Blog Detail | Chukka Caribbean Adventures

Planning a weekend getaway to Jamaica? We've got you covered with a carefully curated itinerary that ensures you make the most of your time on this beautiful island. From stunning beaches to cultural experiences and mouth-watering cuisine, here's how to spend a perfect weekend in Jamaica.

Day 1: Arrival and Exploration

Afternoon:

  • Arrival and Check-in: Arrive at your accommodation and settle in. If you're staying at one of the luxurious resorts or charming B&Bs in Montego Bay or Negril, you’ll be in for a treat.
  • Exploration of the Hip Strip: Begin your exploration with a self-guided tour of the Hip Strip in Montego Bay. This vibrant area is filled with shops, cafes, and local attractions, offering a great way to get acquainted with the area.

Evening:

  • Dinner at Coral Cliff: Enjoy a delightful dinner at Coral Cliff, known for its vibrant atmosphere and delicious Jamaican cuisine. Spend the evening here, where you can also enjoy live entertainment and gaming options.

Day 2: Adventure and Relaxation

Morning:

  • Breakfast at Pelican Grill: Start your day with a delicious breakfast at Pelican Grill, where you can try local favorites like ackee and saltfish.
  • Outdoor Adventure at Chukka Ocean Outpost at Sandy Bay: Head to Chukka Ocean Outpost at Sandy Bay for an exciting day of adventure. Enjoy activities like Jamaica's only over-the-ocean zipline, horseback ride 'n' swim, ocean bamboo rafting, ATV safari, catamaran snorkel 'n' party cruise, and mini boat safari.

Afternoon:

  • Lunch at Ocean Outpost: Have a leisurely lunch at Gilly's Bar & Grill, where you can savor local dishes while taking in the stunning ocean views. Spend the afternoon relaxing and enjoying the various amenities at the outpost, including the seaside infinity pool with swim-up bar, over-water gazebo with ocean lounging nets, ocean swings, and Sandy Lane local craft shopping.

Evening:

  • Dinner at Peppa's Cool Spot: After a fun-filled day, enjoy a delightful dinner at Peppa's Cool Spot, where you can savor authentic Jamaican cuisine.
  • Nightlife at Pier One on the Waterfront: Experience the vibrant nightlife at Pier One on the Waterfront, a great place to unwind with live music and entertainment.

Day 3: Exploration and Relaxation

Morning:

  • Brunch at Uncorked West: Have a relaxing brunch at Uncorked West in Montego Bay, known for its cozy atmosphere and delicious menu.
  • Visit Doctor's Cave Beach: Spend your morning at Doctor's Cave Beach, a perfect spot for a leisurely swim or some quiet reflection on the beautiful white sands.

Afternoon:

  • Lunch at Scotchies: Enjoy a flavorful lunch at Scotchies, famous for its delicious jerk pork and chicken.
  • Explore Rose Hall Great House: Take a guided tour of the Rose Hall Great House, learning about its history and the legend of the White Witch of Rose Hall.

Evening:

  • Dinner at Houseboat Grill: Savor a unique dining experience at the Houseboat Grill, known for its exceptional seafood and romantic ambiance.
  • Sunset Sail: End your day with a relaxing sunset sail along the coast. Book this experience with Captain's Watersports to enjoy the stunning views and the tranquil sea.

Day 4: Departure

Morning:

  • Check-out and Farewell: Check out of your accommodation and bid farewell to Jamaica, taking with you wonderful memories of a perfect weekend.