Unforgettable 14-Day Itinerary in Jamaica: Culture, Beaches & Adventure

Day 1: Arrive in Montego Bay

Montego Bay, Jamaica

10:00AM

Arrival at Sangster International Airport

Touch down in Montego Bay and soak in that warm island breeze.
Take a taxi to your hotel or a rental car service in the airport.
USD30, 1 hour

12:00PM

Lunch at The Pelican Grill

Enjoy authentic Jamaican cuisine with a view of the bay.
Drive approximately 10 minutes to The Pelican Grill.
USD20, 1.5 hours

2:00PM

Relax at Doctor's Cave Beach

Unwind on one of Jamaica's most famous beaches, known for its crystal-clear waters.
A short 5-minute drive from the grill.
USD6, 3 hours

6:00PM

Dinner at Marguerite's

Indulge in fine dining with fresh seafood and a stunning sunset.
About 15 minutes from the beach.
USD40, 2 hours
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Day 2: Explore Negril

Negril, Jamaica

8:00AM

Breakfast at The Boardwalk Village

Start your day with a hearty Jamaican breakfast overlooking the ocean.
Drive 1.5 hours to Negril.
USD15, 1 hour

9:30AM

Visit the Negril Lighthouse

Climb to the top of this historic lighthouse for breathtaking views.
A short 10-minute drive from breakfast.
USD5, 1 hour

11:00AM

Take a Snorkeling Tour

Dive into the vibrant underwater world of Negril's coral reefs.
Meet at the beach; tour usually includes transportation.
USD50, 3 hours

3:00PM

Relax at 7 Mile Beach

Soak up the sun or engage in beach activities along the iconic beach.
Walk from the snorkeling spot.
Free, 3 hours

6:00PM

Dinner at the Rockhouse Restaurant

Experience a culinary delight with a focus on local ingredients.
Drive a short 15 minutes from the beach.
USD35, 2 hours
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Day 3: Adventure in Negril

Negril, Jamaica

8:00AM

Breakfast at Rick's Cafe

Enjoy breakfast at the famous cliffside bar with a lively atmosphere.
5-minute drive from your hotel.
USD12, 1 hour

9:30AM

Cliff Diving at Rick's Cafe

Take the plunge into the beautiful Caribbean Sea!
Same location, no travel required.
Free, 1 hour

11:00AM

Relax at Treasure Beach

Enjoy a quieter beach experience away from the tourist crowds.
Drive 40 minutes south.
Free, 3 hours

2:00PM

Lunch at Jerk Hut

Grab some delicious jerk chicken for an authentic Jamaican bite.
Eat at a local cafe near the beach.
USD10, 1 hour

4:00PM

Visit YS Falls

Experience natural beauty with cascading waterfalls and swimming opportunities.
30-minute drive from Treasure Beach.
USD20, 2.5 hours

7:00PM

Dinner at the YS Falls Restaurant

Enjoy a mix of local dishes and fresh produce at this riverside eatery.
Same location.
USD15, 1.5 hours
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Day 4: Seven Mile Beach & Ocho Rios

Ocho Rios, Jamaica

8:00AM

Breakfast at your hotel

Fuel up with a breakfast buffet before hitting the road.
No travel required.
Included, 1 hour

9:00AM

Travel to Ocho Rios

Drive to Ocho Rios, known for its stunning beaches and local culture.
Just over 1.5 hours via coastal Rd.
Gas USD15, 1.5 hours

10:30AM

Dunn's River Falls

Climb the iconic waterfalls and take a refreshing dip in the natural pools.
Directly from your car upon arrival in Ocho Rios.
USD25, 2 hours

1:00PM

Lunch at The Ruins Restaurant

Dine surrounded by waterfalls and lush gardens.
Short drive from Dunn's River.
USD30, 1.5 hours

3:00PM

Relax at James Bond Beach

Chill out in the sun and maybe catch a film referencing the beach.
Drive 25 minutes from lunch.
Free, 3 hours

6:00PM

Dinner at Miss T's Kitchen

Enjoy a causal dining experience with traditional Jamaican dishes.
5-minute drive from the beach.
USD25, 1.5 hours
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Day 5: Adventure to the Blue Mountains

Blue Mountains, Jamaica

8:00AM

Breakfast at Blue Mountain Coffee Company

Savor the famous Blue Mountain coffee paired with a local breakfast.
Drive 1.5 hours to reach the coffee plantation.
USD15, 1 hour

9:30AM

Blue Mountain Hiking Tour

Join a guided hike through lush trails and breathtaking views.
Transport provided by tour company.
USD50, 4 hours

1:30PM

Lunch at Pineapple Place

Enjoy freshly prepared meals with a view of the mountains.
Part of the hiking excursion—often included.
USD10, 1 hour

3:00PM

Explore the coffee plantation

Learn about coffee cultivation and sample local brews.
Directly after lunch.
USD10, 2 hours

5:00PM

Return to Kingston

Head back to Kingston for the evening.
Drive 1.5 hours back.
Gas USD15, 1.5 hours

7:00PM

Dinner at The Mango Tree

Finish your day with traditional dishes in a cozy setting.
Drive a short 10 minutes from hotel.
USD25, 1.5 hours
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Day 6: Sightseeing in Kingston

Kingston, Jamaica

8:00AM

Breakfast at the hotel

Enjoy a varied offering of local and international morning dishes.
No travel required.
Included, 1 hour

9:00AM

Visit Bob Marley Museum

Explore the life and legacy of reggae's legendary icon.
Drive 15 minutes to the museum.
USD25, 1.5 hours

11:00AM

National Gallery of Jamaica

Admire local art and historic exhibitions within this vibrant museum.
Drive 15 minutes from the Bob Marley Museum.
USD15, 2 hours

1:00PM

Lunch at Devon House

Famous for its ice cream, enjoy a meal here amidst historical architecture.
5 minutes away from the gallery.
USD20, 1.5 hours

3:00PM

Tour of Hope Gardens

Stroll through beautifully landscaped gardens and enjoy peaceful surroundings.
5 minutes drive from lunch.
Free, 2 hours

5:00PM

Dinner at Gloria's Restaurant

Dine on delectable seafood and Jamaican specialties by the waterfront.
10-minute drive from the gardens.
USD30, 2 hours
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Day 7: Coastal Port Antonio

Port Antonio, Jamaica

8:00AM

Breakfast at The Veranda Restaurant

Start your day with a hearty breakfast featuring local ingredients.
No travel required.
Included, 1 hour

9:00AM

Visit the Blue Lagoon

Discover the stunning natural beauty of this iconic lagoon.
Drive 30 minutes from your hotel.
Free, 2 hours

11:00AM

Explore Frenchman's Cove

Relax on this picturesque beach known for its serene beauty.
Short drive from the lagoon.
USD5, 2 hours

1:00PM

Lunch at Shirley's Restaurant

Savor local flavors with an emphasis on fresh seafood.
5-minute drive from the beach.
USD20, 1.5 hours

3:00PM

Visit the San San Beach

Enjoy a relaxing afternoon on the gentle sands and crystal waters.
3-minute drive from lunch.
Free, 3 hours

6:00PM

Dinner at The Italian Job

Indulge in Italian cuisine with a Caribbean twist at this cozy eatery.
Short drive from the beach.
USD25, 1.5 hours
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Day 8: Adventure in Port Antonio

Port Antonio, Jamaica

8:00AM

Breakfast at your hotel

Enjoy a filling breakfast with a mix of local and international options.
No travel required.
Included, 1 hour

9:00AM

Visit the Blue Mountains National Park

Take in the stunning views and enjoy hiking in this beautiful national park.
Drive 1 hour to the park.
Free, 3 hours

12:00PM

Lunch at The Italian Job

Return for another delightful lunch featuring classic pasta a la Italiana.
Drive back to Port Antonio.
USD20, 1.5 hours

2:00PM

Boat Tour of the Rio Grande

Experience the beauty of the Jamaican rainforest from the river.
Meet at the tour starting point in Port Antonio.
USD35, 3 hours

5:00PM

Relax at the beach

End the day soaking up the sun on the beach.
20-minute drive from the tour.
Free, 2 hours

7:00PM

Dinner at The Boston Jerk Centre

Finish your day with some of the best jerk chicken in Jamaica.
Drive back to the center.
USD15, 1.5 hours
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Day 9: Discover Treasures of Treasure Beach

Treasure Beach, Jamaica

8:00AM

Breakfast at your hotel

Enjoy a delicious breakfast with local specialties.
No travel required.
Included, 1 hour

9:00AM

Relax at Treasure Beach

Spend the morning enjoying sun, sand, and sea at this expansive beach.
Walk to the beach.
Free, 3 hours

12:00PM

Lunch at Jerkies Restaurant

Indulge in authentic jerk chicken served right by the sea.
Short walk from the beach.
USD15, 1 hour

1:00PM

Visit Pelican Bar

Take a short boat ride to this famous bar on stilts in the ocean.
Boat rides leave from Treasure Beach.
USD20, 3 hours

4:00PM

Enjoy sunset at the beach

Embrace the gorgeous colors of the Jamaican sunset from the shore.
Return from the bar.
Free, 2 hours

6:00PM

Dinner at The Birdhouse

Savour local seafood and Jamaican dishes at this iconic eatery.
A short 10-minute drive from your hotel.
USD25, 1.5 hours
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Day 10: Relaxing on the South Coast

South Coast, Jamaica

8:00AM

Breakfast at your hotel

Fuel up with a hearty breakfast before setting out for the day.
No travel required.
Included, 1 hour

9:00AM

Visit the Treasure Beach Resort

Relax and enjoy the beach amenities.
Drive 30 minutes from your hotel.
Free, 4 hours

1:00PM

Lunch at Jack Sprat Restaurant

Enjoy a casual beachside lunch with fresh local seafood.
5 minutes from the resort.
USD20, 1.5 hours

2:30PM

Spa Treatment at the Resort

Unwind and pamper yourself with a spa treatment overlooking the sea.
Stay at the resort.
USD60, 2 hours

5:00PM

Return to your hotel

Enjoy the peaceful journey back to your lodging.
30-minute drive back.
Gas USD5, 30 minutes

6:00PM

Dinner at The Fish Hut

Finish your day with fresh catches and local dishes.
Drive from your hotel.
USD25, 1.5 hours
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Day 11: Cultural Exploration in Falmouth

Falmouth, Jamaica

8:00AM

Breakfast at your hotel

Start your day with a satisfying breakfast featuring local treats.
No travel required.
Included, 1 hour

9:00AM

Visit Historic Falmouth

Discover the colonial architecture and rich history of this charming town.
Short drive into the town.
Free, 2 hours

11:00AM

Explore Falmouth Cruise Port

Take in the vibrant atmosphere around the bustling cruise port.
Less than 5 minutes from historic town centre.
Free, 2 hours

1:00PM

Lunch at Shubh Restaurant

Enjoy variety in Jamaican cuisine with options inspired by Indian flavors.
5-minute drive from the port.
USD20, 1.5 hours

3:00PM

Tour of the local market

Experience the local flavors and crafts at the bustling market.
Short drive from lunch.
Free, 1.5 hours

5:00PM

Dinner at the Royal Caribbean Restaurant

Experience a mix of Caribbean flavors in a cozy atmosphere.
5-minute drive from the market.
USD25, 2 hours
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Day 12: Last day in Montego Bay

Montego Bay, Jamaica

8:00AM

Breakfast at your hotel

Savor your last Jamaican breakfast before your departure.
No travel required.
Included, 1 hour

9:00AM

Last-minute shopping at Half Moon Shopping Village

Pick up some souvenirs and treasures to remember your trip.
Drive 15 minutes from your hotel.
Free, 2 hours

11:00AM

Lunch at The Houseboat Grill

Enjoy a unique dining experience on the water.
Drive 10 minutes from shopping.
USD30, 1.5 hours

1:00PM

Relax at the beach

Unwind and soak in the sun one last time before departure.
Return to the beach area.
Free, 2 hours

3:00PM

Prepare for departure

Check out of your hotel and get ready for the airport.
Drive to Sangster International Airport.
USD25, 30 minutes
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Day 13: Bonus Experience: Explore Jamaican Culture

Montego Bay, Jamaica

10:00AM

Breakfast at the hotel

Enjoy a leisurely breakfast as you reflect on your amazing journey.
No travel required.
Included, 1 hour

11:00AM

Visit the Rafting on the Martha Brae River

Experience the tranquil beauty of Jamaica with a rafting adventure.
Drive to the rafting starting point.
USD35, 2 hours

1:00PM

Lunch at Olde Jamaica Cookshop

Enjoy authentic Jamaican dishes with a rustic flair.
Drive from the rafting location.
USD20, 1.5 hours

3:00PM

Visit the Green Grotto Caves

Discover the serene underground world of the historic caves.
Drive 30 minutes from lunch.
USD30, 2 hours

5:00PM

Dinner at The Pork Pit

Experience renowned barbecue in a casual, fun atmosphere.
Drive 15 minutes back to your hotel.
USD15, 1.5 hours
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Day 14: Departure Day

Montego Bay, Jamaica

8:00AM

Final Breakfast at the Hotel

Relish a final taste of Jamaican cuisine before you leave.
No travel required.
Included, 1 hour

9:00AM

Last-minute packing and farewell

Pack up those beautiful memories and souvenirs.
No travel required.
Free, 1 hour

10:00AM

Check-out and depart for the airport

Ensure to arrive at the airport with enough time before your flight.
Drive to Sangster International Airport.
USD25, 30 minutes
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