Explore Our Trips | HB Agency Group
Explore Our Trips

Ready-Made
Journeys.
Custom at Heart.

Starting points for your Caribbean adventure. Every trip is built around you โ€” but here's where the ideas begin.

Filter by

Every Trip Starts
With a Conversation.

These are the experiences we've built, refined, and fallen in love with over years of Caribbean travel planning. Use them as inspiration โ€” or book them as-is. Either way, we'll make them yours.

8
Curated Journeys
New
๐Ÿง˜ Solo ยท Wellness
Dominica solo
๐Ÿ‡ฉ๐Ÿ‡ฒ Dominica

The Nature Reset

7 days in Dominica built around going inward. Waterfall hikes, whale-watching mornings, thermal soaks in volcanic springs, plant medicine walks with a local healer. No agenda. No performance. Just you and the wildest island in the Caribbean.

Duration
7 Days
Best For
Solo
Style
Wellness
Popular
๐Ÿ’‘ Couples
Saint Lucia couples
๐Ÿ‡ฑ๐Ÿ‡จ Saint Lucia

The Piton Escape

5 nights in a clifftop villa above the Pitons. Private plunge pool. Sunset catamaran sail. A chocolate estate tour, a volcano soak, and an evening on the water with nowhere to be. The most romantic trip in the Caribbean โ€” and we've done them all.

Duration
5 Nights
Best For
Couples
Style
Luxury
๐Ÿ‘จโ€๐Ÿ‘ฉโ€๐Ÿ‘ง Family
Bahamas family
๐Ÿ‡ง๐Ÿ‡ธ Bahamas

The Island Hop

7 days island-hopping across the Bahamas โ€” from Nassau to the Exumas to a private out-island. Swimming pigs, stingray encounters, bioluminescent kayaking, and the most extraordinary blue water on earth. A trip the kids will describe as adults.

Duration
7 Days
Best For
Families
Style
Adventure
Filling Fast
๐ŸŒ Groups
Life Is For Living Retreat โ€” Grenada
๐Ÿ‡ฌ๐Ÿ‡ฉ Grenada

Life Is For Living Retreat

A 7-day luxury intergenerational women's retreat at Mount Cinnamon Beach & Wellness Resort, Grenada. Limited to 20โ€“30 women. Co-hosted by two thought leaders whose work, combined, spans faith, decolonisation, creative identity, and women's wholeness.

Duration
7 Days
Best For
Groups
Style
Retreat
New
๐Ÿง˜ Solo ยท Adventure
SVG sailing
๐Ÿ‡ป๐Ÿ‡จ Saint Vincent & The Grenadines

The Slow Sail South

10 days on a crewed catamaran through the Grenadines โ€” from Saint Vincent down through Bequia, Mustique, Canouan, and the Tobago Cays. No fixed schedule. Anchor where you want. This is what freedom feels like.

Duration
10 Days
Best For
Solo / Couples
Style
Sailing
By Request
๐Ÿ’ Weddings
Wedding destination
๐Ÿ‡ฆ๐Ÿ‡ผ Aruba

The Destination Wedding Week

A full 7-day destination wedding experience for up to 60 guests. Welcome dinner, rehearsal day, the ceremony, a post-wedding brunch, and two days of group excursions. Every vendor sourced, every timeline managed, every guest looked after.

Duration
7 Days
Best For
Weddings
Style
Luxury
๐Ÿ‘จโ€๐Ÿ‘ฉโ€๐Ÿ‘ง Family ยท Adventure
Belize jungle
๐Ÿ‡ง๐Ÿ‡ฟ Belize

Jungle & Reef

7 days split between the Belizean jungle and the barrier reef. Maya ruins by day, howler monkeys at dawn, world-class snorkelling in the afternoon. A trip that makes the whole family feel like explorers.

Duration
7 Days
Best For
Families
Style
Adventure
๐ŸŒ Groups ยท Wellness
Wellness retreat
๐Ÿ‡ฑ๐Ÿ‡จ Saint Lucia

The Restoration Retreat

A 5-day women's wellness retreat in Saint Lucia โ€” yoga at sunrise, cacao ceremonies, sound healing, local plant medicine, journaling, and shared meals built around the island's produce. Space for quiet. Space for connection.

Duration
5 Days
Best For
Groups
Style
Wellness

We Build Custom Itineraries From Scratch.

The trips above are starting points. If your dream trip isn't here โ€” tell us what it is and we'll build it.

01

You Tell Us the Dream

Where, when, who, and what kind of experience you're after. The clearer the picture, the better we build. But we're also good at helping you figure out what you want.

02

We Build the Itinerary

Within a few days, we come back with a fully fleshed proposal โ€” accommodation, activities, logistics, pricing. No generic templates. Everything specific to you.

03

You Arrive, We Handle the Rest

From the moment you land to the moment you leave, everything is taken care of. You're free to be fully in the experience โ€” not managing it.

What Does a Caribbean Trip With Us Cost?

Every trip is custom-priced โ€” but here's what you can expect at each level.

$2,000โ€“$4,000
Per Person
  • 5โ€“7 nights at a boutique hotel or guesthouse
  • 2โ€“3 curated experiences (day tours, dining, excursions)
  • Airport transfers included
  • Full itinerary planning and support
$8,000+
Per Person
  • Villa buyouts, resort exclusives, private island access
  • Fully bespoke itinerary across multiple islands
  • Private transfers including charter flights
  • Personal travel concierge throughout
  • Surprise elements and curated gifting
Ready When You Are

Your Caribbean Trip
Starts Here.

One conversation is all it takes. Tell us your dream and we'll build it โ€” whether it's a solo week in Dominica or a 40-person group retreat in Grenada.

Plan My Trip