Villa
Destiny Villa
Host confirmed all 5 bedrooms are available for this stay, with Mom and Samantha sharing one room. Plan on using the villa as the easy center of gravity: pool, chef meals, birthday dinner, and low-effort nights nearby.
Aug 30 - Sep 5, 2026
Treasure Beach Birthday Trip
Private trip hub for Samantha's 50th birthday in Jamaica: villa, flights, room plan, itinerary, and nearby ideas as they get confirmed.
Dates
Sun, Aug 30 - Sat, Sep 5
Home Base
Destiny Villa, Billy's Bay
Travelers
6 people, 5 bedrooms
Airport
Montego Bay (MBJ)
Confirmed
Flights
Arrival
JFK → MBJ
Sun, Aug 30
8:20 AM - 11:34 AM
Delta DL1955 nonstop on an Airbus A321neo. Plan for customs, bags, and roughly a 2-2.5 hour transfer from Montego Bay to Treasure Beach.
Departure
MBJ → JFK
Sat, Sep 5
12:59 PM - 5:59 PM
Delta DL1957 nonstop on an Airbus A321neo. Leave the villa around 7:00-7:30 AM so the airport timing stays comfortable.
Destiny Villa
Villa Photo Gallery
Airbnb photo-tour images for the villa. Tap any photo to open the full-size image, or use the listing buttons above to view everything directly on Airbnb.
Sleeping Plan
Rooms
Room 1Chris
Room 2Mom + Samantha
Room 3Jason
Room 4Amber
Room 5Brandon
The group can split up without pressure: ladies can keep some days slower, and Chris, Jason, Amber, and Brandon can peel off for bars, boat days, or social stuff nearby.
Group Rhythm
Good To Know
Birthday Anchor
Monday, Aug 31 is Samantha's birthday. Since YS Falls is expected to be closed Mondays, make it a villa/local birthday day with pool time, chef dinner, cake, music, and an optional local bar stop.
Easy Nights
Keep nightlife close to Treasure Beach: Jack Sprat, Jakes, and Dougies Bar are the practical choices without turning the night into a long drive.
Trip Docs
Reservation Details
Airbnb Reservation PDF
The official reservation details are saved here for the group, including villa/check-in info and host contact details.
Accommodation Cost Note
The Airbnb reservation PDF shows the villa reservation price. A recommended 15% staff gratuity is separate from that PDF total, and Chris has already included that gratuity in each person's per-person accommodation cost.
Draft Plan
Itinerary
Sun, Aug 30
Arrival + Villa Night
Land in Montego Bay, private transfer to Treasure Beach, settle into Destiny Villa, pool time, chef dinner.
Mon, Aug 31
Samantha's Birthday
Villa birthday day: beach, pool, optional massages, chef dinner, cake, music, and a close-by bar option if people want to go out.
Tue, Sep 1
YS Falls
Main waterfall day. Leave around 8:00-8:30 AM. Expect roughly 60-75 minutes each way from Treasure Beach.
Wed, Sep 2
Flexible Split Day
Ladies can keep it relaxed with beach, pool, massages, Jakes, or Jack Sprat. Younger group can do boat/fishing/local bars.
Thu, Sep 3
Black River + Pelican Bar
Crocodile river safari, then boat to Floyd's Pelican Bar for a memorable social/drinking day without going too far.
Fri, Sep 4
Appleton or Lover's Leap + Final Dinner
Choose Appleton Estate for rum tour energy, or Lover's Leap for a lighter scenic outing. Final chef dinner at the villa.
Sat, Sep 5
Departure
Early breakfast, pack, private transfer back to MBJ.
From Destiny Villa
Things We Can Do Nearby
Waterfall Day
YS Falls
Samantha's must-do. Waterfalls, swimming, and zipline option. Best planned Tuesday since Monday is expected to be closed.
60-75 min
Nature Boat
Black River Safari
Easy half-day river tour through mangroves and wetland scenery. Good paired with Pelican Bar on the same day.
35-50 min
Boat + Drinks
Floyd's Pelican Bar
A social day on the water: drinks, seafood, swimming, and a boat ride. Better as a daytime or sunset plan than a late-night move.
30-45 min + boat
Food + Local Bar
Jack Sprat
Seafood, pizza, drinks, beach energy, and the easiest local night out option for the group.
10-15 min
Rum Tour
Appleton Estate
Higher-energy excursion for the rum tour crew. Makes sense for Jason, Amber, Brandon, Chris, and anyone else who wants a bigger day out.
75-90 min
Scenic Stop
Lover's Leap
Lighter scenic outing with cliff views. A good low-pressure alternative if the group does not want another full excursion.
35-45 minImages and info link out to the Airbnb listing, YS Falls, Black River Safari, Jakes/Jack Sprat, Appleton Estate, and Visit Jamaica pages.
Next Up
Still To Confirm
- Book private airport transfer for 6 people, MBJ to Treasure Beach and back.
- Ask host about grocery pre-stock, chef menus, and meal pricing.
- Confirm YS Falls Tuesday plan and current operating hours.
- Get one local driver contact for short bar and restaurant runs.
- Confirm room bed types and share the final sleeping plan.