Looking for Group - If you are looking for other cachers to run the trail with, contact RetiredGuy and he will post it here. Currently after8 from Italy is looking for a group for March 12 and 13. Please contact her directly if you have interest in teaming up.

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: 2643 Favorites Favorites Favorites
Title FTF Favorites Difficulty Finds
Letterboxers (Silver) - #1T. Mollymap / RamenNoodels464.5458
Monkey Business - #2dbricks / FrappGirl242.5399
Souvenirs (Bronze) - #3RamenNoodles211.5480
Border Crosser (Bronze) - #4NFJK232441
The Streaker (Bronze) - #5RamenNoodles132446
A Walk in the Park (Bronze) - #6dbricks / FrappGirl201.5496
Mile High Club - #7Mr. & Mrs. Magic171.5455
Favorite Points (Bronze) - #8dbricks / FrappGirl142475
Hidden Days (Bronze) - #9dbricks / FrappGirl152478
Scenic Views (Bronze) - #10dbricks / FrappGirl132472
Globe Trotter (Bronze) - #11Mr. & Mrs. Magic183351
Social Butterfly (Bronze) - #12RamenNoodles121.5452
Colors of the Rainbow - #13NFJK162.5396
Mystery Cacher (Bronze) - #14dbricks / FrappGirl172.5470
Well Stated (Bronze) - #15dbricks / FrappGirl132.5421
Busy Day (Bronze) - #16RamenNoodles112.5427
Challenge Cacher (Bronze) - #17NFJK192467
The Gamer (Bronze) - #18FrappGirl92.5231
Old-Timer: State (Bronze) - #19dbricks / FrappGirl213438
The Traveler (Bronze) - #20RamenNoodles121.5481
Found Grid (Bronze) - #21RamenNoodles172435
Dog Lover (Bronze) - #22dbricks / FrappGirl212485
Hider's ABCs - #23NFJK112.5446
Thanks Reviewers (Bronze) - #24NFJK123433
Mother Earth (Bronze) - #25RamenNoodles142470
Variety Pack 3 x 20 - #26dbricks / FrappGirl142424
Get in the Boat (Bronze) - #27RamenNoodles102.5452
Caching around the World - #28FrappGirl162447
Happy Birthday (Bronze) - #29dbricks / FrappGirl112472
Completing a Country - #30CelebrationKim11364
One through Nine - #31dbricks / FrappGirl112417
Overstated (Bronze) - #32ikolor143347
Souvenirs (Silver) - #33floridajim153.5422
Border Crosser (Silver) - #34Funfinderone153.5108
The Streaker (Silver) - #35dbricks / FrappGirl103319
A Walk in the Park (Silver) - #36dbricks / FrappGirl122.5436
Two-Mile High Club - #37floridajim234261
Favorite Points (Silver) - #38FrappGril183438
Hidden Days (Silver) - #39dbricks / FrappGirl133424
Scenic Views (Silver) - #40dbricks / FrappGirl103444
Globe Trotter (Silver) - #41wigglesworth104134
Social Butterfly (Silver) - #42dbricks / FrappGirl112416
Very Low - #43Messingaround64.5146
Mystery Cacher (Silver) - #44NFJK143.5419
Well Stated (Silver) - #45FrappGirl153.5347
Busy Day (Silver) - #46dbricks / FrappGirl133.5366
Challenge Cacher (Silver) - #47NFJK183423
The Gamer (Silver) - #48OHSilky113.5161
Old Timer: Country (Bronze) - #49floridajim194345
The Traveler (Silver) - #50dbricks / FrappGirl142.5379
Found Grid (Silver) - #51RamenNoodles124428
Dog Lover (Silver) - #52dbricks / FrappGirl153430
Hider's ABCs and 123s - #53IsqubaAndNawty163.5327
Thanks Reviewers (Silver) - #54IsqubaAndNawty164378
Mother Earth (Silver) - #55dbricks / FrappGirl133429
Variety Pack 4 x 10 - #56dbricks / FrappGirl143375
Get in the Boat (Silver) - #57NFJK143.5375
Caching to the Moon - #58 Seekers Four134295
Happy Birthday (Silver) - #59dbricks / FrappGirl103430
Completing Two Countries - #60qrang14434
Zero through Twelve - #61NFJK104336
Overstated (Silver) - #62floridajim114261
Souvenirs (Gold) - #63IsqubaAndNawty174.5373
Border Crosser (Gold) - #64KatelinH / K8zant8558
The Streaker (Gold) - #65NFJK195234
A Walk in the Park (Gold) - #66NFJK133.5401
Three-Mile High Club - #67Hipointer and Capiti5533
Favorite Points (Gold) - #68Team Mollymap264417
Hidden Days (Gold) - #69dbricks / FrappGirl144425
Scenic Views (Gold) - #70FrappGirl154440
Globe Trotter (Gold) - #71T@bibito15568
Social Butterfly (Gold) - #72FrappGirl133.5402
17 Days of Mystery - #73NFJK144229
Mystery Cacher (Gold) - #74NFJK164.5400
Well Stated (Gold) - #75Team Mollymap204.5254
Busy Day (Gold) - #76dbricks / FrappGirl234.5346
Challenge Cacher (Gold) - #77NFJK154384
The Gamer (Gold) - #78Team Mollymap104.5128
Old Timer: Continent (Bronze) - #79floridajim225287
The Traveler (Gold) - #80rnrgrl7577
Found Grid (Gold) - #81NFJK215436
Dog Lover (Gold) - #82NFJK194410
Hider's ABCs, 123s and more - #83IsqubaAndNawty74.5178
Thanks Reviewers (Gold) - #84IsqubaAndNawty235294
Mother Earth (Gold) - #85NFJK204399
Variety Pack 5 x 8 - #86NFJK184293
Get in the Boat (Gold) - #87NFJK164.5363
Caching to the Moon & Back - #88Hipointer and Capiti215183
Happy Birthday (Gold) - #89NFJK215363
Antipodes - #90wigglesworth125123
ABCs - #91dbricks / FrappGirl131.5438
ABCs and 123s - #92FrappGirl112.5413
ABCs? - #93NFJK104366
Orderly ABCs - #94dbricks / FrappGirl134402
Oval Office - #95Team Mollymap183316
Hungry? - #96NFJK133372
A Day at the Zoo - #97dbricks / FrappGirl153.5415
Life's a Beach - #98NFJK123318
Colorful - #99dbricks / FrappGirl163395
Completing a Hider - #100dbricks / FrappGirl154374
Four Corners of the World - #101wigglesworth145106
Welcome to... (Bronze) - #102dittocat132.5371
Caching is a Pleasure - #103CelebrationKim63207
Body Shop I - #104dittocat113378
Chinese Zodiac - #105HTBob143.5328
County Counter (Bronze) - #106dittocat93328
Multi Multis (Bronze) - #107RamenNoodles82410
Florida Favorites (Bronze) - #108dittocat103193
Letterboxers (Bronze) - #109RamenNoodles92.5383
Wherivegone (Bronze) - #110dittocat63320
Fizzy Double Digit Bingo - #111dittocat74368
Fizzy Line Bingo (Bronze) - #112RamenNoodles122436
Body Shop II - #113RamenNoodles163414
Virtual Cacher (Bronze) - #114dittocat / celebrationkim112.5415
Continental Cacher (Bronze) - #115dittocat122.5317
U. S. Favorites (Bronze) - #116dittocat123311
World Favorites - #117HTBob113324
Virtual Cacher (Silver) - #118dittocat123393
Continental Cacher (Silver) - #119CelebrationKim113.5151
Fizzy Double Double Bingo - #120GadgetCHC115356
Welcome to... (Silver) - #121GadgetCHC104324
Fizzy Line Bingo (Gold) - #122RamenNoodles144396
Fizzy Master - #123RamenNoodles295409
Great Attributes (Bronze) - #124dittocat123429
County Counter (Silver) - #125dittocat134.5242
Multi Multis (Silver) - #126dittocat113416
Florida Favorites (Silver) - #127DirtyD1364123
Letterboxers (Gold) - #128dittocat155374
Wherivegone (Silver) - #129dittocat124305
Virtual Cacher (Gold) - #130dittocat144383
Fizzy Line Bingo (Silver) - #131RamenNoodles113395
Continental Cacher (Gold) - #132MikeLima & LotseXY11564
Wherivegone (Gold) - #133dittocat165286
Multi Multis (Gold) - #134HTBob114413
Great Attributes (Silver) - #135OHSilky124.5397
Jasmer Osceola County Style - #136dittocat113.5325
Jasmer Florida Style - #137CelebrationKim234300
Ailihphilia - #138dittocat202.5390
Counting Counties (Bronze) - #139CelebrationKim102.5340
Overstated (Gold) - #140RAHNNERGOTHUC165126
County Counter (Gold) - #141Team Mollymap205176
Old Timer: Country (Silver) - #142CelebrationKim95146
Counting Counties (Silver) - #143CelebrationKim123.5306
U. S. Favorites (Silver) - #144Team Conway114.5224
Favorite Points (Sapphire) - #145Team Conway234.5337
Our Northern Neighbor (Bronze) - #146aogagent153208
Double Fizzy Master - #147Team Mollymap154.5318
Old-Timer: State (Silver) - #148Team Mollymap164298
Triple Fizzy Master - #149Team Mollymap205286
Old-Timer: State (Gold) - #150Team Conway245247
The First Year (Bronze) - #151Team Mollymap113.5329
The First Year (Silver) - #152Team Conway104.5298
Our Northern Neighbor (Silver) - #153aogagent184.5128
The First Year (Gold) - #154-DOLFINANDO-245217
Bundeslander (Bronze) - #155DirtyD1352.5110
Caribbean Cruisers (Bronze) - #156Troqueurs3292.5169
Accidental Tourist - #157 DirtyD1363107
You Ought to Be in Pictures - #158FloridaJim52.5130
Our Northern Neighbor (Gold) - #159FLtravelers9566
Bundeslander (Silver) - #160DirtyD1344.593
Cow Tipping - #161seadog129102169
Bigger than a Breadbox - #162FloridaJim & Black Jeep72.5168
Power Trails - #163CelebrationKim53119
Caribbean Cruisers (Silver) - #164butrflygirl5486
Bundeslander (Gold) - #165DirtyD136554
Great Attributes (Gold) - #166sujayne64.5198
Bonus! (Bronze) - #167FloridaJim & Black Jeep61.5182
Caribbean Cruisers (Gold) - #168butrflygirl13565
They Come In All Sizes - #169seadog12983170
Coolest Cacher on Earth - #170FLPirate & The Wench192.5190
Time Traveler (Bronze) - #171KCL Adventures33153
Cached Virtually Everywhere - #172seadog12973.5131
Vintage USA 2000 - #173FLPirate & The Wench53.591
Vintage USA 2001 - #174seadog12923.588
Date Triplets - #175seadog12994163
Virtually Impossible - #176seadog12913481
Mystery Pseudo Jasmer (Bronze) - #1772KatzHunt104.5148
Loving Types - #178seadog129143.5144
Very, Very Loved Caches - #179FLPirate & The Wench104128
All Types in Unique States - #180solid-rock-seekers43158
Earth Years (Bronze) - #181KCL Adventures62.5188
Multi Years of Multis (Bronze) - #182FLPirate & The Wench52.5185
Bonus! (Silver) - #183BCDZ62.5174
Old Timer: Country (Gold) - #184RogueAirPirate124.550
Tick Magnet - #185coleclan71.5171
There's No I in Team - #186coleclan52161
Types of Tree Climbs - #187 nalceloc & coleclan93.5119
Time Traveler (Silver) - #1882KatzHunt74.5134
Favorite Virtuals - #189TheVictors13496
Favorite EarthCaches - #190butrflygirl7472
Earth Years (Silver) - #191vilstudio/racewalker53.5174
Mystery Pseudo Jasmer (Silver) - #192RogueAirPirate7583
Social Mega Butterfly - #193CelebrationKim / DirtyD1354113
Favorite Mysteries - #194TheVictors5479
Favorite Points (Ruby) - #195FLPirate & The Wench73.5141
Favorite Multis - #196TheVictors6483
Multi Years of Multis (Silver) - #197FLPirate & The Wench53.5156
Favorite Wherigos - #198coleclan83.592
Favorite Webcams - #199RogueAirPirate5473
Time Traveler (Gold) - #2002KatzHunt115101
Favorite Letterboxes - #201butrflygirl5478
Old-Timer: State (Ruby) - #202FloridaTBHunter7577
Favorite Traditionals - #203RogueAirPirate64.583
Earth Years (Gold) - #204kernow95148
Multi Years of Multis (Gold) - #205DD13, CKIM, ZSteve95128
Short Chain - #206KCL Adventures94.562
Medium Chain - #207coleclan94.5103
Long Chain - #208KCL Adventures164.593
Nontraditional Jasmer - #209FLPirate & The Wench124.5135
Challenge of Challenges - #210coleclan133.584
Total cache finds in this series: 58780
Total different cachers making finds: 833
Stats updated as of 11/10/2026

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.