- May 20, 2024
Discover Hidden Caribbean Gems: Best Road Trips from Montego Bay, Kingston & Nassau
Introduction
When travellers think of the Caribbean, they often picture white-sand beaches and resort pools. But with a rental car in hand, you unlock so much more: quiet coastal roads, lush rainforest drives, quaint local towns and panoramic viewpoints. With Esteem Car Rental vehicles available in Montego Bay and Kingston (Jamaica) and Nassau (Bahamas), you’re perfectly set to explore the road less travelled. Here are three memorable drives to add to your itinerary.
1. Jamaica: Montego Bay → Negril → West Coast
Starting in Montego Bay, pick up your car early and head west along Jamaica’s scenic coastline. The drive from Montego Bay to Negril takes you past sugar-cane fields, small coastal villages and stretches of untouched beach.
Stop at the famous Seven Mile Beach in Negril, then continue to the Negril cliffs for sunset. On the way back, explore small local eateries, beach bars and vantage points where you’re far from the typical tourist bus route.
Driving tip: Roads are generally good on the main highway, but watch for local traffic and remember you drive on the left
2. Jamaica: Kingston → Blue Mountains & Portland
If you start in Kingston, consider a drive into the lush Blue Mountains region. After leaving the city, you’ll climb winding roads, pass through coffee plantations and arrive at views above the clouds. From there, drive down toward the island’s east coast (Portland) where beaches are quieter and nature reigns.
This kind of trip suits a vehicle with a little extra power or ground clearance — something we can help arrange.
Tip: Plan time for the ascent, check fuel levels, and arrive while daylight is still strong.
3. Bahamas: Nassau → Paradise Island → Blue Holes & Out-Skirt Excursions
Once you’re in Nassau, the rental car allows you to bypass major resort zones and reach hidden gems. Drive out toward the western parts of New Providence, visit blue-hole lakes inland, or follow coastal roads to beach parking lots less visited.
The freedom to stop where you like, explore small towns, pop into beachside cafés and take detours is what makes this special.
Tip: Navigation is key — some side roads aren’t well-marked. Bring a map or use an offline-map app.
Why having your own car elevates the experience
- You set the pace. Stop when you like. Pause for photos, indulge in local food.
- You step off the beaten path — away from crowded tourist hubs.
You tailor the journey — whether you want a relaxed beach-hop or a challenging mountain drive.
With Esteem Car Rental, you’re provided with a vehicle suited to your route and travel style — and we’ll equip you with local advice on areas worth exploring that typical tours might miss.
Final thoughts
Whether you arrive in Montego Bay, Kingston or Nassau, taking a road trip in your own rental car transforms your trip. Choose your vehicle, map your route, and set off into the heart of each island. And remember — with Esteem Car Rental, you have local support, island-specific vehicle options and a team focused on making your drive unforgettable.