Jamaican Luxury


A Cultural Island Getaway

Long known as a hub of stunning beaches and bubbly island culture, there is another side to this destination that enhances relaxation, through luxury wellness retreats and sustainable design that can’t be experienced anywhere else. Away from the crowds, you can immerse yourself in hidden lagoons and secluded coves, unlocking new passion and rediscovering who you are in this stunning setting. Inland, the Blue Mountains are a hidden gem, providing a scenic getaway amid the storied history of Jamaica that few are privileged to experience.

During your Jamaican journey, you’ll experience environmentally conscious luxury that regenerates and restores the land, ensuring it will be a gorgeous destination for generations to come. On its property in the Blue Mountains, Strawberry Hill has identified over 350 endemic and exotic plant species, which it carefully cultivates to preserve the mountaintop ecosystem. In Oracabessa Bay, GoldenEye supports a local fish sanctuary to encourage sustainable fishing and also propogates Staghorn coral in its nursery on the property.

Discover Jamaica’s natural beauty for yourself during your stay with Regenerative Resorts.


Your Journey


7 days, 6 nights

Day 1: Arrival and welcome

Enjoy a VIP airport pickup in Kingston, and settle in to Strawberry Hill with a welcome drink. Decompress after your journey with a spa treatment, then savor dinner with a view.

Day 2: Explore the island

After breakfast, take a guided hike with a local on the Gordon Town Trail, crossing bridges and waterfalls. In the afternoon, visit the Craighton House Coffee Estate for a tour and Blue Mountain coffee tasting.

Day 3: Leisure day

Start your day with a private yoga session, then head to Kingston to take in the waterfront and experience the museums and galleries. 

Day 4: Arrive at GoldenEye

Savor your last breakfast at Strawberry Hill, and take your time arriving at GoldenEye, sampling coffee or street food on your way. Once you reach the property enjoy a welcome drink and dinner at the open-air, treehouse-style Gazebo restaurant. 

Day 5: Nature Immersion

After breakfast, take a glass-bottom boat ride to the fish sanctuary to learn about reef conservation. Relax at the beach and later on plant a tree with a donation to the Local Oracabessa Foundation.

Day 6: Island Adventure

Seize the day with a private fitness session at Playscape, then take a guided snorkeling tour. Visit St. Ann for a farm-to-table lunch at Stush in the Bush, organic farm walking tour, and yoga class.

Day 7: Depart

Enjoy a final breakfast at Bizot and optional kayaking before departing with memories.


Featured Hotels


Strawberry Hill

Irish Town, Jamaica

Located on a 26-acre hilltop property, dreamy Strawberry Hill is a Jamaican destination unlike any other. In your own private cottage, you will become attuned to the classic Colonial style and modern comforts of the hotel. Airy decor accentuated by local touches will immerse you in the culture of the island while providing unparalleled views of the stately Blue Mountains.

When you’re ready to explore, visit the nearby towns and museums to experience Jamaica and its people, or take a short drive to dive in the famous blue waters. Strawberry Hill itself offers plenty of chances for relaxation with stunning hikes across the landscape, tours of the nearby historic coffee estate, and an expansive garden on the property. Dine deliciously on authentic Jamaican cuisine at Strawberry Hill’s restaurant and slip into island time as you savor this tropical dream.




Oracabessa Bay, Jamaica

Uncover a hidden world of secluded coves and sensual lagoons as you embrace the thrilling setting of GoldenEye in Jamaica. Island Outpost has chosen this exemplary Jamaican establishment for its intrinsic link to the island’s history and culture.

A source of inspiration for writer Ian Fleming, the hotel will unlock your passion through its beachside villas and holistic spa treatments. At GoldenEye, you can live out your most seductive fantasies amid the swaying palm trees and blue lagoons; be inspired by the subtle beauty of the jungle as you discover a new mode of living.

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Trip Details

From $2,045 (Per Person)


  • 3 nights and 4 days in a Studio Suite at Strawberry Hill

  • 3 nights and 4 days in a one-bedroom beach hut at GoldenEye 

  • Daily breakfast

  • Access to Strawberry Hill’s botanical gardens

  • Use of pool and sauna

  • Guided hike on the Gordon Town Trail

  • Craighton House Coffee Estate Hike and Tour


  • Access to water sport facilities including kayaks, stand up paddle-boards, and swimming pools

  • Complimentary glass-bottom boat excursion

  • Complimentary use of snorkeling equipment

  • Complimentary Sunset Blackwell Rum cocktail as a welcome drink

Not Included:

  • Airfare and travel insurance

  • Yoga and spa treatments

  • Lunch and dinner

  • Admission to galleries or museums

  • Additional tours or excursions


Member Perks

  • Complimentary upgrade upon hotel check-in, based on availability

  • One Sunset Blackwell Rum cocktail per person, per stay