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: 2420 Favorites Favorites Favorites
Title FTF Favorites Difficulty Finds
Letterboxers (Silver) - #0T. Mollymap / RamenNoodels444.5440
Monkey Business - #1dbricks / FrappGirl232.5384
Souvenirs (Bronze) - #2RamenNoodles211.5465
Border Crosser (Bronze) - #3NFJK222422
The Streaker (Bronze) - #4RamenNoodles132432
A Walk in the Park (Bronze) - #5dbricks / FrappGirl201.5479
Mile High Club - #6Mr. & Mrs. Magic171.5441
Favorite Points (Bronze) - #7dbricks / FrappGirl142460
Hidden Days (Bronze) - #8dbricks / FrappGirl152464
Scenic Views (Bronze) - #9dbricks / FrappGirl132457
Globe Trotter (Bronze) - #10Mr. & Mrs. Magic143326
Social Butterfly (Bronze) - #11RamenNoodles121.5437
Colors of the Rainbow - #12NFJK142.5381
Mystery Cacher (Bronze) - #13dbricks / FrappGirl162.5451
Well Stated (Bronze) - #14dbricks / FrappGirl122.5402
Busy Day (Bronze) - #15RamenNoodles102.5410
Challenge Cacher (Bronze) - #16NFJK182450
The Gamer (Bronze) - #17FrappGirl92.5220
Old-Timer: State (Bronze) - #18dbricks / FrappGirl203421
The Traveler (Bronze) - #19RamenNoodles121.5465
Found Grid (Bronze) - #20RamenNoodles152415
Dog Lover (Bronze) - #21dbricks / FrappGirl202468
Hider's ABCs - #22NFJK112.5431
Thanks Reviewers (Bronze) - #23NFJK113413
Mother Earth (Bronze) - #24RamenNoodles142453
Variety Pack 3 x 20 - #25dbricks / FrappGirl132409
Get in the Boat (Bronze) - #26RamenNoodles102.5437
Caching around the World - #27FrappGirl152432
Happy Birthday (Bronze) - #28dbricks / FrappGirl102455
Completing a Country - #29CelebrationKim10359
One through Nine - #30dbricks / FrappGirl102400
Overstated (Bronze) - #31ikolor143335
Souvenirs (Silver) - #32floridajim133.5402
Border Crosser (Silver) - #33Funfinderone123.599
The Streaker (Silver) - #34dbricks / FrappGirl103308
A Walk in the Park (Silver) - #35dbricks / FrappGirl122.5423
Two-Mile High Club - #36floridajim214251
Favorite Points (Silver) - #37FrappGril173426
Hidden Days (Silver) - #38dbricks / FrappGirl123411
Scenic Views (Silver) - #39dbricks / FrappGirl103430
Globe Trotter (Silver) - #40wigglesworth84122
Social Butterfly (Silver) - #41dbricks / FrappGirl112406
Very Low - #42Messingaround64.5133
Mystery Cacher (Silver) - #43NFJK133.5408
Well Stated (Silver) - #44FrappGirl153.5336
Busy Day (Silver) - #45dbricks / FrappGirl123.5351
Challenge Cacher (Silver) - #46NFJK173410
The Gamer (Silver) - #47OHSilky113.5149
Old Timer: Country (Bronze) - #48floridajim184335
The Traveler (Silver) - #49dbricks / FrappGirl142.5369
Found Grid (Silver) - #50RamenNoodles114416
Dog Lover (Silver) - #51dbricks / FrappGirl153422
Hider's ABCs and 123s - #52IsqubaAndNawty163.5316
Thanks Reviewers (Silver) - #53IsqubaAndNawty154363
Mother Earth (Silver) - #54dbricks / FrappGirl133418
Variety Pack 4 x 10 - #55dbricks / FrappGirl143363
Get in the Boat (Silver) - #56NFJK143.5364
Caching to the Moon - #57 Seekers Four134283
Happy Birthday (Silver) - #58dbricks / FrappGirl103415
Completing Two Countries - #59qrang9428
Zero through Twelve - #60NFJK94325
Overstated (Silver) - #61floridajim104248
Souvenirs (Gold) - #62IsqubaAndNawty174.5352
Border Crosser (Gold) - #63KatelinH / K8zant6550
The Streaker (Gold) - #64NFJK195217
A Walk in the Park (Gold) - #65NFJK133.5387
Three-Mile High Club - #66Hipointer and Capiti5530
Favorite Points (Gold) - #67Team Mollymap254402
Hidden Days (Gold) - #68dbricks / FrappGirl144411
Scenic Views (Gold) - #69FrappGirl154419
Globe Trotter (Gold) - #70T@bibito8555
Social Butterfly (Gold) - #71FrappGirl133.5389
17 Days of Mystery - #72NFJK144217
Mystery Cacher (Gold) - #73NFJK154.5386
Well Stated (Gold) - #74Team Mollymap204.5246
Busy Day (Gold) - #75dbricks / FrappGirl234.5332
Challenge Cacher (Gold) - #76NFJK154369
The Gamer (Gold) - #77Team Mollymap104.5114
Old Timer: Continent (Bronze) - #78floridajim215276
The Traveler (Gold) - #79rnrgrl5568
Found Grid (Gold) - #80NFJK205423
Dog Lover (Gold) - #81NFJK194395
Hider's ABCs, 123s and more - #82IsqubaAndNawty74.5168
Thanks Reviewers (Gold) - #83IsqubaAndNawty215282
Mother Earth (Gold) - #84NFJK194383
Variety Pack 5 x 8 - #85NFJK164274
Get in the Boat (Gold) - #86NFJK164.5351
Caching to the Moon & Back - #87Hipointer and Capiti205165
Happy Birthday (Gold) - #88NFJK215347
Antipodes - #89wigglesworth95107
ABCs - #90dbricks / FrappGirl131.5424
ABCs and 123s - #91FrappGirl112.5401
ABCs? - #92NFJK104355
Orderly ABCs - #93dbricks / FrappGirl134393
Oval Office - #94Team Mollymap183307
Hungry? - #95NFJK133359
A Day at the Zoo - #96dbricks / FrappGirl153.5408
Life's a Beach - #97NFJK123309
Colorful - #98dbricks / FrappGirl163386
Completing a Hider - #99dbricks / FrappGirl144364
Four Corners of the World - #100wigglesworth11593
Welcome to... (Bronze) - #101dittocat112.5358
Caching is a Pleasure - #102CelebrationKim63195
Body Shop I - #103dittocat113369
Chinese Zodiac - #104HTBob133.5319
County Counter (Bronze) - #105dittocat93317
Multi Multis (Bronze) - #106RamenNoodles82399
Florida Favorites (Bronze) - #107dittocat103185
Letterboxers (Bronze) - #108RamenNoodles82.5374
Wherivegone (Bronze) - #109dittocat63306
Fizzy Double Digit Bingo - #110dittocat64355
Fizzy Line Bingo (Bronze) - #111RamenNoodles112416
Body Shop II - #112RamenNoodles153399
Virtual Cacher (Bronze) - #113dittocat / celebrationkim102.5399
Continental Cacher (Bronze) - #114dittocat102.5298
U. S. Favorites (Bronze) - #115dittocat113297
World Favorites - #116HTBob103306
Virtual Cacher (Silver) - #117dittocat113377
Continental Cacher (Silver) - #118CelebrationKim103.5137
Fizzy Double Double Bingo - #119GadgetCHC105343
Welcome to... (Silver) - #120GadgetCHC94313
Fizzy Line Bingo (Gold) - #121RamenNoodles134385
Fizzy Master - #122RamenNoodles275394
Great Attributes (Bronze) - #123dittocat113414
County Counter (Silver) - #124dittocat124.5230
Multi Multis (Silver) - #125dittocat93401
Florida Favorites (Silver) - #126DirtyD1364116
Letterboxers (Gold) - #127dittocat135353
Wherivegone (Silver) - #128dittocat104285
Virtual Cacher (Gold) - #129dittocat124367
Fizzy Line Bingo (Silver) - #130RamenNoodles103383
Continental Cacher (Gold) - #130.5MikeLima & LotseXY10554
Wherivegone (Gold) - #131dittocat155268
Multi Multis (Gold) - #132HTBob104401
Great Attributes (Silver) - #133OHSilky104.5380
Jasmer Osceola County Style - #134dittocat103.5315
Jasmer Florida Style - #135CelebrationKim204289
Ailihphilia - #136dittocat192.5376
Counting Counties (Bronze) - #139CelebrationKim82.5329
Overstated (Gold) - #140RAHNNERGOTHUC155115
County Counter (Gold) - #141Team Mollymap175165
Old Timer: Country (Silver) - #142CelebrationKim85135
Counting Counties (Silver) - #143CelebrationKim103.5297
U. S. Favorites (Silver) - #144Team Conway94.5215
Favorite Points (Sapphire) - #145Team Conway234.5317
Our Northern Neighbor (Bronze) - #146aogagent153190
Double Fizzy Master - #147Team Mollymap154.5299
Old-Timer: State (Silver) - #148Team Mollymap164286
Triple Fizzy Master - #149Team Mollymap205271
Old-Timer: State (Gold) - #150Team Conway225234
The First Year (Bronze) - #151Team Mollymap113.5316
The First Year (Silver) - #152Team Conway94.5281
Our Northern Neighbor (Silver) - #153aogagent174.5116
The First Year (Gold) - #154-DOLFINANDO-245205
Bundesländer (Bronze) - #155DirtyD1342.595
Caribbean Cruisers (Bronze) - #156Troqueurs3282.5152
Accidental Tourist - #157 DirtyD135391
You Ought to Be in Pictures - #158FloridaJim42.5113
Our Northern Neighbor (Gold) - #159FLtravelers8561
Bundesländer (Silver) - #160DirtyD1334.580
Cow Tipping - #161seadog12982150
Bigger than a Breadbox - #162FloridaJim & Black Jeep62.5148
Power Trails - #163CelebrationKim4392
Caribbean Cruisers (Silver) - #164butrflygirl4475
Bundesländer (Gold) - #165DirtyD133545
Great Attributes (Gold) - #166sujayne44.5177
Bonus! (Bronze) - #167FloridaJim & Black Jeep61.5164
Caribbean Cruisers (Gold) - #168butrflygirl12557
They Come In All Sizes - #169seadog12963150
Coolest Cacher on Earth - #170FLPirate & The Wench172.5172
Time Traveler (Bronze) - #171KCL Adventures13133
Cached Virtually Everywhere - #172seadog12963.5111
Vintage USA 2000 - #173FLPirate & The Wench33.578
Vintage USA 2001 - #174seadog12913.575
Date Triplets - #175seadog12974142
Virtually Impossible - #176seadog12910464
Mystery Pseudo Jasmer (Bronze) - #1772KatzHunt74.5129
Loving Types - #178seadog129123.5130
Very, Very Loved Caches - #179FLPirate & The Wench74106
All Types in Unique States - #180solid-rock-seekers33141
Earth Years (Bronze) - #181KCL Adventures62.5166
Multi Years of Multis (Bronze) - #182FLPirate & The Wench32.5162
Bonus! (Silver) - #183BCDZ42.5151
Old Timer: Country (Gold) - #184RogueAirPirate74.538
Tick Magnet - #185coleclan71.5145
There's No I in Team - #186coleclan32138
Types of Tree Climbs - #187 nalceloc & coleclan73.593
Time Traveler (Silver) - #1882KatzHunt64.5120
Favorite Virtuals - #189TheVictors9471
Favorite EarthCaches - #190butrflygirl5453
Earth Years (Silver) - #191vilstudio/racewalker43.5152
Mystery Pseudo Jasmer (Silver) - #192RogueAirPirate5572
Social Mega Butterfly - #193CelebrationKim / DirtyD134494
Favorite Mysteries - #194TheVictors3456
Favorite Points (Ruby) - #195FLPirate & The Wench63.5124
Favorite Multis - #196TheVictors3460
Multi Years of Multis (Silver) - #197FLPirate & The Wench43.5137
Favorite Wherigos - #198coleclan63.566
Favorite Webcams - #199RogueAirPirate2452
Time Traveler (Gold) - #2002KatzHunt10588
Favorite Letterboxes - #201butrflygirl3455
Old-Timer: State (Ruby) - #202FloridaTBHunter4562
Favorite Traditionals - #203RogueAirPirate54.556
Earth Years (Gold) - #204kernow85131
Multi Years of Multis (Gold) - #205DD13, CKIM, ZSteve85111
Short Chain - #206KCL Adventures84.557
Medium Chain - #207coleclan84.5100
Long Chain - #208KCL Adventures164.591
Nontraditional Jasmer - #209FLPirate & The Wench114.5122
Challenge of Challenges - #210coleclan103.557
Total cache finds in this series: 55713
Total different cachers making finds: 778
Stats updated as of 10/14/2025

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.