• Lil Bobbers

    Seperate youth division for youth 13 and younger. Contact Jenn Erickson for more information.

    Contact Jenn Erickson
    Lil Bobbers
  • Congrats Team Fisch Charters

    Mark your calendars for the 24th Annual Bobby Holloway, Jr. Tournament! Saturday, April 9, 2022!

    More Info
  • Best Raffle and Food

    Known for the best food and raffle on the island. Games, Food and Prizes all day!

    Mullet Wagon

The bobby holloway memorial fishing tournament

For current news and information, please visit our Facebook page. Special thanks to our Tournament Hosts Alden Pines Golf Course, The Lil Bobbers Captains Meeting host Centennial Bank, and Craig and Stacy Stevens of Monroe Canal Marina for the Captains Dinner.

This is a story that will never end. It's about the youth of Pine Island, the community and faith. It is about a little boy named Bobby. He grew up on Pine Island surrounded by saltwater and mangroves. Bobby loved to fish, boat, and hunt, and he played football and baseball. He had lots of friends. He loved his school, Pine Island Elementary, and all of his classmates and teachers.

Bobby played for the Reds Little League baseball team and football for the Cape Coral Storm. A fine young man who was growing up right, he had a genuine concern for the welfare of his friends and teammates. At the age of 11, Bobby lost his life in a hunting accident in 1997.

Giving from Grief

The people of the island were devastated to lose one of their very own. His mother...well, how can any mother endure the loss of a child? It's not what was supposed to happen to this happy go-lucky boy with so much life ahead of him.

The island seemed empty without Bobby's spirit and common kindness. People cried and mourned the loss. His football team retired his #55 jersey and his baseball league named the Bobby Holloway, Jr. Field in his honor. And like the human spirit, the entire Pine Island community rallied and through tragedy came hope, through adversity came focus. The whole island gathered and declared that Bobby's spirit will live on.

The first Bobby Holloway Jr. Memorial Fishing Tournament was held. Businesses donated money and prizes, commercial and recreational fisherman came from near and far, they gave up their earnings and their boats for the day and other benefactors, gave generously. The inaugural event raised thousands for the children of Pine Island in need, all in the memory of Bobby Holloway, Jr.
The story of Bobby lives on as local lore of a special little boy gone too soon. His classmates are now grown up and many have children of their own. This annual tournament is now a tremendously popular spring event and now includes the Lil Bobbers tournament. It draws sponsorship and participants from throughout Southwest Florida raising much-needed funds for the youth of Pine Island. The Bobby Holloway, Jr. Memorial Fund provides enrichment for virtually every local youth activity in education, sports, the arts, and more from learning to swim to earning a college degree.

Endowing the Future

In 2012, an endowed fund was established at the Southwest Florida Community Foundation with a gift of $5,000 by someone who heard Bobby's story. Through the generosity of others, the endowed fund will grow in perpetuity. Annually, a portion of the earnings will be available to further fund enrichment for Pine Island youth, the mission of the Bobby Holloway Jr. Memorial Fund.

Bobby showed us all what matters most is how you make people feel and the legacy that you leave behind.

Your donation to the Bobby Holloway Jr. Memorial Endowment Fund will be part of an ever-growing group of supporters and believers who wish to help the youth of Pine Island today and into the future.

Because the fund is part of the SWFL Community Foundation, you can contact staff to discuss the many ways to give whether it be cash or assets now, or a legacy gift from your will or estate. It's easy to do and your gift will have a lasting impact.
Bobby Holloway

Tournament Information


Tournament Information

Tournament will be held on Saturday, April 9, 2022 at Alden Pines Country Club at 14261 Clubhouse Dr, Bokeelia. 239.283.2179. Honor start @ 7:30am.

Mandatory Captains' Meeting

Will be held at 7:00pm on Friday, April 8, 2022 at Monroe Canal Marina at 3105 Stringfellow Road, in St. James City.

Lil Bobbers Captains' Meeting

Will be held at 6:00pm on Tuesday, April 5, 2022 at Centennial Bank at 5551 Sunset Lane, in St. James City.


Prior to fishing the tournament, ALL anglers must sign and submit a mandatory waiver.

Catch and Release

Largest Snook, Redfish, and Trout combined inches. **Photo Tournament**


  • Pine Island Big Snook Award - $2,500
  • 1st Place $3,000
  • 2nd Place $1,500
  • 3rd Place $750
  • 4th Place $500
  • 5th Place - Free entry for next year!
  • 24th Place - $1,000 (sponsored by Williamson Bros Marine)
  • **New Prize** 2 team numbers will be drawn after weigh in, each team will receive $500. Must be present to win.

Entry Fee

Entry fee is $400.00 per 4 anglers ($50.00 each additional angler)

Address to mail check and registration

Please mail to: Bobby Holloway Memorial Fund, P.O. Box 712, St. James City, Florida 33956 or you may fax your registration

Lil Bobbers


Tournament Information

Tournament will be held on Saturday, April 9, 2022 at Alden Pines Country Club at 14261 Clubhouse Dr, Bokeelia. 239.283.2179.

Lil Bobbers Captains' Meeting

Will be held at 6:00pm on Tuesday, April 5, 2022 at Centennial Bank at 5551 Sunset Lane, in St. James City.

Catch and Release

Trophies will be awarded to the top 5 teams that catch the most fish of any species. Trophies for the Largest Snook, Largest Redfish, and Largest Trout.

Entry Fee

Entry fee is $250.00 per boat. Entry fee inludes: Captain's Dinner, Ramp & Parking, BBQ & Fish Fry, Shirts & Hats.

Address to mail check and registration

Please mail to: Bobby Holloway Memorial Fund, P.O. Box 712, St. James City, Florida 33956 or you may fax your registration

Contact Us

For more information call: Ernestine- 239.281.8225| Rick- 239.896.2326| Leland 239.633.6484|

Alden Pines Country Club

Alden Pines Country Club
14261 Clubhouse Dr,
Bokeelia, FL 33922

Phone: (239) 283-2179

Board of Directors

Bobby Holloway Board members

Ernestine Holloway Squires

President, Board Member

Rick Trammell

Vice President, Board Member

Steven Hook

Treasurer, Board Member

Jenn Erickson

Secretary, Board Member

Susie Gay

Board Member

Logan Goldberg

Board Member

Garth Moreau

Board Member

Monica Renz

Board Member

Leland Squires

Board Member

Joseph Marzella

Emeritus Board Member


In over 18 years, the Bobby Holloway Jr. Memorial Fund has raised over $255,000 and awarded over 175 Scholarships. We also proudly support:

Pine Island Elementary School

Fire Department Car Seat Program

Pine Island Little League

Lee County Parks and Recreation

Matlacha Summer Parks Program

Cape Youth Football Association

Continuing Education Scholarships

Pine Island Ambassadors

Families in Need Assistance

Pine Island Children's Activities

Pine Island Fire Explorers

Pine Island Christmas Basket Brigade

Youth Swim Lessons

Pine Island Elementary Fishing Tournament

Cape Coral Soccer Association

People to People Sponsorship

F.I.S.H. Community Services

Chelsey Green Memorial Fund

Christian Life Fellowship

Culture Park Theatre

From Our Hearts

Ft. Myers American Little League

Glasses for youth



Jevon Kearse Foundation

K Kids Inc.

Kimberly Dance/Modeling

Lions Club of Greater Pine Island

Maranatha Dance

Mariner High School ROTC

National Leadership Program

Natl Scholar Athlete Pop Warner

North Ft. Myers Cheerleading

SW Raiders Softball Sponsorship

SWFL Community Foundation


Galloway Family of Dealerships

PI Big Snook Sponsor

Stearns Home Builders

1st Place Sponsor

York Road Marine

2nd Place Sponsor & Hat Sponsor

Goldberg Noone Abraham

PI 3rd Place Sponsor

Baker's Heating and Cooling

4th Place Sponsor

Monroe Canal Marina

5th Place Sponsor

Island Floors and Interiors

23rd Place Sponsor

Artesian Pool Construction

Quickpick Sponsor

Jeremy Meier Landscaping

Quickpick Sponsor

Honc Industries

Buff Sponsor

Custom Painting

Superstar Level Sponsor

Captain Steamer

Superstar Level Sponsor

Advanced Roofing and Metal

Superstar Level Sponsor

Captain's Complete Restoration

Superstar Level Sponsor

Alden Pines Country Club

Venue Sponsor

The Swain Family

Rock Star Level


Tent Sponsor

Titan Contracting

Tent Sponsor

Environmental Resoration

Trophy Sponsor

Jug Creek Marina

Tent Sponsor

Woody's Waterside Grill

Beverage Sponsor

Honc Docks and Lifts

Measuring Board Sponsor

American Pawn
Bob and Annies

Dinner Sponsor

Cabbage Key
Century 21 Shevlin Team
Coastal Dock and Supply
Cape Tool and Tackle
Colonial roofing
Dynamic South
Four winds Marina
Friendly Frankies
Gatewood Custom Cabinetry
Gerard's Tree Service
Harris Dermatology
Island commerce Park
Kiwanis St. James
Lazy Flamingo
Longs Auto Body
Joel's Plumbing
Reef Dentistry
Sewell Rods
Spiro Services
Delaplane Insurance
Tarpon Lodge
Useppa Island Club
Waterfront Restaurant
Williamson Brothers
Centennial Bank
Roger Dean
Micky Franklin
Tranquility Plumbing
Total Payroll
LowKey tiki
Scott Safety

Trophy Sponsor

Old Florida Dream team

Visor Sponsor

Brooke's Restaurant
True Blue Pools | Bonefish Grill | Pine Island Realty | San Carlos Marine | Zak's Jewelers | Donkersloot Marine | Florida Marine Construction | Mickey Franklin Tires | Mango Tango Tropical | Tim Bruehl, P.A. | Center of Attention Day Spa | Billy & Jennifer Glass | SWFL Urologic | 4 Winds Marina | Alden Pines Country Club | Atomic Hair | Babcock Wilderness | Bait Box | Barnicle Phil's | Barnett Marine | Bartley's Sporting Goods | Bass Pro Shop | Beef O'Brady's | Bert's Bar | Best Time Oil Change | Boat Lift U.S. | Bob and Annie's | Bowland | Broadway Palm Dinner Theater | Brooke's Restaurant | Bubba's Restaurant | Calusa Trading Company | Cape Harbour | Captain Harvey Hamilton | Captain Jayson Ryder | Carraba's | Citgo | Cre8 Salon | D & D Bait and Tackle | D7R Electric | Dairy Queen | Diamond Head Resort | Dr. Watson's Liquor | Eye Candy | Farm Raised Clams | Heart and Soul Massage | Hooters | Iguana Mia | Imaginarium | Island Crab | Island Girl Charters | Jason's Deli | Key West Express | Larry's Pawn Shop | Lehr's Tackle | Little Lilly's Deli | Mantanzas Inn | Nocera Photo | Outback Steakhouse | Pine Island Animal | Prawnbroker | Profiles | Rib City | Royal Tee | Sandy Hook | Sanibel Harbor | Scarlett Player | Sea Tow | Serendipity | Suncoast Beverage | Sunsplash | Fosters Grill | Around the Clock | Lawhon's Grocery | Eyeglass Works | Pine Island Feed | Steve Whitlock | Traders Hitching Post | Victory Lane Cafe | Wal-Mart | Bob Evans | Tender Moments | Mel's Diner | 3 Fisherman Seafood | 5 Guys Burgers and Fries | AMC Theatre | CC Tan | B & B Tackle | Jug Creek Seafood | Pampered Pup |