Fri, Apr 2 | Longfellow Tennis Club, Wayland MA
Jamaican cuisine, live reggae, and Pro-Am tennis in support of children in Montego Bay, Jamaica. Tickets go on sale November 15, 2026.
3rd Annual Jamaica Night Fundraising Pro‑Am
A Celebration of Tennis, Culture & Giving
Time & Location
April 2, 2027 7:00 pm
Longfellow Tennis Club, 524 Boston Post Road, Wayland, MA 01778
About the event
3rd Annual Jamaica Night
No passport. No visa. Just bring your enthusiasm!
Experience the sights, sounds, flavors, and spirit of Jamaica just outside Boston. The 3rd Annual Jamaica Night Fundraising Pro-Am brings together Pro-Am tennis, authentic Jamaican food, live reggae, a raffle, and a silent auction for one unforgettable evening at Longfellow Tennis Club in Wayland, Massachusetts.
Every ticket, sponsorship, and auction bid supports the Friends of Jamaica Non-Profit Tennis Academy & Enrichment Center and the children we serve in some of the most underserved and toughest neighborhoods of Montego Bay, Jamaica.
02FridayApril 2027
7:00 PM
Longfellow Tennis Club
524 Boston Post Road, Wayland, MA 01778
524 Boston Post Road, Wayland, MA 01778
Tickets on sale November 15, 2026
Tickets go on sale in
--Days
--Hours
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Sells out every year
Get Notified When Tickets Go Live
This event sells out every year. Leave your email and we will let you know the moment registration opens on November 15, 2026.
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The Evening
What to Expect at Jamaica Night
A night of tennis, culture, and giving, whether you are on the court or cheering from the sidelines.
Pro-Am Round Robin
Amateur players team up with tennis professionals for a fun, social, and competitive evening on the courts.
Authentic Jamaican Cuisine
Farm-to-table Jamaican dishes our guests talk about all year.
Complimentary Drinks
Included with every ticket, so you can relax and enjoy the evening.
Live Reggae Music
The rhythm and energy of the island, right here in Massachusetts.
Silent Auction
Bid on unique items and experiences, including signed and autographed tennis rackets.
Raffle
Try your luck and win great prizes while supporting children in Jamaica.
For Players
How the Pro-Am Round Robin Works
Pro-Am players do not just watch. You get on the court and play real tennis alongside professionals, in a friendly round robin format designed so everyone has fun and gets plenty of court time.
1 + 1Every amateur is matched with a tennis pro
2 + 2Two pros and two amateurs on every court
4+Every player is guaranteed at least four rounds of fun tennis
Tickets
Choose Your Jamaica Night Experience
Registration opens November 15, 2026. Sign up above to be the first to know.
General Admission
Social$90
For guests who are not playing in the Pro-Am.
- Admission to Longfellow Tennis Club
- Authentic Jamaican food
- Complimentary drinks
- Live entertainment and the Jamaica Night atmosphere
- Raffle and silent auction participation
Pro-Am Ticket
Play on court$140
The complete Jamaica Night experience.
- A spot in the Pro-Am Round Robin
- Play alongside tennis professionals
- At least four rounds of tennis guaranteed
- Authentic Jamaican food and complimentary drinks
- All evening activities, raffle, and silent auction
You can also add an additional donation when you register.
Tennis That Changes Lives
Every ticket, sponsorship, and auction bid supports children from some of the most underserved and toughest neighborhoods in Montego Bay, Jamaica. We use tennis as a vehicle to build discipline, confidence, and a path to a better future.
- 01Free tennis instruction
- 02Tutoring and education
- 03Nutritious meals
- 04Transportation
- 05Mentorship
- 06Opportunities for their future
“
A Real Success Story
One of our students earned top placement among his peers on Jamaica's national Grade Four Primary Exit Profile (PEP) examination. His teacher credits the combination of tennis, academic support, and mentorship he receives through the Academy.
The support of generous donors has made it possible for him to access opportunities that are strengthening his academic foundation while also developing the character traits necessary for long-term success.Form Teacher, Montego Bay
Sponsorship Opportunities
Become a Jamaica Night Sponsor
Put your business in front of an engaged community of tennis players, supporters, and local leaders while making a direct difference for children in Jamaica. Individuals, businesses, and corporations across the United States are welcome.
Exclusive
Presenting Sponsor
$10,000
- One reserved sponsor table at the event
- Private two-hour tennis session with Delroy Allen featuring his 1-2-3 System
- Premier logo placement on the event webpage, flyers, promotional materials, and major event signage
- Top-level recognition across event social media, radio, and TV promotion where applicable
- Special recognition from the stage throughout the evening
Major Sponsor
$5,000
- Six complimentary tickets
- Prominent logo placement on the event webpage, flyers, promotional materials, and event signage
- Strong recognition across social media, radio, and TV promotion where applicable
- Special recognition from the stage
Gold Sponsor
$2,500
- Four complimentary tickets
- Logo placement on the event webpage, flyers, and event signage
- Social media recognition
- Recognition during the event
Silver Sponsor
$1,000
- Two complimentary tickets
- Recognition on the event webpage, social media, flyers, and event signage
Community Sponsor
$500
- Recognition on the event webpage
- Recognition at the event
How to Pay for a Sponsorship
We want the process to be simple and convenient. Choose the option that works best for you or your company.
Credit or debit cardPay online securely.
CheckContact us for check payment details.
Bank transfer or ACHContact us and we will send the details.
Corporate givingThrough your company's charitable foundation or giving program. Tax ID (EIN): 92-0986184.
Want to support in a different way? We also welcome in-kind sponsors, such as restaurants contributing food or businesses providing drinks and prizes.
Silent Auction
Donate an Item or Experience
Our silent auction is one of the highlights of Jamaica Night, and every item helps change a child's life. We already have signed and autographed tennis rackets, and we are looking for more quality items and experiences from individuals and businesses.
Donors are recognized at the event. Get in touch and tell us what you would like to contribute, its estimated value, and how to reach you.
Can't Attend? You Can Still Make a Difference
Not able to join us on April 2? You can still support Friends of Jamaica. A donation of any size helps provide tennis instruction, tutoring, meals, transportation, and mentorship for children in Montego Bay.
FAQ
Frequently Asked Questions
Everything you need to know about Jamaica Night, tickets, sponsorship, and the silent auction.
Still have a question?Contact our team →
When and where is Jamaica Night?
Friday, April 2, 2027 at 7:00 PM at Longfellow Tennis Club, 524 Boston Post Road, Wayland, MA 01778, just west of Boston.
When do tickets go on sale?
Ticket registration opens November 15, 2026. The event sells out every year, so we recommend signing up for updates on this page.
How does the Pro-Am Round Robin work?
Each amateur player is matched with a tennis pro, with two pros and two amateurs on every court. Every player is guaranteed at least four rounds of fun tennis.
What is included with each ticket?
The Pro-Am ticket ($140) includes playing in the Round Robin, authentic Jamaican food, complimentary drinks, and all evening activities. General Admission ($90) is for guests who are not playing and includes admission, food, complimentary drinks, entertainment, and the raffle and silent auction.
Do I need to play tennis to attend?
Not at all. General Admission guests enjoy the food, drinks, music, raffle, and silent auction without playing.
How can my business sponsor Jamaica Night?
We offer five sponsorship levels, from the $500 Community Sponsor to the $10,000 Presenting Sponsor. Review the options above and contact us to secure your sponsorship. Payment can be made by card, check, bank transfer or ACH, or through your company's giving program.
How can I donate an item to the silent auction?
Contact us with a description of the item or experience, its estimated value, and your contact details. We welcome vacation and hotel stays, sporting event tickets, restaurant gift certificates, tennis and golf packages, artwork, professional services, and more.
Where does the money go?
Funds raised support the Friends of Jamaica Non-Profit Tennis Academy & Enrichment Center, which provides free tennis instruction, tutoring and education, meals, transportation, mentorship, and opportunities for children from underserved neighborhoods in Montego Bay, Jamaica.
Is Friends of Jamaica a registered nonprofit?
Yes. Friends of Jamaica Non-Profit Tennis Academy & Enrichment Center is a registered 501(c)(3) nonprofit organization. Tax ID (EIN): 92-0986184.
Can I support the event if I can't attend?
Yes. You can make a donation, become a sponsor, or donate an item to the silent auction.
Come Celebrate. Come Play. Come Give Back.
Together, we're changing lives, one child, one rally, and one community at a time.