5-Night All-Inclusive Jamaica Getaway from Birmingham: Exploring Montego Bay & Negril with Adventure, Culture, and Relaxation

Day 1: Arrival & Relax

Montego Bay, Jamaica on July 20, 2025

3:00pm

Arrival at Sangster International Airport

Arrive in Montego Bay and use the resort's airport transfer to reach the all-inclusive resort easily.
Included with resort, 1h0m

4:30pm

Check-in at Holiday Inn Resort Montego Bay

Stay at this family-friendly all-inclusive resort with multiple pools, beach access, and nightly entertainment. It is highly rated for value and amenities with airport transfer included. The resort features water sports, fitness, spa, and cultural activities. Perfect for a mix of adventure and chill.
Approx. USD 400 per night for 2 adults, Immediate

6:00pm

Dinner at Seagrape Terrace

Enjoy a casual beachfront dinner with Jamaican and international dishes in a relaxed setting right inside the resort.
Included in resort package, 1h30m

8:00pm

Evening Entertainment

Experience the resort's live music, cultural shows, or DJ parties to get introduced to Jamaica’s vibrant nightlife.
Included, 2h
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Day 2: Adventure & Culture

Montego Bay, Jamaica on July 21, 2025

7:30am

Breakfast at Sunken Ship

Start your day at the resort’s buffet breakfast with tropical fruits, fresh juices, and Jamaican specialties like ackee and saltfish.
Included, 1h

9:00am

Excursion to Rose Hall Great House

Tour this historic plantation estate and learn about its ghost stories and colonial history, a rich part of Jamaican culture. Opens at 9am.
USD 25, 2h

12:00pm

Lunch at Scotchies Jerk Center

Enjoy authentic Jamaican jerk chicken and pork at this famous local spot about 15 minutes from the resort.
Approx. USD 15 per person, 1h

2:00pm

Chill Beach Time at Doctor’s Cave Beach

Relax on the renowned white sandy beach with calm, clear waters just a short drive from the resort. Opens 8am to 5pm.
USD 6 entry fee, 2h30m

5:00pm

Return to Resort & Refresh

Freshen up and rest before dinner.
Included, 1h

7:00pm

Dinner at Mystic Thai

Dine at the resort’s specialty Thai restaurant offering flavorful, well-crafted dishes in a romantic setting.
Included, 1h30m

9:00pm

Evening Pool Party

Join in a lively poolside party hosted by the resort, featuring DJs and drinks for a fun night out without leaving the property.
Included, 2h
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Day 3: Transfer & Beach Chill

Negril, Jamaica on July 22, 2025

8:00am

Breakfast and Check-out from Montego Bay Resort

Enjoy a last resort breakfast before checking out for transfer to Negril.
Included, 1h

10:00am

Transfer to Negril (approx. 1.5 - 2 hours)

Travel along the scenic coastal road from Montego Bay to Negril. Airport transport inclusion can assist with luggage and comfort.
Included or approx. USD 60 for private shuttle if switching resorts, 2h

12:30pm

Check-in at Royalton Negril All-Inclusive

Stay at this upscale resort with extensive amenities including large pools, water park, fitness center, multiple dining options, and nightly entertainment.
Approx. USD 350 per night for 2 adults, Immediate

1:00pm

Lunch at The Pantry

This main buffet restaurant at the resort serves a variety of international and Jamaican dishes for a relaxed midday meal.
Included, 1h

2:30pm

Beach time at Seven Mile Beach

Enjoy the stunning long beach known for its white sand and crystal-clear water directly accessible from the resort.
Free access, 3h

6:00pm

Sunset Walk and Drinks

Take a casual stroll along the beach during sunset and enjoy tropical cocktails at the beachside bar.
Included, 1h

7:30pm

Dinner at Medallion Restaurant

Try gourmet international cuisine at this elegant on-site restaurant with a relaxed atmosphere perfect after a beach day.
Included, 1h30m
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Day 4: Culture & Local Scene

Negril, Jamaica on July 23, 2025

8:00am

Breakfast at Medallion Buffet

Enjoy a varied spread including fresh tropical fruit, baked goods, and Jamaican specials to start your day.
Included, 1h

9:30am

Excursion to Mayfield Falls

Visit this lush nature reserve with easy hiking and beautiful waterfalls; a refreshing alternative to snorkeling/scuba. Open 9am to 5pm.
USD 25 per person, 3h

1:00pm

Lunch at Pushcart Restaurant & Rum Bar

Taste creative Caribbean cuisine and sample local rums in a vibrant downtown Negril setting.
Approx. USD 20-25 per person, 1h30m

3:00pm

Return to Resort & Pool Relaxation

Unwind at the resort pool or enjoy spa treatments (optional extra) to relax after the excursion.
Included for pool; spa extra, 2h

6:00pm

Sunset at Rick’s Cafe

Famous for its cliff diving and stunning sunsets, Rick’s Cafe is a must-see with live music and a lively atmosphere.
Free entry, food and drinks extra, 2h

8:30pm

Dinner at Chill Restaurant

Casual dining with excellent seafood and local dishes, near Rick’s Cafe, perfect after sunset watching.
Approx. USD 25-30 per person, 1h30m
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Day 5: Party & Foodie Day

Negril, Jamaica on July 24, 2025

8:30am

Breakfast at The Pantry

Enjoy a leisurely breakfast buffet with diverse options to fuel a busy day.
Included, 1h

10:00am

Day at leisure with resort amenities

Partake in water sports such as kayaking or paddleboarding, or relax by the pool. The resort also offers dance classes and cultural demonstrations. No snorkeling or scuba needed.
Included, 3h

1:00pm

Lunch at Beach Grill

Enjoy grilled specialties and Caribbean flavors at this casual beachside restaurant within the resort.
Included, 1h

3:00pm

Explore Local Markets

Visit Negril Craft Market to buy souvenirs, local rum, and handmade jewelry offering a taste of Jamaican culture and artistry.
Free, shopping optional, 2h

6:30pm

Return to resort & freshen up

Prepare for the final night party.
Included, 1h

8:00pm

Final Dinner & Party Night

Enjoy a themed dinner and nightlife event at the resort featuring DJs, dancing, and a lively atmosphere to celebrate your last night in Jamaica.
Included, 3h
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Day 6: Departure Day

Negril to Birmingham on July 25, 2025

7:00am

Breakfast and check-out

Enjoy a final breakfast at the resort before preparing for departure.
Included, 1h

9:00am

Airport transfer to Montego Bay (1.5 - 2h drive)

Private shuttle or resort transfer to Sangster International Airport for the flight home.
Included or approx. USD 60 for shuttle, 2h

12:00pm

Flight back to Birmingham, AL

Depart Jamaica with wonderful memories of a culturally rich, adventurous, and relaxing vacation.
Flight cost not included, Varies by flight
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