Portie Paradise — boat tours and hilltop retreats in Portland, Jamaica
Port Antonio & Drapers, Portland, Jamaica

Beyond the Resort.
Into the Real Jamaica.

Boat tours · Hilltop retreats · Coastal adventures

Portland's Hilltop Hideaway

A Private Retreat Above
the Caribbean Sea

Escape to the lush hills of Port Antonio with an exclusive Portie Paradise retreat — combining both of our hilltop residences into one private compound with 4 bedrooms, 5 queen beds, and 3.5 bathrooms. This is where adventure, wellness, and authentic Jamaica meet.

Book the Full Retreat Experience

Ideal for groups, families, yoga retreats, wellness weekends, or anyone ready to do Portland properly. Both properties sit on the same hillside, giving your group panoramic sea and mountain views, private spaces to unwind, and a curated menu of island experiences at your doorstep.

The Space

Paradise One

Private Hilltop 2BR

Your peaceful stay awaits at Paradise One

A 1,000 sq ft flat perched on the hillside with panoramic sea views from every room. Features a wrap-around veranda, 70" Smart TV, fully stocked kitchen with indoor/outdoor dining, and a private Bluetooth-enabled shower.

  • 2 bedrooms · 2 queen beds · 1 private bath
  • Air conditioning, fast Wi-Fi (51 Mbps), Netflix
  • Enclosed gazebo with sea and mountain views
  • Secure garage parking · Solar security lighting
  • Rated ★4.9 · Airbnb Guest Favourite (123 reviews)
Paradise Two

Hilltop 2BR · Ocean Views

Your peaceful stay awaits at Paradise Two

A peaceful hillside home enveloped by tropical gardens with cooling mountain breezes — no AC needed. Thoughtfully designed for relaxation, with generous indoor-outdoor living and birdsong for a morning alarm.

  • 2 bedrooms · 3 beds (2 queen + 1 double) · 2 baths
  • Stocked kitchen, Wi-Fi, dedicated workspace
  • Ceiling fans in every room, lush side yard
  • Free on-site parking · 5 mins to town
  • Hosted by Jasti, Superhost · 4.9 rating
  • Rated ★5 · New construction w/modern amenities

Retreat Add-Ons

Wellness

Yoga & Sound Bath

Start your morning with a private yoga session on the veranda, framed by sea views and birdsong. Add a sound bath for deep relaxation and a reset that only Portland's hills can provide.

Wellness

Massage Therapy

Professional massage service arranged at your door. Choose Swedish, deep tissue, or traditional Jamaican techniques — the perfect complement to a day at sea or a long journey to the island.

Adventure

Boat Tour on Paradise 1

Step aboard our 33-foot vessel for a fishing excursion, sunset cruise, or exploration of East Portland's hidden coves. Maritime-certified, fully insured, and genuinely unforgettable.

Transport

Airport & Sightseeing Transfers

Private charter from Kingston (Norman Manley) or Montego Bay airports direct to your hillside retreat. Personalised sightseeing drives to Portland's most iconic destinations also available.

Charter Fishing & Coastal Adventures

Sail Jamaica's
Untapped Shore

Set sail from Drapers, Portland aboard Paradise 1 — our 33-foot Jamaican-built canoe — and discover the wild, unspoiled coastline of East Portland that most tourists never see.

About Paradise 1

Our vessel seats up to 9 passengers plus captain and crew. Equipped with Garmin GPS, depth finder, fish finder, Maritime Authority–certified safety gear, onboard first aid kits, and high-performance fishing equipment. Operated by a licensed coxswain, insured through British Caribbean Insurance Co., and certified by Jamaica's tourism board.

Our Packages

Bedrooms
$90 USD per guest

Quick Trip to Sea

2.5 Hours

Perfect for first-timers and photo seekers. All fishing gear and light refreshments provided. Cast a line in Portland's crystal waters and feel the Caribbean breeze.

$150 USD per guest

Half Day at Sea

4 Hours

For fishing lovers who want to go deeper. Full gear, light refreshments, and the option to cook your catch back on shore — a true "catch and cook" Jamaican experience.

$130 USD per guest

Sunset Cruise

3 Hours

Light fishing, real yaad-style sounds, and the most spectacular sunset in the Caribbean. Non-alcoholic refreshments included.

Area Highlights

Monkey Island

A tiny uninhabited island just offshore from Drapers, accessible only by boat. Surrounded by shallow turquoise water — a favourite stop on our coastal cruises.

Great Huts, Boston Bay

We have a standing partnership with Great Huts, one of Jamaica's most iconic eco-resorts. Our guests can access day passes to enjoy their extraordinary African-themed grounds and the legendary Boston Bay jerk scene nearby.

Winnifred Beach

Portland's beloved free public beach — calm, clear water, local food stalls, and the unhurried pace of authentic Jamaica. A scenic stop on our coastal tours.

Blue Lagoon & Frenchman's Cove

Two of Portland's most photographed landmarks. Luminous spring-fed waters and a private beach setting — both within a short drive of our dock.

Rafting on the Rio Grande

A classic Jamaican experience — drifting downriver on a bamboo raft through lush rainforest. We can organise transport and bookings as part of a custom sightseeing day.

Boston Bay Beach

The birthplace of Jamaican jerk. Swim, snorkel, and feast on Portland's most iconic culinary tradition right on the beach.

Where You'll Stay

Hilltop Homes Above
Port Antonio

Bedrooms

Two private residences perched above the town, each offering panoramic Caribbean Sea and mountain views, modern comforts, and the soothing sounds of rural Jamaica.

Villa One · Airbnb Guest Favourite

Private Hilltop 2BR · Panoramic Sea + Mountain Views

★★★★★ 4.9

A beautifully appointed 1,000 sq ft third-floor flat where every room opens to sweeping views of Port Antonio and the Caribbean Sea. Designed for guests who want modern comfort with an authentic Jamaican hillside setting.

The Rooms

  • Two bedrooms, each with a queen bed, high ceilings, and sea views
  • Smart TVs and Google Nest throughout
  • Spacious bathroom with enclosed shower and Bluetooth audio
  • 70" Smart TV with Netflix, YouTube Premium & YouTube TV
  • Fully stocked kitchen with indoor and outdoor dining

Outdoors & Extras

  • Wrap-around veranda with panoramic views
  • Enclosed gazebo with sea and mountain views
  • Portable fire pit for evenings under the stars
  • Solar security lighting and exterior cameras
  • Self check-in via keypad · Air conditioning
Good to know: Hillside property accessed via steps. Located in a safe, friendly local neighbourhood with an authentic rural feel. One designated parking space. Max 4 guests.
View on Airbnb

Villa Two · New Listing

Hilltop 2BR · Panoramic Ocean & Mountain Views

Hosted by Jasti · Superhost · 4.9 ★ across all properties

A peaceful, nature-immersed hilltop home with lush tropical gardens, cooling breezes, and that rare feeling of being completely away from it all — while just 5 minutes from Port Antonio town.

The Space

  • Bedroom 1: queen bed with ocean views
  • Bedroom 2: queen bed + double bed, ideal for families
  • Two private bathrooms
  • Fully stocked kitchen
  • Dedicated workspace with fast Wi-Fi

The Experience

  • Wake to birdsong and sunrise over the Caribbean
  • Lush tropical gardens and private side yard
  • Natural cooling — ceiling fans in every room
  • Close to beaches, rivers, waterfalls, hiking
  • Grocery delivery available
Good to know: Requires climbing multiple outdoor steps — not ideal for guests with mobility concerns or heavy luggage. No AC (naturally cool). Max 6 guests. One parking space.
View on Airbnb
Get in Touch

Ready to Set Sail?

WhatsApp / Call
Staff: +1 876-206-8894
Jasti: +1 876-832-8020

Email
booking@portieparadise.com
info@portieparadise.com

Website
portieparadise.com

Location
Port Antonio & Drapers Portland, Jamaica