Specialists in the Top

CARIBBEAN LUXURY RESORTS

Down Arrow

START YOUR JOURNEY

EXPERIENCE MATTERS. WE’VE BEEN PLANNING CARIBBEAN TRAVEL FOR OVER 26 YEARS. READ OUR STORY

We are Caribbean Travel Specialists with a focus on luxury hotels. Since opening our doors over 26 years ago, our team has collectively visited the Caribbean over a thousand times, spending countless hours researching and experiencing the region’s top luxury resorts. This unmatched first-hand knowledge ensures your itinerary is filled with unique, authentic experiences that elevate your vacation.

Deciding which island and which hotel to visit is the hardest part of planning any Caribbean vacation. Our travel advisors don’t expect you to know where you want to go. After an initial consultation to gather the necessary details, we help you decide which Caribbean destination is right for you.

DOMINICAN REPUBLIC

ANTIGUA

SAINT JOHN

we bring your travel vision to life

COZUMEL

PUERTO RICO

ANGUILLA

Many Caribbean luxury resorts and hotels are very similar. While the internet is great for research, it’s plagued with inaccurate information. We help you decipher the information overload. Sometimes, the only differentiator is the vibe, which can only be determined once you’ve visited. Our in-depth knowledge of Caribbean hotels gives us the ability to translate this for you.

DISCOVER UNLIMITED BEAUTY

THERE IS A REASON THE CARIBBEAN IS ONE OF THE MOST PHOTOGRAPHED REGIONS IN THE WORLD. ALL 1500+ PHOTOS ON OUR INSTAGRAM ACCOUNT WERE TAKEN BY US.

If you’ve visited the Caribbean before, we’ll show you a different side. Let us reintroduce you to the islands and help you step off the beaten path and explore as you never have before. After a day of adventuring, you’ll return to your perfectly matched Caribbean luxury resort. If this is your first visit, we’ll guide you through one of the most relaxing vacations you’ve ever taken.

As a Caribbean Journey client, your vacation is likely to include exclusive VIP perks, such as room upgrades (based on availability), complimentary breakfast, a $100 hotel credit for restaurants and/or spa, early check-in or late check-out (when available), and more. You’ll receive clear travel instructions, after-hours emergency contacts, personalized recommendations for dining, spa, and tours, all housed in a convenient online app or beautifully printed itinerary. 

IN THE PRESS

Laura Sangster, founder of Caribbean Journey and The Journey Group Travel, has been quoted by leading travel publications for her expertise on Caribbean destinations, luxury travel trends, and planning unforgettable vacations..

Laura Sangster, the founder of Caribbean Journey, who has been to the region more than 150 times, says Guana Island in the British Virgin Islands is the best beach option. “If you want pure white sand, crystal-clear water, and to share the beach with only a handful of other guests, you have to go.”

6 Caribbean vacations that check every travel style

“Laura Sangster of the Journey Group in Boca Raton, Fla., takes an indirect route to suss out likely spend, asking what hotels new clients have previously stayed in. Selling to expectations, she said, is better than selling to numbers.”

Speed-dating luxury travel

“We tell our clients that in today’s travel market, it is less about finding the deal and the best pricing but focusing on ensuring your hotel is truly the best fit for your desired vacation plans,” explains Laura Sangster, Founder and Luxury Travel Advisor 

Five Ways To Save Money On Your Caribbean Vacation

Laura Sangster, founder of The Journey Group and Caribbean Journey, a travel agency. “They’ve started to realize they were losing out on an entire market sector that wanted a more authentic travel experience.”

All-inclusive resorts want you to forget their cheesy reputation

“Flight convenience drives destination popularity now more than ever before, so the popular places will be the ones that are easiest to get to,” Sangster said.”

Caribbean Travel Trends for 2023

“Laura leads a dedicated team of advisors who take time to understand each client’s vision, crafting every journey with authenticity and ease.“

Where to eat: 10 best restaurants in the Caribbean

“Having visited the Caribbean more than 150 times, Laura has a unique understanding of the region and is known for her talent in transforming clients’ travel ideas into meaningful, unforgettable journeys.”

10 Caribbean islands that should top your 2026 travel list

“Despite a hotel’s best efforts, you won’t truly have an understanding of the local culture if you stay at an all-inclusive resort,” said Laura Sangster, founder of Caribbean Journey. “A lot of our clients will use an all-inclusive resort as their home base in a destination and still get out and explore locally.”

How to do an all-inclusive vacation if you hate lying around

CARIBBEAN TRAVEL DESTINATIONS

Not all Caribbean luxury resorts are created equal. The hotels listed on each island page of our website have our stamp of approval. Our Caribbean travel specialists invest significantly in experiencing every property we propose to our clients. The resorts listed on our website touched our hearts and exceeded our expectations. We use our insider knowledge to help clients decide on the best destination for their Caribbean vacation. Peruse the island pages linked below, our travel blog, and our Caribbean Journey Instagram account, and if the places we explore align with your travel vision, we are your people. Let’s start planning together!

OUR FAVORITE ISLANDS

CARIBBEAN TRAVEL BLOG

St. Barths Travel Guide: Hotels, Beach Clubs, Dining & Villas

St. Barths Travel Guide: Hotels, Beach Clubs, Dining & Villas

The unhurried pace of the entire island is one of its biggest appeals. Even though St. Barths is an island notorious for power-plays and see-and-be-seen locales, that’s the undercurrent, not the main vibe. I’ve always found St. Barths to be far more laid-back than its glitzy reputation.

Best Family Resorts in the Caribbean

Best Family Resorts in the Caribbean

From sprawling classic country club resorts to active all-inclusive hotels, the options are endless. We’ve “vacation-tested” hundreds of hotels in the Caribbean, and these are the ones we consider the top 5 family-friendly resorts in the Caribbean.

Top 10 Caribbean Hotels with Private Pools

Top 10 Caribbean Hotels with Private Pools

What are the best hotels with private plunge pools in the Caribbean? It’s hard to narrow the list of incredible private pools to just 10 – but we did it. These are our favorite hotels offering rooms and suites with their own private water oasis.

TESTIMONIALS

Coconut

Birthday trip to Bucuti Beach Resort in Aruba

” Bucuti was absolutely amazing, fun, trip of a lifetime…perfect size resort for us. The staff were incredible as well as our room and food, of course, the beach! Thank you so much for your time and recommendation! “

Coconut

Honeymoon to Le Toiny in St. Barths.

” Absolute perfection! It took us forever to decide on a hotel, but thankfully we listened and went with Le Toiny. I’m certain any place we had booked on our own would not have been as wonderful as this. Thank you so very much! “

Leaves

Girlfriends Weekend to Nizuc in Cancun, Mexico

” We ate, drank, and floated all weekend! It was just what we needed. The hotel is an architectural gem and was so pretty to look at. The brunch was insane – I’ve never seen anything like it. We prefer to try new places, but I think we will be returning to Nizuc! “

Pineapple

Sunset Villa at Tryall in Montego Bay, Jamaica

” We loved Sunset and the staff at Sunset (Melva and Sonia were the best!). The villa was just what we wanted (to relax in our private pool or on our own beach). The villa was beautiful and we loved the open layout. We loved that we were on the beach (versus up on the hillside) and able to walk to the water sports center. Everyone was really nice and we would definitely return to Sunset. The food/drinks worked out fine and everything was yummy! Thank you again for all of your help. “

Tree

Family Vacation to Sugar Beach by Viceroy in St. Lucia

Sugar Beach was probably the nicest place I have ever been, both in service and scenery. We were upgraded to a Luxury Villa, with a terrace and plunge pool. The beach is incredible, and I couldn’t believe the snorkeling was that good right from the beach. We ate at Mango Tree at Stonefield Estate one night based on our taxi driver’s recommendation and it was very good. Thanks again for all of your help. Everything went very well! “