Two lush green mountains with a small boat floating on calm blue water under a partly cloudy sky.

Caribbean

Lose yourself in golden beaches, colourful streets, and island rhythms that'll make you think you're dreaming

The Caribbean is more like a feeling than a place. It’s the taste of fresh fruit on a hammock, the beat of drums drifting from a beachside bar, and the kind of magic that makes you grin without even thinking about it.

A world map with the Carribean highlighted

From lazy hammocks on powdery beaches to colourful towns pulsing with music and local life, the Caribbean invites you to relax, explore, and savour every moment. Each island has its own vibe, its own flavours, and its own stories waiting to be discovered.

Wooden stairs with railings leading down to clear turquoise ocean water and rocky shoreline under a partly cloudy sky.
Colorful colonial-style buildings with green and yellow facades and white shutters under a clear blue sky.
Vintage pink convertible car parked on a sunny street in front of a weathered yellow and green building with people around it.
Aerial view of clear turquoise ocean water with sandbanks and a small hut on stilts near the shore.
View looking up at tall palm trees with sunlit fronds against a blue sky with white clouds.

Must-see in the Carribean

We’ll help you uncover the Caribbean beyond the postcards. The hidden coves, secret local eats, vibrant markets, and dreamy experiences that make you feel like you’ve really arrived.

12.2019° N
68.2624° W
Bonaire

Dive or snorkel in the crystal waters of this Dutch Caribbean "hidden gem," celebrated worldwide for its carefully protected and stunning underwater ecosystem.

12.1696° N
68.9900° W
Curaçao

Explore Curaçao, the largest Dutch island, renowned for its pristine Caribbean beaches and the iconic, pastel-hued, dive-friendly capital of Willemstad.

18.2951° N
65.8000° W
El Yunque National Forest, Puerto Rico

Explore El Yunque National Forest, a lush mountain paradise in Puerto Rico, famous for its breathtaking waterfalls, exotic wildlife, and unparalleled views.

23.1339° N
82.3586° W
Havana, Cuba

Cuba's capital city known for its art and historical buildings. Wander the stone plazas and stroll along the 5 mile Malecon seawall.

13.8033° N
61.0670° W
The Pitons, St Lucia

Two volcanic spires, Gros Piton (2,619 ft) and Petit Piton (2,461 ft) , that rise from the sea near the town of Soufrière. Climb to the top or admire from the sea.

We know the Caribbean

Adventures aren’t cookie-cutter, and neither are we. We listen, tailor, and use our insider knowledge and local connections to design a journey that’s perfectly suited to your style, pace, and sense of adventure.

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We’ll handle your flights (intimately)

It’s not just about a flight to get you from A to B. It’s about the tiny details that make the world of difference to you, travelling there and travelling home. 

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We’ll find your perfect stay

You tell us what you like, and we’ll match it with our handpicked accommodations. 

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We’ll make it happen, your way

Yes we’ve done personalised trips before (too many to count, in fact), but we want to know how you like to travel and build a trip that resonates with you. 

Frequently asked questions about the Caribbean

Get your questions answered with our most FAQs, but if there’s something we haven’t covered, please get in touch.

When is hurricane season in the Caribbean?
The hurricane season runs from June through November, with peak storm risk in September and October, though southern islands like Aruba, Bonaire, and Curaçao (the ABC Islands) are often outside the main hurricane belt.
When is the best time to visit for weather?
The "dry season" from mid-December to mid-April offers the most reliably warm, sunny days with low humidity and rainfall—this is peak season.
What is the tipping etiquette?
Tipping is customary and expected in most tourist areas, similar to the US model.
Should I carry cash or use a card when visiting the Caribbean?
While major hotels, resorts, and high-end restaurants accept credit cards, cash is essential for local markets, street vendors, small shops, and tipping. US Dollars are widely accepted across most islands
Diamond-shaped stamp with the text 'HLZ KIRIKIRI NZ' and asterisk symbols on each side.
Travel Collective's

Caribbean specialists

Your trip, shaped by people who truly know these islands.

We’ve chased sunsets over hidden coves, wandered through bustling island markets, tasted the best local bites, and felt the rhythm of the islands under our feet. Having explored it all, we know the spots that spark wonder, the paths that flow effortlessly, and the places you’ll remember long after you’ve left. Your adventure will feel effortless, authentic, and full of magic.

Three elderly men wearing white outfits and hats playing string instruments on a cobblestone street.Aerial view of two boats anchored in clear turquoise water bordered by white sandy beach.Coastal town nestled among lush green hills with two prominent triangular mountains by the sea under a partly cloudy sky.
Circular travel company stamp with stylized M and W letters in the center and text around the edge reading Travel Collective Est. 2025.
Aerial view of a tropical beach with turquoise water, gentle waves, sandy shore, and dense green palm trees along the coast.

The Caribbean Awaits

Ready to hop into a hammock and relax the day away? Get in touch.