7-Day Jamaica Yacht Charter Itinerary: Western Caribbean Discovery
7 planned days, starting at Montego Bay and finishing at Montego Bay Departure. Stops include Montego Bay, Lucea, Negril, Orange Bay, Green Island and further stops detailed below. Confirm the daily passages and shore plans with your captain before booking.
Cruising region: Caribbean Yacht Charter
Scroll to explore ↓
Plan this charter
- First planned stop
- Montego Bay
- Final planned stop
- Montego Bay Departure
Shore plans to discuss with your crew
- Day 1Doctor's Cave Beach
- Day 1Rose Hall Great House
- Day 1Hip Strip (Gloucester Avenue)
- Day 1Water sports at Cornwall Beach
- Day 2Fort Charlotte
- Day 2Lucea Harbour
Confirm joining and departure ports, yacht availability and the daily passage plan before paying a deposit. The captain decides anchorages and any route changes for weather, sea conditions and local restrictions. Shore venues, marine-park permissions and activity bookings require separate confirmation.
Map connections are schematic, not a navigable passage plan. Distances, safe approaches and passage times must be checked by the captain.
Ask for an itemised quotation covering the charter fee, taxes, APA or package expenses, berth charges and any delivery or redelivery costs.
- DAY 01
Montego Bay
Arrive in Montego Bay, a vibrant city known for its beautiful beaches and lively atmosphere. Settle onto your luxury yacht and enjoy an evening exploring the local scene or relaxing on deck.
- Doctor's Cave Beach
- Rose Hall Great House
- Hip Strip (Gloucester Avenue)
- Water sports at Cornwall Beach
- Anchorage
- Montego Bay Yacht Club
- Dining
- Houseboat Grill
- DAY 02
Lucea
Cruise west to Lucea, a charming, less-developed town with a natural harbour. Explore the historic Fort Charlotte and enjoy the tranquility of this authentic Jamaican community.
- Fort Charlotte
- Lucea Harbour
- Local market exploration
- Snorkelling in nearby coves
- Anchorage
- Lucea Harbour
- Dining
- Local jerk chicken stands
- DAY 03
Negril
Sail to Negril, famous for its Seven Mile Beach and dramatic cliffs. Spend the day swimming, sunbathing, and experiencing the laid-back vibe of this iconic destination.
- Seven Mile Beach
- Rick's Cafe cliff jumping
- Negril Lighthouse
- Sunset viewing from the cliffs
- Anchorage
- Long Bay, Negril
- Dining
- Ivan's Bar & Restaurant at Catcha Falling Star
- DAY 04
Orange Bay
A short cruise brings you to the quieter shores of Orange Bay, offering pristine waters and a more secluded experience. Enjoy water sports or simply relax on the uncrowded sands.
- Secluded beach relaxation
- Kayaking and paddleboarding
- Bird watching
- Beachcombing for shells
- Anchorage
- Orange Bay
- Dining
- Yacht chef prepared barbecue
- DAY 05
Green Island
Head back east towards Green Island, a tranquil area known for its lush vegetation and calm waters. It’s an ideal spot for paddleboarding and enjoying the natural surroundings.
- Exploring the coastline by dinghy
- Snorkelling in clear waters
- Relaxing on quiet beaches
- Experiencing local fishing culture
- Anchorage
- Green Island Bay
- Dining
- Freshly caught seafood prepared on board
- DAY 06
Flankers & Reading Bay
Cruise back towards Montego Bay, stopping at the Flankers area and Reading Bay. These spots offer beautiful anchorages and opportunities for a final swim in the Caribbean Sea.
- Last chance for snorkelling
- Relaxing on quieter beaches
- Enjoying the yacht's amenities
- Sunset cocktails on deck
- Anchorage
- Reading Bay
- Dining
- Skipper's Choice Restaurant
- DAY 07
Montego Bay Departure
Enjoy a final Jamaican breakfast on board before disembarking in Montego Bay. Transfer to Sangster International Airport for your onward journey, filled with memories of your Western Caribbean yacht charter.
- Final swim in Montego Bay waters
- Souvenir shopping
- Visit to a local craft market
- Relaxation before departure
- Anchorage
- Montego Bay Yacht Club
- Dining
- Pork Pit (casual local fare)
Knowledge graph
Related destinations, marinas and yachts
Explore the places and charter options connected to this route.
Destinations on this route
An itinerary is defined by the places it visits
Berths on this route
The berths the route actually calls at
Explore this region and plan your week
Continue with the destinations, itineraries, marinas and practical guides that are most closely related to this page.