Ultimate 3-Day Montego Bay Itinerary: Best Things to Do & See

Start your adventure at Doctor's Cave Beach. Famous for its crystal-clear turquoise waters and soft white sand, this iconic beach offers excellent swimming, snorkeling, and the perfect spot to soak up the sun while enjoying a refreshing swim.

Doctor's Cave Beach

Head to Scotchies for a classic jerk lunch. This rustic outdoor eatery is beloved by locals and visitors alike for its smoky, spicy jerk chicken and pork, cooked over pimento wood for authentic Jamaican flavor.

Scotchies

Discover Montego Bay’s history at the Sam Sharpe Square. This bustling plaza commemorates national hero Samuel Sharpe and features statues, a museum, and restored Georgian buildings that reveal Jamaica’s colonial past.

Sam Sharpe Square

Enjoy a sunset dinner and live reggae at Pier 1. Sitting right on the water, this lively spot is famous for its seafood, cocktails, and vibrant nightlife with local bands and DJs.

Pier 1

Embark on a river adventure at Martha Brae Rafting. Glide down the lush Martha Brae River on a traditional bamboo raft, guided by a local who shares stories of the region’s folklore and lush flora.

Martha Brae Rafting

Tour the legendary Rose Hall Great House. This historic 18th-century plantation is shrouded in tales of the White Witch, with beautifully restored interiors and panoramic views of the coast.

Rose Hall Great House

For lunch, try The Pelican Grill. This local favorite serves up Jamaican classics like ackee & saltfish and curried goat in a friendly, retro setting overlooking the Hip Strip.

The Pelican Grill

Experience nature’s magic at Glistening Waters Luminous Lagoon. Take a guided night boat tour to see the bioluminescent waters glow neon blue—a rare phenomenon found in only a handful of places worldwide.

Glistening Waters Luminous Lagoon

Begin with a tranquil walk through Ahhh... Ras Natango Gallery and Garden. A hillside oasis filled with exotic plants, hummingbirds, and vibrant local art, this spot offers breathtaking views and creative inspiration.

Ahhh... Ras Natango Gallery and Garden

Relax at Dead End Beach, a hidden gem at the end of the Hip Strip. Watch planes glide overhead as you swim, or simply savor a cold Red Stripe with locals on this unspoiled stretch of sand.

Dead End Beach

For lunch, enjoy a hidden culinary treasure at Houseboat Grill. Floating in Bogue Lagoon, this unique restaurant dishes up fresh seafood and Caribbean cuisine in a romantic, off-the-beaten-path setting.

Houseboat Grill

Wrap up your Montego Bay adventure at The Hip Strip (Gloucester Avenue). This vibrant stretch comes alive at night with reggae bars, street food stalls, colorful shops, and the infectious pulse of Jamaican nightlife.

The Hip Strip