, they were boyfriend and girlfriend. By December, they became husband and wife. Good stuff.
The tie-in? You know, if there is one thing that I oftentimes encourage my coupled-up clients to do right around this time of the year, it's to have a conversation with their partner about whether or not they think their relationship is stagnant in some way. Synonyms for stagnant include idle, inactive, dormant, sluggish, and stale. The reason why it’s important to ponder over this is because, oftentimes, when relationships end, it’s not because people don’t care for one another anymore; hell, it’s not even that something “big” or “drastic” happened.
Oftentimes, it’s because they allowed their relationship to not develop, advance, progress — and when things aren’t moving forward, things tend to slip backwards or remain stuck…and nothing healthy can come from either of those outcomes.
A musician by the name of Matt Bellamy once said, “You have to evolve. Stagnation breeds boredom,” — and y’all, believe it or not, boredom is another big cause of break-ups. Keeping all of this in mind, I would hate for your relationship to “fade to black” in the upcoming year, simply because stagnation took over.
And so, in the few moments that are left in 2025, ask your partner the following questions. They may provide the clarity you need to know how to keep your relationship strong (or to get it back on track) over the next several months.
Are We in a Different Place than Where We Were Last Year?
GiphyBack to Cey and Jai for a second. Again, even though commenters were pretty close to being relentless when it came to wondering when Cey was going to pop the question, if you kept up with their content, even though Cey hadn’t proposed yet, one thing that you couldn’t say is that they were in the same place, relationally, year after year. For one thing, they stayed moving about (literally), and they oftentimes expressed goals that they wanted to reach, both as individuals and as a couple.
My point? If the ultimate goal between you and your partner is marriage, and that hasn’t happened yet, there is no way that 365 days have passed, and you shouldn’t be able to say that you’ve seen some relational growth, change, and progress over that period of time.
Are the two of you better at communicating? Has the intimacy between the two of you gotten stronger? Are you both better forgivers? Are you closer friends? Do you know more about one another’s wants and needs?
A stagnant relationship is one that, by definition, lacks development. If you can say, beyond a shadow of a doubt, that you and your partner are better and stronger now than you were this time last year, pat yourself on the back — that is a really good sign that you two are in a really great place.
Do We Both Still Want the Same Things?
GiphyOne of the best things about a healthy relationship is that it helps you to tame your ego. I say that because if you are serious about making your relationship work and last, it’s going to require compromise, sacrifice, and humility. That’s why it irks me to no end when a relationship ends, and if a person in it is asked why, they will say something along the lines of the other individual didn’t love them simply because they didn’t want what they did.
This is a great example of someone’s ego showing up because the reality is that a person can absolutely love you and even want to be with you, and still not be on the same page about what you want. This is actually a part of the reason why it’s a good idea to do some thorough vetting during the beginning stages of dating (check out “The 'Pre-Commitment Interview' Every Dating Couple Should Have” and “The 'Pre-Sex Interview' To See If You're Both In Sync.”).
Anyway, the only way to know if someone wants what you do is to ask. And if you think that is silly after being with someone for a while, well, I’ll share with you a marriage quote that I oftentimes reference in sessions: “You don't marry one person; you marry three: the person you think they are, the person they are, and the person they are going to become as the result of being.” (Richard J. Needham)
People change all of the time, so if you’ve been in a long-term relationship, you absolutely owe it to yourself, your partner, and the relationship overall to “check in” to make sure that you both ultimately want the same things from your dynamic. Never assume. Assumptions typically backfire — one way or another.
Is There Any Area Where You Think We Are Wasting Time?

I have always liked this particular definition of waste: “to consume, spend, or employ uselessly or without adequate return,” and when it comes to this particular article, please remember that if you are pouring into something and not getting much of a return…that is the textbook definition of wasting time, effort, and energy.
So yes, it definitely works in your and your partner’s favor to ponder if the two of you are wasting time in an area. One way to figure this out is to look through the lens of INVESTING vs. SPENDING. Whatever you all are doing, is it an investment where you are seeing a payoff, or are you just spending and not really getting much in return?
I’ll say this — if there is more fighting than peace; if you don’t have the same values; if one or both of you are acting like you are satisfied as far as intimacy goes when you really aren’t; if when you hang out, there feels like a disconnection is there; if one or both of you are walking on eggshells in order to get along, and/or spending time with each other isn’t one of your all-time favorite things to do…all of this are indications of wasting time because, again, you’re giving but…what are you really getting?
Do We Complement Where We Are Heading As Individuals?
GiphyWhen God decided (because it was him; not Adam) that it was time for Adam to have a companion, the Classic Amplified Version of Scripture states that the Lord said this: “Now the Lord God said, It is not good (sufficient, satisfactory) that the man should be alone; I will make him a helper (suitable, adapted, complementary) for him.” (Genesis 2:18 — AMPC) Hmph, don’t get me started on how much nonsense I see on social media that causes me to wonder if people actually believe this. For now, I’ll just say that it’s important to peep what this verse says a good helpmate looks like: she is suitable, adaptable (that’s a good one), and complementary to her man.
Complementary is a great word. So much, in fact, that several years back, I penned an article for the site entitled, “If He's Right For You, He Will COMPLEMENT Your Life.” When you complement someone, you help to complete them. This is why I wish people would really embrace how masculinity and femininity are designed to BALANCE (i.e., complement) one another. And even beyond that, when it comes to your relationship specifically, where do you and your partner complete each other? Not in the rom-com way so much as where do they “balance you out”?
A married couple who I work with, one of the things that I’m trying to get them to chill out about is embracing that their differences actually can work in their favor if they simply stopped trying to turn each other into carbon copies of themselves (another way that ego manifests, by the way). An example of what I mean is the husband is very chill and cautious in how he moves while the wife is spontaneous and likes to take all kinds of risks. If they embraced the way this could COMPLEMENT both of them as individuals, she wouldn’t be so emotionally high-strung and unnecessarily stressed, and he wouldn’t overthink his way out of potentially great opportunities.
Another favorite quote of mine is “If two people were exactly alike, one of them would be unnecessary.” (Larry Dixon) Although you and your partner shouldn’t be so different that you’re constantly clashing and butting heads, it’s okay to bring different things out of each other by how you complement one another. Spend some time talking about if/how you do. It can reveal quite a bit.
What Would You Like to Accomplish, Relationally, Next Year?
GiphyRemember how I touched on the fact that boredom can lead to the demise of a relationship? As I close this out, another way to avoid stagnation in your relationship is to create plans for it.
In 2026, where do you want to travel? What new things do you want to try/attempt together? What are the strengths that you want to celebrate and the weaknesses that you want to work on? How do you want to progress spiritually? What needs still need to be met? What wants do you wish to prioritize? What habits do you want to break? What boundaries need to be set? What do you both want to get better at as far as communication goes? What can you do to become better friends, confidants, and lovers?
It’s kind of wild that, although most of us know the quote, “Fail to plan, plan to fail,” many of us literally FAIL at applying it to our relationship. Yet there is data all over the place that supports that if you want to succeed at something, planning is one of the most effective ways to do it.
Just ask Cey and Jai. #wink
Salute to them and Happy New Year to you and your man.
Here’s to plenty of progress…with barely any stagnation, chile.
Featured image by Shutterstock










