Follow the Guide.
Find the Real Jamaica.
Paid local tour guides and event escorts for travelers who want more than a resort. Every price includes secure transport and a guide with vast local knowledge.
Every price includes:
Local Knowledge
Beyond what any map shows you
Safe & Trusted
Vetted guides, every time
Transport Included
Secure private transport always
Personalised
Your schedule, your group
Tour Guides
Handpicked local guides who know every trail, waterfall, and hidden gem. All tours are paid and available year-round.
Negril Day Tour
Explore Jamaica's most iconic beach strip. Your guide takes you to Seven Mile Beach, Rick's Café cliff jumping, and top local spots — all in one day.
- ✓ Seven Mile Beach
- ✓ Rick's Café
- ✓ Local lunch stop
- ✓ Sunset views
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Ocho Rios & Dunns River Tour
Climb the famous Dunns River Falls, cruise through fern gully, and soak up Ocho Rios with a knowledgeable local guide by your side.
- ✓ Dunns River Falls
- ✓ Fern Gully
- ✓ Shopping village
- ✓ Scenic drive
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Montego Bay City Tour
Discover MoBay's history, culture, and hidden gems. Visit the Hip Strip, local markets, historical sites, and taste authentic Jamaican street food.
- ✓ Hip Strip
- ✓ Sam Sharpe Square
- ✓ Street food stops
- ✓ Local markets
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Martha Brae River Rafting
Glide down the serene Martha Brae River on a bamboo raft guided by an expert local rafter. A peaceful, uniquely Jamaican experience.
- ✓ Bamboo raft ride
- ✓ Tropical scenery
- ✓ Local guide
- ✓ Photo opportunities
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Farm & Culture Day
Step off the tourist trail and into authentic Jamaican life. Visit local farms, learn about spices and coffee, and connect with real Jamaican culture.
- ✓ Coffee plantation
- ✓ Spice gardens
- ✓ Farm-to-table tasting
- ✓ Cultural stories
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Montego Bay Nightlife Guide
Don't navigate MoBay's nightlife alone. Your local guide takes you to the best spots — beach bars, live music, dancehall, and more.
- ✓ Beach bars
- ✓ Live music venues
- ✓ Dancehall spots
- ✓ Local insider tips
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Event Guides
Jamaica's event scene is legendary. Our event guides handle the logistics so you can focus on having the time of your life.
Reggae Sumfest Guide
Reggae Sumfest is Jamaica's biggest music festival. Your dedicated event guide handles logistics, secures your access, and makes sure you don't miss a beat.
- ✓ VIP area navigation
- ✓ Transport included
- ✓ Insider stage access tips
- ✓ Safety escort
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Per event night
From $240/night
Dream Weekend Guide
The Caribbean's largest fete series. Let your guide handle the chaos so you can enjoy every party, pool bash, and event hassle-free.
- ✓ Event schedule planning
- ✓ Private transport
- ✓ Meet & greet support
- ✓ Group coordination
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Multi-day packages
From $300/day
BritJam Event Guide
One of Jamaica's most popular annual events. Your guide keeps the vibe high and the logistics smooth from start to finish.
- ✓ Event logistics
- ✓ Transport
- ✓ Local tips
- ✓ Group management
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Per event
From $200
Custom Event Escort
Attending a concert, wedding, boat party, or private event? We assign a dedicated guide to keep your group on track and your experience stress-free.
- ✓ Any event type
- ✓ Dedicated guide
- ✓ Transport coordination
- ✓ Flexible hours
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Flexible
Quote on request
Private Personal Guide
A fully dedicated guide assigned exclusively to you and your group. Wherever you want to go, whatever you want to experience — your personal guide makes it happen. Fresh fruit, hidden rivers, private spots locals keep to themselves.
🍍 Fresh-cut fruits, served by your guide
💃 Private secluded rivers — only the locals know
Private Transport
Secure vehicle exclusively for your group, all day
Vast Local Knowledge
Hidden spots, secret rivers, and insider access no tourist map has
Fresh Tropical Fruits
Freshly cut seasonal fruits served throughout your experience
Any Destination
You choose where you go — beach, river, market, waterfall, nightlife
Photo Moments
Your guide knows the best spots and light for incredible photos
Full Day Exclusive
Your guide is yours alone from morning until you're done
Private Personal Guide
Quote on Request
Price depends on duration, destination, and group size. All quotes include secure transport and your dedicated guide. Contact us and we'll build a package around your perfect day.
- ✓ Secure private transport
- ✓ Guide with vast local knowledge
- ✓ All logistics handled
Reserve Your Spot
Fill in your details and we'll confirm availability and send your guide info within 10 minutes.
Already Staying With Us?
Guests at Trips To Paradise get priority guide bookings and exclusive rates. Book your apartment first, add a guide any time.