Let Cheapest Time whisk you across Jamaica on a vibrant 15-day journey that blends emerald mountains, sugar-soft beaches, reggae culture, and mouthwatering cuisine, at a price that keeps your wallet smiling. We curate comfortable, well-located 3*–4* hotels that deliver great rest and real character without compromising quality; when a cruise or flight is part of a Cheapest Time itinerary, it’s always exceptional, premium experiences at unbeatable prices. Over two glorious weeks you’ll wander Kingston’s music heritage and Port Royal’s pirate lore, sip Blue Mountain coffee above the clouds, float the Rio Grande and Martha Brae, climb Dunn’s River Falls, dip into the Blue Hole, taste rum at Appleton Estate, laze on Negril’s Seven Mile Beach, and chase sunsets in Treasure Beach, key highlights that define this Jamaican odyssey. With smooth, air-conditioned transportation and professional, local guides, every day is crafted for maximum experience at the most affordable price. Book now with Cheapest Time to lock in incredible value and an unforgettable Caribbean escape!
Morning/afternoon arrivals are greeted at KIN and transferred to your hotel. After check-in, stroll the lively hip strip or relax by the pool. In the evening, a welcome dinner introduces you to jerk flavors and island rhythms while your guide previews the adventure ahead.
Meals: Dinner
Accomodation: Kingston
After breakfast, set out for downtown Kingston: the National Gallery, a walking peek at murals, and a guided visit to Trench Town’s culture yard where reggae history comes alive. Break for a traditional lunch before visiting Devon House for patty tasting and ice cream. Late afternoon, relax at Emancipation Park.
Meals: Breakfast, Lunch
Accomodation: Kingston
With breakfast done, ascend cool, mist-kissed Blue Mountain ridges to a boutique coffee estate for a farm tour and tasting. Stop at scenic lookouts, then curve along the coast to Port Antonio, checking in near the harbor. Evening free for seaside dining.
Meals: Breakfast
Accomodation: Port Antonio
After breakfast, board traditional bamboo rafts to drift down the jade-green Rio Grande with a local captain, pausing for a riverside lunch. Afternoon swim at Frenchman’s Cove or idyllic San San Beach. Evening at leisure in town.
Meals: Breakfast, Lunch
Accomodation: Port Antonio
Post-breakfast, explore Reach Falls, slipping into natural pools and veil-like cascades. Continue to Boston Bay for a smoky jerk lunch, then drive west to Ocho Rios. Option for a twilight beach stroll.
Meals: Breakfast, Lunch
Accomodation: Ocho Rios
After breakfast, climb the terraced limestone of Dunn’s River Falls with your guide; then plunge into the electric-blue pools of the Blue Hole. Late afternoon, short transfer to Runaway Bay for a quieter shoreline.
Meals: Breakfast
Accomodation: Runaway Bay
Breakfast, then head inland to Nine Mile to learn about Bob Marley’s early life and music legacy. Continue along the coast to Montego Bay. Enjoy free time on Doctor’s Cave Beach or the “Hip Strip.”
Meals: Breakfast
Accomodation: Montego Bay
After breakfast, float serenely along the Martha Brae on two-person rafts guided by skilled polers. Picnic-style lunch included. Late afternoon, tour the storied Rose Hall Great House, hearing legends as the sun fades. A relaxed dinner caps the day.
Meals: Breakfast, Lunch, Dinner
Accomodation: Montego Bay
Post-breakfast, drive to Negril’s famed Seven Mile Beach for sand-between-toes downtime and optional snorkeling. As daylight softens, board a sunset catamaran for coastal views and a dip near the cliffs by Rick’s Café. Dinner is included tonight.
Meals: Breakfast, Dinner
Accomodation: Negril
After breakfast, wind to the lush South Coast. Cool off beneath the cascading tiers of YS Falls, then boat through the Black River wetlands spotting crocs and birdlife. Weather permitting, skim across turquoise shallows to the iconic Pelican Bar set out at sea.
Meals: Breakfast
Accomodation: Treasure Beach
Breakfast, then meet a local chef for a Jamaican cooking class using farm-fresh produce—learn to season, marinate, and cook island favorites before sitting down to enjoy your creations for lunch. Return to Treasure Beach for free time: beachcombing, village strolls, or an optional community fishing trip. A farm-to-table dinner celebrates local produce (non-alcoholic fresh juices available).
Meals: Breakfast, Lunch, Dinner
Accomodation: Treasure Beach
After breakfast, travel northeast through cane fields and hills to historic Spanish Town for a short heritage walk around the old square. Continue to Kingston and settle into your hotel. Evening free for live music or a chill rooftop.
Meals: Breakfast
Accomodation: Kingston
Breakfast, then a guided Port Royal tour unveils tales of pirates, earthquakes, and fortifications. Weather/sea permitting, take a small boat to sandy Lime Cay for swims and lazing before returning mid-afternoon.
Meals: Breakfast
Accomodation: Kingston
After breakfast, dip into Kingston’s creative scene—National Gallery or a studio visit—followed by a seafood lunch on the waterfront. Afternoon free for last-minute crafts at the market. Tonight, a festive farewell dinner rounds off the journey.
Meals: Breakfast, Lunch, Dinner
Accomodation: Kingston
Breakfast at the hotel (time permitting). Private transfer to KIN for your homeward flight. Carry new friends, sun-lit memories, and a camera roll full of Jamaica.
Meals: Breakfast
You can adjust this itinerary to suit your preferences, please include any desired changes when submitting your tour request.
Get ready for fifteen sun-splashed days where every bend in the road reveals a new rhythm, mountain mists, clear rivers, heritage towns, and beaches that glow at sunset, all curated by Cheapest Time for maximum experience and value.
Easily modify or change your booking without unexpected fees.
Our team is available anytime to assist you before and during your trip.
We partner only with verified, top-rated providers for trusted quality.
You can simply submit your details through our booking form. Within 24 hours, one of our tour operators will get in touch with you and provide a complete itinerary, including hotel accommodations, flights, and pricing details.
Yes, you can cancel your trip at any time. However, please note that cancellation fees will apply based on how close to the travel date you cancel. The fees vary depending on the time of cancellation, with higher fees for cancellations made closer to the departure date. For full details, please refer to our Cancellation Policy to understand the applicable charges.
At Cheapest Time, our team is always focused on finding the best hotels that offer great value for your money, based on our extensive experience and customer feedback. We select hotels that are comfortable, conveniently located, and provide excellent amenities, ensuring that you enjoy a quality stay without compromising your budget. Whether it’s a 3-star, 4-star, or 5-star accommodation, you can expect a welcoming atmosphere and all the essentials for a pleasant experience.
Yes, you can! We understand that every traveler has unique preferences, and we are happy to assist you in customizing your itinerary. Just let us know your requests, and we’ll handle the rest!
Yes, you can modify the dates of your trip, subject to availability. If you need to change your travel dates after booking, simply contact us, and we will assist you in adjusting the dates according to your needs, keeping in mind any modification policies and potential additional fees.
You may need a visa depending on your nationality and the destination you’re traveling to. Our team can assist you in understanding the visa requirements for your trip and guide you on how to apply if needed. We recommend confirming the requirements well in advance.
After providing your booking details and payment, you will receive a confirmation email with all the details of your trip, including flights, hotels, and activities. You will also be given a reference number that you can use for any inquiries regarding your booking.
No, we do not provide travel insurance as part of our packages. However, we highly recommend that you consider purchasing travel insurance separately to cover unexpected events such as cancellations, medical emergencies, or lost luggage. You can easily obtain travel insurance from various providers, and our team can guide you on how to find the best options for your trip.
The trip does not include all international flights because we want to provide you with the flexibility to choose the most convenient and cost-effective flights based on your departure city and travel preferences. This allows you to select flights that best suit your schedule and budget. If you’d like assistance in booking your international flights, our team is happy to help you find the best options.
