30-day Exploration of Montego Bay, Portland, and Kingston Itinerary

Start your day with a visit to Appleton Estate for a tour of the famous rum distillery. Learn about the rum-making process and enjoy a tasting session. After the tour, have a delicious lunch at Scotchies, known for its authentic Jamaican jerk chicken.

After lunch, head to YS Falls for a refreshing dip in the cascading waterfalls. Spend the afternoon swimming, rope swinging, and enjoying the natural beauty of the falls.

In the evening, experience the vibrant nightlife of Montego Bay at Margaritaville. Enjoy a delicious dinner and dance the night away at this popular beachfront venue.

Start your day with a visit to Rastafari Indigenous Village to learn about the Rastafarian culture and way of life. Participate in drumming sessions, learn about herbal medicine, and enjoy a traditional Ital lunch.

Afterward, visit Hip Strip for shopping and exploring local boutiques. Enjoy a late lunch at Mystic Thai and savor their delicious Thai cuisine.

In the evening, head to Montego Bay Craft Market to browse through handmade crafts and souvenirs. Enjoy dinner at The Pork Pit and indulge in their mouthwatering jerk pork.

Start your day with a visit to a local weed farm for a tour and educational experience. Learn about the cultivation process and the history of cannabis in Jamaica.

After the weed farm tour, head to Lover's Leap for breathtaking views of the coastline. Enjoy a picnic lunch while taking in the scenery. Afterward, visit Pelican Bar, a unique bar located on a sandbar in the middle of the ocean.

In the evening, have dinner at The Pelican Restaurant and savor their delicious seafood dishes. After dinner, enjoy a relaxed evening at Groovy Grouper Beach Bar and Grill with live music and beach vibes.

Start your day with a visit to Frenchman's Cove, a stunning beach surrounded by lush greenery. Relax on the white sand and swim in the crystal-clear waters.

Afterward, take a slow-paced rafting trip on the Rio Grande river. Enjoy the serene surroundings and learn about the history of rafting in Jamaica. For lunch, stop at a local jerk center and savor the authentic flavors of Jamaican jerk cuisine.

In the evening, check into a cozy guesthouse in Portland and enjoy a delicious dinner prepared with fresh local ingredients.

Start your day early and embark on a guided hike in the Blue Mountains. Enjoy the breathtaking views and learn about the local flora and fauna. Stop for a picnic breakfast along the way.

After the hike, take a thrilling bicycle tour through the Blue Mountains. Enjoy the scenic route and the cool mountain air. For lunch, stop at Cafe Blue for a delicious meal with panoramic views.

In the evening, relax and unwind at Sharkeez Tiki Bar with refreshing cocktails and beachfront views.

Start your day with a visit to Charles Town Maroon Village to learn about the rich history and culture of the Maroons. Participate in traditional drumming and dancing sessions.

Afterward, embark on a thrilling river rafting adventure on the Rio Grande river. Enjoy the adrenaline rush as you navigate the rapids and take in the beautiful scenery.

In the evening, have dinner at a local riverside restaurant and savor the flavors of Jamaican cuisine. Enjoy live music performances and immerse yourself in the vibrant atmosphere.

Spend the mornings exploring the hidden gems of Portland, such as secluded beaches, hidden waterfalls, and local markets. Enjoy breakfast at different local cafes and try traditional Jamaican dishes.

In the afternoons, engage in various activities like snorkeling, kayaking, hiking, or simply relaxing on the beach. Enjoy lunch at beachfront restaurants and savor fresh seafood.

In the evenings, discover the local nightlife scene with live music performances, beach parties, and cultural events. Indulge in delicious dinners at local restaurants and experience the vibrant atmosphere of Portland.

Start your day with a visit to Trench Town, the birthplace of reggae music. Explore the neighborhood and learn about its rich musical history. Enjoy breakfast at a local cafe.

Afterward, visit National Heroes Park and Devon House. For lunch, try the mouthwatering dishes at Sugar Mill Restaurant.

In the evening, experience the vibrant nightlife of Kingston at Marguerites Seafood by the Sea. Enjoy a delicious dinner with the sound of the waves crashing in the background. Afterward, head to Club Kingston Airport Lounge to relax before your departure.