Montego Bay, Jamaica 14-Day Trip Itinerary

MBJ Airport Transfer

Upon arrival at Sangster International Airport (MBJ), enjoy a comfortable private transfer to your hotel in Montego Bay.

Complimentary drink included.

Look for your driver holding a sign with your name. This is a round-trip transfer, so your return is also covered.

Hotel Check-in

Check into the S Hotel Jamaica, known for its authentic Caribbean experience and luxury amenities.

Enjoy the hotel's amenities, pool, and get settled after your journey.

Relax at Doctor's Cave Beach

Unwind at the iconic Doctor's Cave Beach, famous for its calm, clear turquoise waters and pristine white sands, right by your hotel.

The beach is very close to S Hotel Jamaica. Entry fee typically applies (USD 8 for 1 person).

Dinner on the Hip Strip

Explore the vibrant 'Hip Strip' (Gloucester Avenue) for dinner, offering a variety of local and international dining options.

Try some authentic jerk chicken or fresh seafood. Many restaurants offer live music.

Morning Beach & Swim

Enjoy a leisurely morning by the hotel pool or a final swim at Doctor's Cave Beach.

Take advantage of the calm morning waters.

Local Lunch Experience

Savor authentic Jamaican cuisine at a local eatery off the main tourist path.

Ask hotel staff for their favorite local spots for an authentic taste of Jamaica. Estimated cost: USD 15-25 for 1 person.

Craft Market Exploration

Visit the local craft markets to find unique souvenirs, handmade goods, and local art.

Be prepared to haggle for the best prices. It's a great place to experience local life.

Sunset Dinner with a View

Enjoy a beautiful sunset dinner at a restaurant overlooking the Caribbean Sea.

Many restaurants offer stunning views and a relaxed atmosphere. Reservations recommended for prime sunset spots.

Blue Hole & Secret Falls Tour

Embark on a private, customized tour from Montego Bay to the stunning Blue Hole/Secret Falls, renowned for its vibrant blue waters, cliff jumping, and rope swings.

Entrance fees and transportation are included.

Wear comfortable swimwear and water shoes. Be ready for an exhilarating experience! This tour includes entrance fees and private transportation.

Relaxed Dinner

Enjoy a casual dinner at your hotel or a nearby restaurant after an adventurous day.

Perfect for unwinding after a day of exploration.

OceanShoot Jamaica

Experience a unique 'flying dress' photoshoot where it looks like you are standing on top of the ocean waters.

Capture stunning and memorable vacation photos.

A new vision for Caribbean photography. Booking is essential.

Lunch at a Beachfront Cafe

Enjoy a relaxing lunch at a charming beachfront cafe in Montego Bay, soaking in the views.

Great opportunity to try more fresh seafood or a classic Jamaican patty. Estimated cost: USD 20-30 for 1 person.

Afternoon Pool Relaxation

Spend the afternoon unwinding by the pool at your hotel, enjoying the Jamaican sun.

Relax and recharge after your photoshoot and before the evening activities.

Evening Stroll & Dinner

Take an evening stroll along the Hip Strip and choose from a variety of restaurants for dinner.

Enjoy the lively evening atmosphere and perhaps some local entertainment.

Visit Sam Sharpe Square & Market

Explore Sam Sharpe Square, a historical landmark, and the bustling local market to experience daily Jamaican life and perhaps find last-minute souvenirs.

Engage with local vendors and learn about Jamaican produce and goods. It's a vibrant cultural experience.

Leisurely Brunch

Enjoy a relaxed brunch, perhaps trying a different local spot or enjoying the hotel's offerings.

A good opportunity to reflect on your Montego Bay experiences.

Free Afternoon & Packing

Enjoy some free time for last-minute souvenir shopping, a final dip in the pool, or simply relax before preparing for your departure to the next destination (Ocho Rios).

This afternoon is designed for flexibility and preparing for the next leg of your journey.

Farewell Dinner in Mobay

Enjoy a final dinner in Montego Bay, celebrating the start of your Jamaican adventure.

Consider a restaurant you particularly enjoyed or try a new one for a memorable last meal in the city.

Private Transfer to Ocho Rios

Enjoy a comfortable private transfer from Montego Bay to your accommodation in Ocho Rios, taking in the scenic coastal views along the way.

Your driver will ensure a smooth journey.

Hotel Check-in & Settle

Check into the luxurious Jamaica Inn, a legendary boutique resort known for its elegant charm and serene beachfront.

Take some time to relax and get acquainted with your room and the resort's amenities.

Blue Hole & Dunn's River Falls Tour

Embark on a full-day tour combining two of Jamaica's most iconic natural attractions.

Climb the terraced waterfalls of Dunn's River Falls and then visit the stunning, vibrant Blue Hole for jumping and swimming in its surreal waters.

Wear water shoes for climbing the falls and swimwear. This tour includes entrance fees. Product Code: 85684P3

Dinner at a Local Restaurant

Enjoy a delicious dinner at a local restaurant in Ocho Rios, sampling authentic Jamaican cuisine after your adventurous day.

Ask your hotel for recommendations or try a spot along Main Street for casual dining.

White River Tubing Adventure

Experience the thrill of tubing down the scenic White River, navigating gentle rapids and enjoying the lush tropical scenery.

A refreshing and fun adventure.

Various local operators offer this tour. Wear swimwear and apply sunscreen. It's a great way to cool off and see more of Jamaica's natural beauty.

Lunch in Ocho Rios

Grab a casual lunch at a local eatery, perhaps trying some jerk chicken or fresh seafood.

Many roadside stands and small restaurants offer delicious and authentic Jamaican food.

Konoko Falls & Park Visit

Explore Konoko Falls and Park, a beautiful botanical garden with a series of smaller, climbable waterfalls, a mini zoo, and a rich history of the Taino Indians.

Easier to climb than Dunn's River, offering a more intimate experience. Don't forget your camera for stunning photos!

Dinner at Resort

Enjoy a relaxed dinner at one of the exquisite dining options within Jamaica Inn, savoring gourmet cuisine in a beautiful setting.

The resort offers fine dining with fresh, local ingredients and impeccable service.

Mystic Mountain Adventure Park

Ascend through the rainforest canopy on the SkyExplorer chairlift for panoramic views, then brave the famous Bobsled Jamaica ride, or zip-line through the trees for an adrenaline rush. Options include a hummingbird garden and infinity pool.

Book tickets in advance. You can choose individual attractions or an all-inclusive package. Wear comfortable clothes and closed-toe shoes.

Lunch in Ocho Rios Town

Enjoy a casual lunch in the bustling town of Ocho Rios, perhaps at a local restaurant or a beachside grill.

Plenty of options around the main shopping areas.

Ocho Rios Craft Market

Wander through the vibrant Ocho Rios Craft Market, where local artisans sell handmade crafts, wood carvings, jewelry, and souvenirs. Practice your bargaining skills!

A great place to find unique gifts and support local artists. Be prepared for friendly vendors.

Evening Stroll & Relaxation

Take a leisurely stroll along the beach or relax at your resort after a day of adventure and shopping.

Enjoy the evening breeze and beautiful Jamaican sunset.

Fine Dining Experience

Indulge in a special dinner at one of Ocho Rios's top restaurants, enjoying a sophisticated meal and ambiance.

Reservations might be recommended for popular spots, especially on a Saturday night.

Relax at James Bond Beach

Spend a relaxing morning at James Bond Beach, a picturesque cove known for its clear waters and connection to Ian Fleming.

Enjoy swimming, sunbathing, and the serene atmosphere.

Entrance fee may apply. Grab a cocktail from the bar and enjoy the beautiful surroundings. It's a bit outside the main town but worth the short drive.

Beachside Lunch

Enjoy a casual lunch at a restaurant or snack bar located near James Bond Beach.

Perfect for a light meal with ocean views.

Shaw Park Botanical Gardens

Immerse yourself in the lush beauty of Shaw Park Botanical Gardens, featuring a stunning array of tropical plants, flowers, and a magnificent waterfall cascading into the sea.

A tranquil escape and a great spot for nature lovers and photographers. Wear comfortable walking shoes.

Sunset Cocktails

Enjoy a pre-dinner cocktail at your resort or a beachfront bar, watching the sunset over the Caribbean Sea.

A perfect way to unwind and reflect on your trip.

Casual Dinner Out

Have a relaxed dinner at a restaurant of your choice in Ocho Rios, perhaps trying a different local spot.

Explore the various dining options, from casual to upscale.

Jamaican Cooking Class

Participate in a hands-on Jamaican cooking class, learning to prepare traditional dishes like jerk chicken, ackee and saltfish, or callaloo.

Enjoy the fruits of your labor for lunch!

A fantastic cultural immersion and a delicious way to spend your morning. Book in advance. Various resorts or local chefs offer this experience.

Leisure & Last-Minute Shopping

Enjoy some free time for last-minute souvenir shopping or a relaxing moment by the pool before preparing for your next destination.

Pick up any gifts or personal items you might have missed earlier.

Quick Lunch

Grab a quick and easy lunch before heading back to the resort to pack.

A light meal before your transfer.

Pack & Prepare for Negril

Return to your accommodation to pack your belongings and prepare for your transfer to Negril, the next stop on your Jamaican journey.

Ensure you have everything ready for your check-out tomorrow and transfer.

Farewell Dinner in Ocho Rios

Enjoy a final dinner in Ocho Rios, celebrating your time here and looking forward to the next leg of your adventure in Negril.

Choose your favorite local spot or enjoy the last meal at your beautiful resort.

Travel to Negril

Enjoy a scenic drive along the coast from Ocho Rios to Negril, anticipating the beautiful beaches and relaxed vibe of your next destination.

Hotel Check-in & Settle In

Check into your chosen beachfront hotel in Negril, unpack, and take some time to relax and get acquainted with your new surroundings.

Relax at Seven Mile Beach

Spend your afternoon unwinding on the famous Seven Mile Beach.

Enjoy the soft white sand, calm turquoise waters, and soak up the Jamaican sun.

Dinner with Ocean Views

Enjoy a delicious dinner at one of the many beachfront restaurants along Seven Mile Beach, savoring fresh seafood and local dishes.

Tour to Black River and YS Falls

Embark on an immersive full-day tour to experience two of Jamaica's natural wonders: the majestic YS Falls and the fascinating Black River Safari.

Explore lush landscapes, swim in natural pools, and spot crocodiles on the river.

This tour includes transportation from Negril and entrance fees. Wear comfortable shoes and swimwear. Bring a towel and sunscreen.

Sunset at Rick's Cafe

Head to the iconic Rick's Cafe on the West End cliffs of Negril.

Enjoy breathtaking sunset views, watch daring cliff divers, and relax with a refreshing drink and live music.

Arrive early to get a good spot for the sunset. You can also swim in the cove below the cliffs.

Morning Beach Walk & Swim

Start your day with a leisurely walk along Seven Mile Beach, followed by a refreshing swim in the warm Caribbean Sea.

Optional Water Sports

Engage in some optional water activities like snorkeling, paddleboarding, or kayaking available directly from the beach.

Authentic Jamaican Lunch

Savor a casual Jamaican lunch at a local eatery, perhaps trying jerk chicken or fresh fish from a beachside vendor.

Visit Negril Lighthouse

Take a short trip to the historic Negril Lighthouse for panoramic views of the coastline and surrounding areas.

It's a great photo opportunity.

There's often a small fee to climb to the top.

Farewell Dinner

Enjoy a special farewell dinner at a highly-rated restaurant, reflecting on your Jamaican adventures.

Consider a restaurant on the West End cliffs for a different ambiance.

Last Jamaican Breakfast

Enjoy one final delicious Jamaican breakfast, perhaps ackee and saltfish, before preparing for your departure.

Last-Minute Souvenir Shopping

Grab any last-minute gifts or souvenirs from local shops in Negril to remember your amazing trip to Jamaica.

Hotel Check-out

Complete your check-out process from the hotel.

Transfer to Montego Bay Airport (MBJ)

Depart from Negril by private transfer to Sangster International Airport (MBJ) in Montego Bay for your international flight back to Milan.