Ken's 60th Birthday in Jamaica

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Overview

Ken's 60th Birthday in Jamaica
Montego Bay, Jamaica
Sep 10 - 16, 2025
Tela image
Tela
$2,220
Deposit: $500

About your trip

Hey friends!

Join Ken as he celebrates his 60th birthday in Montego Bay, Jamaica September 10-16.

Your friendship has been a source of joy and support over the years, and now, you’re invited to celebrate this special milestone together in paradise! Guests are welcome to arrive at their leisure starting September 10th, but we ask that all guests arrive by Friday, September 12th, at 2 PM. 


During our stay, we’ll soak up the island’s beauty, spend some time on the water, and relax in our home base at Silent Waters villa - nestled in the mountains with breathtaking ocean views.  


This trip is all about immersing ourselves in the beauty of Jamaica in an authentic way - relaxing by the ocean, exploring the island’s rich culture, and deepening connections with both old and new friends. From golden beaches and crystal-clear waters to incredible Caribbean cuisine, every moment is designed to be meaningful, rejuvenating, and unforgettable.


Pack your bags and get ready for an experience that’s more than just a getaway—it’s a celebration of friendship, connection, and island bliss!


By the way, if you want to come a little earlier or stay a little later, we can work that too! Let us know what you are thinking!

What's included

Private Villa

This Private 16.5 Acre Estate is an all inclusive private villa located on beautifully landscaped grounds with ocean views including a tennis court, 2 pools and a helipad.

Airport Transportation

Let our team greet and escort you from the airport to the hotel. Please arrive at Sangster International Airport (MBJ) by September 12th between 12-2 PM to ensure a smooth arrival.

Private Villa Suites

The villa features a collection of private villa suites, each offering a blend of elegance, seclusion, and unparalleled comfort.

Daily Private Chef Meals

A private chef will prepare all meals at the villa. Please indicate any dietary restrictions and or food allergies.

Private Yacht Experience

Cruise along Jamaica’s stunning coast, sipping cocktails and soaking in breathtaking ocean views.

Local Performances

Experience intimate live performances, showcasing local talent through music, storytelling, and culture.

Ground Transportation

A sprinter van will escort guests to all scheduled activities.

Karaoke Experience

Sing your favorite all-time hits at karaoke birthday celebration.

18 Hole Golf Course

[Optional] Access to Tryall Club offering pristine shores, a championship golf course, tennis courts, a seaside restaurant, and invigorating workout classes.

Private Massages

[Optional] Each guest can schedule a massage at the villa.

ATV Rides

[Optional] Explore Montego Bay via ATV and explore rugged trails and breathtaking landscapes for an unforgettable adventure.

What's not included

International Flights

While we cannot provide flights, our concierge team can help you find the best flight at an additional cost! If you rather book on your own, please arrive at Haneda Airport between 2 PM-5 PM.

Travel Insurance

We require that all guests purchase travel insurance as all payments are non-refundable and cancellations fees apply. We recommend World Nomads or SquareMouth.

Squaremouth Insurance

http://www.squaremouth.com/23713

Day 1 - September 10

Day 1 - September 10 image

Airport Arrivals & Welcome Experience

Welcome to Montego Bay!

Your island escape begins the moment you touch down at Sangster International Airport (MBJ). Guests are welcome to arrive at their leisure starting September 10th, but we ask that all guests arrive by Friday, September 12th, at 2 PM. Our private transportation will be waiting to whisk you away to the villa—your retreat for the week.


Welcome Drinks and Hors Devours

Settle in with complimentary welcome drinks and hors d’oeuvres upon arrival at the Villa.


Private Chef Welcome Dinner

Settle in, soak up the tropical breeze, and enjoy a specially curated welcome dinner prepared by a private chef. Savor authentic Jamaican flavors as we toast to an incredible weekend ahead!

Day 2 - September 11

Day 2 - September 11 image

Adventure and Relaxation

Private Chef Breakfast

Start your day with a well-crafted Private Chef breakfast at the Villa.


Choose Your Own Activity

Wake up to paradise and kick off the day with an experience that speaks to you. 

Option 1: Opt for a round of golf on the stunning course at Tryall Club.

Option 2: Soak up the sun and enjoy the amenities at the Tryall Beach Club.

Option 3: Rev up the excitement with an exhilarating ATV ride through Jamaica’s scenic terrain.


Private Chef Lunch

After the morning’s adventure, return to the villa for a delicious, chef-prepared lunch.


Relax and Unwind

Spend the afternoon at your own pace—lounge by the pool, take in the views, or connect with the group over good conversation. 


Private Chef Dinner 

Gather for an unforgettable private chef dinner.

Day 3 - September 12

Day 3 - September 12 image

Rejuvenation & Weekend Kickoff Experience

Private Chef Breakfast

Start your day with a well-crafted Private Chef breakfast at the Villa. 


Choose Your Own Activity

Kick off the day with an experience that speaks to you. 

Option 1: Opt for a round of golf on the stunning course at Tryall Club.

Option 2: Soak up the sun and enjoy the amenities at the Tryall Beach Club. 

Option 3: Indulge in pure relaxation with a private massage at the villa.


Private Chef Lunch and Live Music

Enjoy a chef-prepared lunch featuring fresh, local flavors, all set to the soothing sounds of a live pianist for a beautiful midday experience. 


Welcome Dinner at Villa

As the sun sets, all guests will come together for a special welcome dinner, officially kicking off the weekend’s festivities with incredible food, great company, and unforgettable moments.


Game Night

Cap off the night with a lively game night, where friendly competition, laughter, and great vibes set the tone for the days ahead.

Day 4 - September 13

Day 4 - September 13 image

The Authentic Jamaica

Private Chef Breakfast

Start your day with a well-crafted Private Chef breakfast at the Villa.


Choose Your Own Activity

Choose an experience that speaks to you. 

Option 1: Opt for a round of golf on the stunning course at Tryall Club.

Option 2: Soak up the sun and enjoy the amenities at the Tryall Beach Club. 

Option 3: Rev up the excitement with an exhilarating ATV ride through Jamaica’s scenic terrain.


Private Chef Lunch

After the morning’s adventure, return to the villa for a delicious, chef-prepared lunch.


Authentic Jamaican Dinner at Peppa's Cool Spot

In the evening, step out for a laid-back, authentic Jamaican dining experience at Peppa’s Cool Spot. Enjoy flavorful, home-style dishes in a vibrant local setting—the perfect way to immerse yourself in the island’s culture.

Day 5 - September 14

Day 5 - September 14 image

Yacht Experience, Karaoke, and Birthday Celebration

Private Chef Breakfast

Start your day with a well-crafted Private Chef breakfast at the Villa.


Sail into Paradise

Enjoy the rest of your morning with a private yacht experience, cruising along Montego Bay’s crystal-clear waters. Soak in the stunning views, sip on refreshing drinks, and enjoy the ultimate relaxation at sea.


Private Chef Lunch

Savor a beautifully prepared lunch by our private chef, enjoying fresh, local flavors. 


Ken's Birthday Celebration

As the sun sets, we’ll come together for a special evening in honor of Ken’s birthday. Enjoy a private chef dinner while a storyteller brings Jamaican folklore to life. Then, let loose with a fun-filled karaoke night before wrapping up the celebration with a heartfelt commemoration of Ken’s milestone birthday.

Day 6 - September 15

Day 6 - September 15 image

Unwind & Enjoy

Private Chef Breakfast

Start your day with a well-crafted Private Chef breakfast at the Villa.


Farewell or Optional Day in Paradise

Guests are welcome to depart at their leisure or extend their stay for one last day of relaxation at the villa. 


Morning Tee Time (Optional)

For those staying, start the day with another round of golf at the prestigious Tryall Golf Club, soaking in the lush scenery as you play.


Private Chef Lunch

Savor a beautifully prepared lunch by our private chef, enjoying fresh, local flavors as you unwind by the pool or take in the tropical views.


Private Chef Dinner

Enjoy a final day of indulgence with gourmet meals prepared by our private chef, making the most of this unforgettable experience before bidding farewell to Jamaica.

Day 7 - September 16

Day 7 - September 16 image

Departures

Departure Day

All good things must come to an end. Guests are welcome to schedule their departures at their convenience.

Location

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1. Montego Bay, Jamaica

Montego Bay, Jamaica

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