Overview - The Retired Monkey Challenge Trail consists of 210 challenge caches covering 30 miles along Highway 441 in Central Florida. The trail was created by RetiredGuy and Cute Little Fuzzy Monkey with substaintial help from sloth96. Special thanks to all those that have helped maintain the trail over the years, particularly Dittocat, Black Jeep, and FloridaJim.





The 210 caches in the Retired Monkey Challenge Trail
Favorites Favorites Favorites Total favorite point for this series: 2398 Favorites Favorites Favorites
Title FTF Favorites Difficulty Finds
Letterboxers (Silver) - #0T. Mollymap / RamenNoodels444.5437
Monkey Business - #1dbricks / FrappGirl232.5384
Souvenirs (Bronze) - #2RamenNoodles211.5465
Border Crosser (Bronze) - #3NFJK222419
The Streaker (Bronze) - #4RamenNoodles132431
A Walk in the Park (Bronze) - #5dbricks / FrappGirl201.5478
Mile High Club - #6Mr. & Mrs. Magic171.5440
Favorite Points (Bronze) - #7dbricks / FrappGirl142459
Hidden Days (Bronze) - #8dbricks / FrappGirl152464
Scenic Views (Bronze) - #9dbricks / FrappGirl132457
Globe Trotter (Bronze) - #10Mr. & Mrs. Magic143323
Social Butterfly (Bronze) - #11RamenNoodles121.5437
Colors of the Rainbow - #12NFJK142.5379
Mystery Cacher (Bronze) - #13dbricks / FrappGirl162.5451
Well Stated (Bronze) - #14dbricks / FrappGirl122.5402
Busy Day (Bronze) - #15RamenNoodles102.5409
Challenge Cacher (Bronze) - #16NFJK182449
The Gamer (Bronze) - #17FrappGirl92.5219
Old-Timer: State (Bronze) - #18dbricks / FrappGirl203421
The Traveler (Bronze) - #19RamenNoodles121.5464
Found Grid (Bronze) - #20RamenNoodles152415
Dog Lover (Bronze) - #21dbricks / FrappGirl202468
Hider's ABCs - #22NFJK112.5431
Thanks Reviewers (Bronze) - #23NFJK113413
Mother Earth (Bronze) - #24RamenNoodles142452
Variety Pack 3 x 20 - #25dbricks / FrappGirl132409
Get in the Boat (Bronze) - #26RamenNoodles102.5435
Caching around the World - #27FrappGirl152431
Happy Birthday (Bronze) - #28dbricks / FrappGirl102454
Completing a Country - #29CelebrationKim10359
One through Nine - #30dbricks / FrappGirl102399
Overstated (Bronze) - #31ikolor143332
Souvenirs (Silver) - #32floridajim133.5400
Border Crosser (Silver) - #33Funfinderone113.598
The Streaker (Silver) - #34dbricks / FrappGirl103308
A Walk in the Park (Silver) - #35dbricks / FrappGirl122.5423
Two-Mile High Club - #36floridajim214251
Favorite Points (Silver) - #37FrappGril173425
Hidden Days (Silver) - #38dbricks / FrappGirl123411
Scenic Views (Silver) - #39dbricks / FrappGirl103429
Globe Trotter (Silver) - #40wigglesworth84120
Social Butterfly (Silver) - #41dbricks / FrappGirl112406
Very Low - #42Messingaround64.5132
Mystery Cacher (Silver) - #43NFJK133.5408
Well Stated (Silver) - #44FrappGirl153.5335
Busy Day (Silver) - #45dbricks / FrappGirl123.5350
Challenge Cacher (Silver) - #46NFJK173410
The Gamer (Silver) - #47OHSilky103.5146
Old Timer: Country (Bronze) - #48floridajim184333
The Traveler (Silver) - #49dbricks / FrappGirl142.5368
Found Grid (Silver) - #50RamenNoodles114415
Dog Lover (Silver) - #51dbricks / FrappGirl153422
Hider's ABCs and 123s - #52IsqubaAndNawty163.5312
Thanks Reviewers (Silver) - #53IsqubaAndNawty154362
Mother Earth (Silver) - #54dbricks / FrappGirl133418
Variety Pack 4 x 10 - #55dbricks / FrappGirl143361
Get in the Boat (Silver) - #56NFJK143.5363
Caching to the Moon - #57 Seekers Four134283
Happy Birthday (Silver) - #58dbricks / FrappGirl103413
Completing Two Countries - #59qrang9428
Zero through Twelve - #60NFJK94323
Overstated (Silver) - #61floridajim104244
Souvenirs (Gold) - #62IsqubaAndNawty174.5349
Border Crosser (Gold) - #63KatelinH / K8zant5549
The Streaker (Gold) - #64NFJK195215
A Walk in the Park (Gold) - #65NFJK133.5383
Three-Mile High Club - #66Hipointer and Capiti5530
Favorite Points (Gold) - #67Team Mollymap254401
Hidden Days (Gold) - #68dbricks / FrappGirl144411
Scenic Views (Gold) - #69FrappGirl154418
Globe Trotter (Gold) - #70T@bibito8554
Social Butterfly (Gold) - #71FrappGirl133.5389
17 Days of Mystery - #72NFJK144217
Mystery Cacher (Gold) - #73NFJK154.5386
Well Stated (Gold) - #74Team Mollymap204.5244
Busy Day (Gold) - #75dbricks / FrappGirl224.5329
Challenge Cacher (Gold) - #76NFJK154368
The Gamer (Gold) - #77Team Mollymap94.5110
Old Timer: Continent (Bronze) - #78floridajim215274
The Traveler (Gold) - #79rnrgrl5566
Found Grid (Gold) - #80NFJK205420
Dog Lover (Gold) - #81NFJK194394
Hider's ABCs, 123s and more - #82IsqubaAndNawty74.5165
Thanks Reviewers (Gold) - #83IsqubaAndNawty215281
Mother Earth (Gold) - #84NFJK194381
Variety Pack 5 x 8 - #85NFJK164271
Get in the Boat (Gold) - #86NFJK164.5348
Caching to the Moon & Back - #87Hipointer and Capiti205161
Happy Birthday (Gold) - #88NFJK215346
Antipodes - #89wigglesworth95107
ABCs - #90dbricks / FrappGirl131.5424
ABCs and 123s - #91FrappGirl112.5399
ABCs? - #92NFJK104353
Orderly ABCs - #93dbricks / FrappGirl134391
Oval Office - #94Team Mollymap183304
Hungry? - #95NFJK133357
A Day at the Zoo - #96dbricks / FrappGirl153.5409
Life's a Beach - #97NFJK123305
Colorful - #98dbricks / FrappGirl163386
Completing a Hider - #99dbricks / FrappGirl144365
Four Corners of the World - #100wigglesworth11591
Welcome to... (Bronze) - #101dittocat112.5356
Caching is a Pleasure - #102CelebrationKim63193
Body Shop I - #103dittocat113369
Chinese Zodiac - #104HTBob133.5319
County Counter (Bronze) - #105dittocat93316
Multi Multis (Bronze) - #106RamenNoodles82398
Florida Favorites (Bronze) - #107dittocat103182
Letterboxers (Bronze) - #108RamenNoodles82.5372
Wherivegone (Bronze) - #109dittocat63306
Fizzy Double Digit Bingo - #110dittocat64354
Fizzy Line Bingo (Bronze) - #111RamenNoodles112414
Body Shop II - #112RamenNoodles153399
Virtual Cacher (Bronze) - #113dittocat / celebrationkim102.5398
Continental Cacher (Bronze) - #114dittocat102.5296
U. S. Favorites (Bronze) - #115dittocat113296
World Favorites - #116HTBob103305
Virtual Cacher (Silver) - #117dittocat113377
Continental Cacher (Silver) - #118CelebrationKim93.5134
Fizzy Double Double Bingo - #119GadgetCHC105341
Welcome to... (Silver) - #120GadgetCHC84310
Fizzy Line Bingo (Gold) - #121RamenNoodles134381
Fizzy Master - #122RamenNoodles275391
Great Attributes (Bronze) - #123dittocat113413
County Counter (Silver) - #124dittocat124.5227
Multi Multis (Silver) - #125dittocat93399
Florida Favorites (Silver) - #126DirtyD1364116
Letterboxers (Gold) - #127dittocat135351
Wherivegone (Silver) - #128dittocat104283
Virtual Cacher (Gold) - #129dittocat124365
Fizzy Line Bingo (Silver) - #130RamenNoodles103380
Continental Cacher (Gold) - #130.5MikeLima & LotseXY10553
Wherivegone (Gold) - #131dittocat155265
Multi Multis (Gold) - #132HTBob104398
Great Attributes (Silver) - #133OHSilky104.5377
Jasmer Osceola County Style - #134dittocat103.5312
Jasmer Florida Style - #135CelebrationKim194285
Ailihphilia - #136dittocat192.5375
Counting Counties (Bronze) - #139CelebrationKim82.5328
Overstated (Gold) - #140RAHNNERGOTHUC145112
County Counter (Gold) - #141Team Mollymap175164
Old Timer: Country (Silver) - #142CelebrationKim85132
Counting Counties (Silver) - #143CelebrationKim103.5293
U. S. Favorites (Silver) - #144Team Conway94.5212
Favorite Points (Sapphire) - #145Team Conway234.5315
Our Northern Neighbor (Bronze) - #146aogagent153186
Double Fizzy Master - #147Team Mollymap164.5296
Old-Timer: State (Silver) - #148Team Mollymap164284
Triple Fizzy Master - #149Team Mollymap205269
Old-Timer: State (Gold) - #150Team Conway225233
The First Year (Bronze) - #151Team Mollymap113.5314
The First Year (Silver) - #152Team Conway94.5277
Our Northern Neighbor (Silver) - #153aogagent164.5113
The First Year (Gold) - #154-DOLFINANDO-245202
Bundesländer (Bronze) - #155DirtyD1342.593
Caribbean Cruisers (Bronze) - #156Troqueurs3282.5149
Accidental Tourist - #157 DirtyD134388
You Ought to Be in Pictures - #158FloridaJim42.5111
Our Northern Neighbor (Gold) - #159FLtravelers8558
Bundesländer (Silver) - #160DirtyD1334.579
Cow Tipping - #161seadog12982148
Bigger than a Breadbox - #162FloridaJim & Black Jeep62.5145
Power Trails - #163CelebrationKim4390
Caribbean Cruisers (Silver) - #164butrflygirl4475
Bundesländer (Gold) - #165DirtyD133543
Great Attributes (Gold) - #166sujayne44.5172
Bonus! (Bronze) - #167FloridaJim & Black Jeep61.5159
Caribbean Cruisers (Gold) - #168butrflygirl12556
They Come In All Sizes - #169seadog12963145
Coolest Cacher on Earth - #170FLPirate & The Wench172.5168
Time Traveler (Bronze) - #171KCL Adventures13129
Cached Virtually Everywhere - #172seadog12963.5108
Vintage USA 2000 - #173FLPirate & The Wench33.573
Vintage USA 2001 - #174seadog12913.568
Date Triplets - #175seadog12974138
Virtually Impossible - #176seadog1298460
Mystery Pseudo Jasmer (Bronze) - #1772KatzHunt74.5123
Loving Types - #178seadog129113.5125
Very, Very Loved Caches - #179FLPirate & The Wench7499
All Types in Unique States - #180solid-rock-seekers33136
Earth Years (Bronze) - #181KCL Adventures62.5162
Multi Years of Multis (Bronze) - #182FLPirate & The Wench32.5156
Bonus! (Silver) - #183BCDZ32.5146
Old Timer: Country (Gold) - #184RogueAirPirate74.537
Tick Magnet - #185coleclan71.5141
There's No I in Team - #186coleclan32132
Types of Tree Climbs - #187 nalceloc & coleclan73.587
Time Traveler (Silver) - #1882KatzHunt64.5113
Favorite Virtuals - #189TheVictors8466
Favorite EarthCaches - #190butrflygirl5449
Earth Years (Silver) - #191vilstudio/racewalker43.5147
Mystery Pseudo Jasmer (Silver) - #192RogueAirPirate4569
Social Mega Butterfly - #193CelebrationKim / DirtyD134489
Favorite Mysteries - #194TheVictors3452
Favorite Points (Ruby) - #195FLPirate & The Wench63.5121
Favorite Multis - #196TheVictors3458
Multi Years of Multis (Silver) - #197FLPirate & The Wench33.5134
Favorite Wherigos - #198coleclan63.561
Favorite Webcams - #199RogueAirPirate1447
Time Traveler (Gold) - #2002KatzHunt10586
Favorite Letterboxes - #201butrflygirl3451
Old-Timer: State (Ruby) - #202FloridaTBHunter3555
Favorite Traditionals - #203RogueAirPirate54.551
Earth Years (Gold) - #204kernow75126
Multi Years of Multis (Gold) - #205DD13, CKIM, ZSteve85108
Short Chain - #206KCL Adventures84.554
Medium Chain - #207coleclan84.597
Long Chain - #208KCL Adventures154.585
Nontraditional Jasmer - #209FLPirate & The Wench104.5120
Challenge of Challenges - #210coleclan103.555
Total cache finds in this series: 55263
Total different cachers making finds: 774
Stats updated as of 07/14/2025

RMCT Pathtags – We have special award pathtags that can be earned for completing 50, 100, and 150 of the Retired Monkey Challenge caches. When you qualify, send you mailing address to RMCTpathtags at gmail.com and we will send them out to you. These pathtags can only be earned.



Leaderboard - There is a leaderboard for the Retired Monkey Challenges, which is updated periodically. The leaderboard tracks each cacher's progress on Retired Monkey Challenge Trail. Click on the leadboard if you would like to see all the geocachers that have found at least 25 challenges.

Verification Page - If you would like to see which of the Retired Monkey Challenges you qualify for and you’re a subscriber to Project GC, you can go to our Verification webpage. For all of the caches in this series, we have provided a checker to automatically verify whether you have met the challenge.

Verification


Signing Logs – You are welcome to sign the logs even if you do not qualify for the challenge. If you do, use a WRITE NOTE log online and then change it to a FOUND IT when you qualify for the challenge.

Sample Log



The Cachers Behind the Trail
• RetiredGuy – Inventor of Ms. Pac-Man and a geocacher since 2009, RetiredGuy now resides in Boston with his wife, RetiredGirl. Now retired and traveling, he has found the oldest cache in all 50 states, Washington DC, and in 83 countries.

RetiredGuy


• CuteLilFuzzyMonkey a.k.a. Mean1_MrGrinch – Retired Navy Chief and a geocacher since 2013, CuteLilFuzzyMonkey resides in Florida.

CLFM


• sloth96 – Full time engineer and cacher since 2009, sloth96 resides in the Boston area with two Siamese cats. He enjoys Delorme challenges, Interstate Challenges, 360 Degree challenges, and long walks on the beach.

sloth96


Gas, Food, and Water Essentials are available only in three places along this section of 441:
1) at the northern end in Kenansville at the junction of 523 and 441
2) in the middle at Yeehaw Junction
3) at the southern end in Okeechobee
Florida geocaching can be hot so bring lots of water with you. And drink it.



Cell Coverage - Beware that cell coverage is spotty along 441. Besides being out of touch, you should make sure all caches have been downloaded before starting.



Standing Water - During wet times, there may be standing water between the road and some of the caches. It is recommended that during these times, you bring waders (waterproof knee boots).

Knee Boots


Dangerous Animals and Plants - Since you are in Florida, you may come across a small alligator or poisonous snake while caching. Keep your eyes open and keep your distance. You may also come across poison ivy and many thorny plants. Lastly, don’t forget your bug repellent.

Dangerous Animals


Planning - Unless you have a very experienced power trail team, you should count on taking at least two days to complete the entire Retired Monkey Challenge Trail. North to South works better as three quarters of the caches are on the west side of 441. Lodging can be found in Vero Beach, Melbourne, or Kissimmee / St. Cloud. The closest airports are Melbourne, Orlando, and West Palm Beach.

Always park safely as trucks do come down this highway quite quickly. While you can use any vehicle for the run, be careful of getting stuck in mud unless you have 4WD.

Plan Ahead


Maintenance - We have strived to keep all 210 caches of the Retired Moneky Challenge Trail well maintained. Our goal is to always have all caches in place with dry logs and enough room to sign. With the exception of the need to wade across water during parts of the year, we view that the caches should be relatively easy to find.

Missing Containers – If you have done a thorough search for a cache (remember that water is a natural hazards that you must overcome), you may replace it. All caches should be replaced with waterproof containers zip tied at eye level to substantial objects at the posted coordinates. Please do not use replacements as an excuse to just throw down a cache to speed up your searching. If you replace a cache, please contact RetiredGuy and let him know.

Missing / Wet / Full Logs – Please replace these with suitable new logs which you should always carry anyway while caching. We prefer Rite-In-The-Rain paper.

Help Maintain the Retired Monkey Challenge Trail – If you plan on visiting the Retired Monkey Challenge Trail and would like to help us with maintenance, please contact RetiredGuy in advance. We will often supply caching teams with maintenance kits containing perform containers, preprinted RMCT logs,zip ties and instructions.

Integrity of Finds – Occaisionally the challenge checkers will report that the cacher has qualified for a challenge when in spirit, it is obvious that they have not. For example, occaisionally a cache will have an elevation associated with it that is clearly wrong. We will attempt to fix the issues in the checkers and we may choose to delete the Found It log if done outside of the spirit of the challenge. Please police yourself and stay within the spirit of the challenges.

Comments or Questions - If you have any comments or questions, please feel free to contact RetiredGuy directly. While we try reading all the logs, we often fall behind or sometimes miss things.