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Feel Free To Browse Our Carribean Cruises Below To Find Your Perfect Luxury Caribbean Cruise Or Get In Touch With Us Today To Help You...
Discover The Caribbean by Luxury Cruise
Ready to experience paradise in a way few ever do?
Set sail through the dazzling Caribbean – a world of powdery white beaches, turquoise waters, and vibrant island cultures, all with five-star comfort and service. From the sun-soaked shores of Barbados to the lush rainforests of St Lucia, every journey is designed to surprise and delight.
Our handpicked Caribbean cruise itineraries blend iconic destinations, exclusive island experiences, and seamless, personalized service from your dedicated Cruise Concierge Expert. Whether you’re dreaming of snorkeling hidden coves, exploring colonial towns, or simply relaxing on deck, your extraordinary escape starts here.
Explore our curated Caribbean cruises or connect with your Personalized Cruise Concierge Expert Today for a tailor-made journey you’ll never forget.
Tropical Caribbean beach at sunset with palm trees, thatched palapas, soft white sand, turquoise water, and a luxury cruise ship anchored offshore.
Caribbean Culture: From Colourful Carnivals to Island Rhythms
The Caribbean’s vibrant spirit comes alive in every port, from the steel drums of Trinidad to the colourful parades of Barbados. Explore the rich blend of African, European, and Indigenous heritage through music, dance, cuisine, and local art. Every island offers a unique flavour - savour spicy jerk chicken in Jamaica, join a lively street festival in St Lucia, and discover the warmth of true Caribbean hospitality.
When to Cruise the Caribbean
The best time to cruise the Caribbean is from December to April, when warm breezes, blue skies, and calm seas make for perfect sailing. Peak season offers the sunniest weather and bustling ports, while late spring and early winter mean fewer crowds and great value. Hurricane season (June to November) brings rain but also the best deals and quieter islands - your concierge will help you choose the perfect time for your adventure.
Nature & Wildlife: Extraordinary Encounters
The Caribbean is a paradise for nature lovers. Snorkel coral reefs teeming with colourful fish in the Bahamas, swim with sea turtles in Barbados, and hike lush rainforests on St Kitts. From rare tropical birds to dazzling marine life, each island is home to extraordinary biodiversity. Experience the thrill of a rainforest zipline or a gentle stroll through a botanical garden - nature’s wonders await at every turn.
Your Personalized Cruise Concierge Expert
At Sassy Luxury Cruises, we believe your Caribbean adventure should be as unique as you are. That’s why every booking includes the dedicated support of your own Personalized Cruise Concierge Expert – there from the moment you enquire until you return home.
Your concierge will:
Curate the perfect itinerary based on your passions, style, and dreams.
Arrange private transfers, exclusive shore excursions, and once-in-a-lifetime experiences in the Caribbean.
Secure the best suites, upgrades, and exclusive onboard privileges.
Handle every detail – from dining reservations to visa support – so you can simply relax and enjoy.
From Barbados’ pristine beaches to the vibrant reefs of Grand Cayman, your Personalized Cruise Concierge Expert ensures your journey is seamless, unforgettable, and unmistakably you.
Ready to create your ultimate Caribbean escape?
Browse our handpicked itineraries below or get in touch for a truly bespoke journey.
A high-resolution aerial photo of a vibrant Caribbean coral reef surrounded by crystal-clear turquoise water, showcasing the intricate reef structure and rich marine life below the surface.
Unforgettable Destinations & Experiences
The Caribbean is a sun-soaked paradise, offering a vibrant tapestry of islands, turquoise waters, and legendary hospitality. Each island brings its own rhythm, culture, and natural beauty - perfect for unforgettable escapes.
With Sassy Luxury Cruises, you’ll experience a curated blend of adventure, relaxation, and luxury across the Caribbean’s most iconic and exclusive destinations.
Eastern Caribbean & Virgin Islands:
Explore powder-soft beaches in St. Thomas and St. Maarten, snorkel the vibrant reefs of Tortola, and wander the colorful streets of San Juan. Perfect for beach lovers and island hoppers.Western Caribbean & Mexico:
Discover the mystical Mayan ruins in Cozumel, swim with stingrays in Grand Cayman, or unwind in the laid-back vibes of Jamaica’s Montego Bay.Southern Caribbean:
Experience the unspoiled charm of Aruba, Bonaire, and Curaçao. Dive into crystal-clear waters, sample world-famous rum in Barbados, and stroll through pastel-hued colonial towns in Grenada and St. Lucia.Private Islands & Exclusive Hideaways:
Enjoy VIP access to private islands like Royal Caribbean’s Perfect Day at CocoCay and MSC’s Ocean Cay. Relax in secluded luxury, with tailored experiences and world-class service.Hidden Gems & Unique Encounters:
Venture beyond the ordinary - kayak bioluminescent bays in Puerto Rico, hike volcanic peaks in St. Kitts, or join a chef-led culinary tour in Martinique. Every itinerary can be tailored for an unforgettable, once-in-a-lifetime Caribbean journey.
Luxury yachts docked at a vibrant Caribbean marina with turquoise water, palm trees, and a sunny blue sky - perfect for an upscale island adventure.
Luxury Sassy Cruises
Ready to Start Your Caribbean Adventure?
Your dream Caribbean cruise is waiting – and our expert team is here to make everything seamless and unforgettable.
Whether you know exactly which sun-drenched island you want to explore, or you’re dreaming of a tailor-made journey through the tropics, your dedicated Personalized Cruise Concierge is ready to design a bespoke itinerary just for you.
We take care of every detail, so you can simply relax and immerse yourself in the magic of the Caribbean.
Start planning today:
Browse our exclusive, handpicked Caribbean cruise itineraries below.
Or, contact us now for a complimentary, no-obligation consultation with your dedicated cruise expert.
Limited spaces available on our most sought-after sailings.
Secure your place early for priority upgrades, exclusive Sassy Luxe Club perks, and the confidence that comes with true VIP service.
Tranquil Caribbean island surrounded by crystal-clear turquoise waters and lush green foliage, under a vibrant blue sky - perfect tropical escape.
What Our Travellers Say
"From the moment we booked, our Sassy Cruise Concierge made everything effortless. We sailed to hidden beaches in St. Lucia, explored vibrant markets in Barbados, and enjoyed private snorkeling adventures in the Virgin Islands. Cruising the Caribbean with Sassy Luxe was pure paradise—relaxing, luxurious, and full of unforgettable moments."
Amelia & Jack, London
"Our Sassy Caribbean cruise was beyond our wildest dreams. Every detail was taken care of—from VIP embarkation to sunset cocktails on a private island. We felt truly pampered and can’t wait to book our next adventure."
Sophie & Mark, Birmingham
Join our growing family of delighted guests and experience the Caribbean in true Sassy Luxe style.
Aerial view of a colorful Caribbean seaside village with a church, sandy beach, wooden pier, turquoise water, and lush green hills in the background - Martinique.
Majestic view of the Pitons in St. Lucia - lush green mountain rising above the turquoise Caribbean Sea, with dramatic coastline and a blue sky.
Top 10 Unmissable Experiences on a Caribbean Cruise
1. Snorkel the Coral Reefs of Bonaire
Discover a kaleidoscope of marine life as you swim above vibrant coral gardens and schools of tropical fish in crystal-clear waters.
2. Sunset Sail in St. Lucia’s Pitons
Glide past the iconic twin peaks at golden hour, sipping champagne as the sun dips behind the Caribbean Sea.
3. Private Beach BBQ on a Secluded Island
Savor freshly grilled seafood and Caribbean specialties on a private stretch of powder-soft sand, far from the crowds.
4. Explore Old San Juan’s Colorful Streets
Wander cobblestone lanes lined with pastel buildings, centuries-old forts, and bustling plazas - soak up Puerto Rico’s rich history.
5. Swim with Stingrays in Grand Cayman
Enjoy a thrilling, up-close encounter with friendly rays in the shallow, clear waters of Stingray City.
6. VIP Day at a Private Cruise Island
Relax in a luxury cabana, float in the lagoon, and indulge in water sports at an exclusive private island like CocoCay or Ocean Cay.
7. Discover Waterfalls & Rainforests in Dominica
Trek through lush jungle to hidden waterfalls, take a dip in natural pools, and experience the untouched wild side of the Caribbean.
7. Rum Tasting & Distillery Tour in Barbados
Go behind the scenes at a legendary rum distillery, sample award-winning rums, and learn the secrets of Caribbean spirits.
9. Luxury Catamaran to Antigua’s Secret Bays
Sail the azure coastline, snorkel off hidden coves, and enjoy gourmet bites and drinks on deck
10. Cultural Immersion in Martinique
Dive into French-Caribbean culture with a chef-led market tour, creole cooking class, and live island music.
🚢 Let Us Take Care of Every Detail For You At Luxury Sassy Cruises
Your specialists in Ocean, River, Expedition And Yacht Cruising.
Our founder has over 30 years personal experience in Luxury Cruising.
we're always here to help you. call now to speak to one of our trusted
CONCIERGE experts.
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let us help you create wonderful memories & unforgettable experiences.
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Popular Luxury Caribbean Cruises
Antigua
365 Beaches & Endless Beauty
Antigua invites you to discover a different beach every day of the year. From sailing into English Harbour to snorkelling in tranquil coves, this tropical gem is perfect for luxury travellers seeking sunshine, serenity, and unforgettable ocean views.
Barbados
Where Island Charm Meets World-Class Luxury
Explore the vibrant soul of the Caribbean in Barbados - where luxury meets laid-back island life. From crystal-clear beaches and elegant resorts to historic plantation houses and lively festivals, Barbados offers the perfect blend of culture, cuisine, and coastline.
Dominican Republic
Caribbean Colour & All-Inclusive Indulgence
Step into paradise with a luxury cruise to the Dominican Republic. Discover white sand beaches, hidden lagoons, and five-star resorts. Whether you're sipping cocktails beneath palm trees or exploring historic Santo Domingo, every moment feels like magic.
WANT TO KNOW MORE ABOUT our Caribbean CRUISes?
Frequently Asked Questions About
Caribbean Cruises 🏝️
We're here to help as always...
What’s the best time of year to cruise the Caribbean?
The Caribbean is a year-round destination, but the most popular time to cruise is from December to April when the weather is warm, dry, and sunny. Hurricane season runs from June to November, but many luxury lines adjust routes to avoid disruption.
Do I need a visa for the Caribbean?
Most Caribbean islands do not require a visa for UK passport holders visiting by cruise. However, some islands or pre/post stays may have entry requirements. We’ll advise you on exactly what you need based on your itinerary.
Are shore excursions included?
Some luxury cruise lines include excursions, while others offer them à la carte. Whether you want to explore hidden coves, snorkel coral reefs, or enjoy a private island BBQ - we’ll help plan unforgettable experiences tailored to your interests.
Which luxury cruise lines sail the Caribbean?
You’ll be spoiled for choice with leading lines like:
Regent Seven Seas Cruises
Seabourn
Silversea
Explora Journeys
Oceania Cruises
Celebrity Cruises
Each brings a unique blend of ultra-luxury, immersive itineraries, and boutique service.
Can I add a hotel stay to my Caribbean cruise?
Yes! Many guests extend their trip with luxury pre- or post-cruise hotel stays in destinations like Barbados, St. Lucia, or Miami. We’ll craft the perfect Caribbean escape just for you, including flights, transfers, and VIP upgrades.
What makes booking with Sassy Luxury Cruises different?
Enjoy a truly bespoke experience with your UK-based Personal Cruise Concierge - from the first call to your return. Expect white-glove care, VIP invites, surprise treats, and exclusive perks you won’t find anywhere else.
Still have questions?
Contact us today and let's design your perfect Caribbean escape.
Sample Caribbean Cruise Itineraries
Barbados & Southern Gems
10 nights | Seabourn
Sail round-trip from Bridgetown, Barbados, with stops in St. Lucia, Grenada, Dominica, and Bequia. Enjoy champagne beach landings, vibrant island culture, and private yacht-style luxury.
Eastern Caribbean Discovery
12 nights | Silversea Cruises
Depart from San Juan or Barbados and explore the turquoise jewels of St. Kitts, Antigua, Virgin Gorda, and St. Barts. Includes curated experiences like catamaran sailing, snorkelling reefs, and beachside dining.
Caribbean Celebration & Private Islands
7 nights | Regent Seven Seas
Cruise from Miami to the Bahamas, Turks & Caicos, and the Dominican Republic with exclusive access to private islands and all-inclusive luxury, including fine dining and immersive shore excursions.
Luxury West Indies Explorer
14 nights | Explora Journeys
Embark on a slow-travel voyage through the Windward and Leeward Islands including Martinique, Guadeloupe, St. Vincent, and St. Maarten. Enjoy a blend of Creole charm, nature reserves, and barefoot-luxury escapes.
Every itinerary can be tailored or combined with luxury land stays, private yacht charters, or island-hopping escapes.
Ask your Personalized Cruise Concierge Expert to design your dream Caribbean journey - every detail covered.
Top Caribbean Cruise Lines
OUR PARTNERS
Why Choose Luxury Sassy Cruises
Personalized Travel Concierge
One-to-one luxury trip planning shaped around your tastes. We go far beyond simple bookings—experience a true, white-glove concierge service from first call to final shore excursion.
Tailored to You
We begin by listening—your desires, must-have experiences, and personal style. Then we curate the perfect cabin, restaurants, and shore tours so every detail matches exactly what you want.
Luxury Cruise Experts
Hollie (our CEO) has 30+ years in premium cruising. She and our team have sailed the world’s top ships—so you’ll always get insider tips, smart upgrades, and best-in-class service from embarkation to disembarkation.
Insider Expertise
We maintain close relationships with every cruise line and sail on the newest ships ourselves—meaning you always get top-deck upgrades, preferred restaurant reservations, and exclusive shore excursions you won’t find advertised anywhere else.
Time Savings
From initial planning to last-minute changes, we handle every detail so you can focus on packing the perfect suitcase. No more endless online searches—more time for pre-cruise excitement.
Exceptional Value
We negotiate daily with cruise lines to secure exclusive perks (free Wi-Fi, shipboard credits, specialty dining, you name it). Our inside access means you get VIP treatment without the VIP price tag.
Safe & Secure
As members of The Travel Network Group, one of Europe’s largest travel organisations, we hold your funds in a secure Customer Trust Account until they’re needed. We’re also ATOL-bonded and ABTA-certified—so your money and holiday are protected from booking to return.
Why Choose Sassy Luxury Cruises for Your Caribbean Adventure?
Unrivalled Personalisation
Every Caribbean escape is expertly tailored by your dedicated Personalized Cruise Concierge Expert – ensuring your cruise is designed around your passions, pace, and dream destinations.
VIP Access & Exclusive Perks
From private transfers to priority suite upgrades and exclusive Sassy Luxe Club events, we open the door to luxury you won’t find anywhere else in the Caribbean.
Expert Knowledge & Trusted Partnerships
We partner only with the region’s finest cruise lines, local guides, and island experts – giving you access to authentic, unforgettable moments at every port.
Peace of Mind, Every Step
From first enquiry to final island farewell, you’ll receive world-class service, honest advice, and seamless support – so all you need to do is relax and soak up the sunshine.
Luxury isn’t just what we do - it’s who we are.
Let Sassy Luxury Cruises turn your dream Caribbean adventure into your most unforgettable travel story.
Start your adventure with your Personalized Cruise Concierge Expert today - only at Luxury Sassy Cruises.
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