Cayman  Islands Cycling   Billman Bluff   ,  Cayman Anchor house  Anchor House, Cayman Islands


      Click photo to Super size.  Official Cayman cycling jersey Available exclusively @


Cayman Club / SS / 2018padRegular price: $125.00padSale price:$99.90   to order e-mail:




Grand Cayman Islands Vacation Homes

 Homes on the Sea!

For Sale  $399,000.00 CI *,    If your a serious buyer Rent to Own Option maybe available!

We use AH as a private family home, option  by application for  tourist accommodation license for income. 


Best Cycling in the Caribbean

Billmans Bluff  2 story  with view looking out to Sea   -    Cayman Anchor House On the Sea



 2018   Anchor House and Billman Bluff  Call steve for use details.

Fall asleep to the sounds of the ocean and  wake up to  brightest sunrise, finish your day with the best sunsets on Cayman right out front! 


40 Indiana Lane, East End, Grand Cayman B.W.I.

Phone 812-825-5050 / 812-825-4281


Come and Enjoy Paradise in the Caribbean!




Home # 1 Anchor House

For Sale $399,000.00*   Rent to own Option might be available for the serious buyer!

Includes option for 40 feet of deeded Beach front property right on the Caribbean sea right down to the high water mark!



3 bedrooms right on the sea.  The perfect Caribbean Vacation  right on the sea!

Fully finished.

Best snorkeling & Diving on Grand Cayman in the Virgin waters of East End,  Right out your front Door.

Cycling: Cayman time trial loop 19 mile Cayman loop also right at your Door or the 46 mile half Ironman/Iron women.

Want a long ride?  Get up and do OC 100 century around the island. 


Cayman Anchor House a fully stocked Caribbean Home right on the sea.

On the porch looking out to sea at Cayman Anchor house.  

Eric on the seawall right in front of Anchor House, you can see the water breaking on the reef, world Famous Cayman Wall dive just outside the reef.


Why its called Anchor House?  Check out mid photo above to the left a old 1888 ship wreck anchor peaking out of the sea right in front of the house.  Ship parts and two more anchors are close by.   You can dive and snorkel inside the reef  or out of the reef all with a a few feet of your vacation home door. There over 500 record ship wrecks in the Cayman Islands and the best diving in the world.

Food got to be a Big part of any Trip,  Cayman Food unmatched, the small local Restaurants are all within a short distance of your Vacationing home.  I learned a long time ago, eat where the locals eat not where the tourists eat, better food and prices.

Big Tree BBQ,  Don't miss It!

My friend Henry Harris and His son.

Affectionately and respectfully I Call them Big Tree and Little Tree.

Henry one of my many Riding buddies  in Cayman and a good friend! 


Right in the heart of the Caribbean, just 60 minutes south of Miami.

Serviced Daily , out of most major cities, Cayman Airways, US Air, AA, Delta And many others.



Diving Boat Mooring out front of home protected by the Reef.



Quick Facts on amenities:


Security system

_Sea Kayak included  

if your a serious cyclist you will want to bring your  new Ritchey Breakaway travel bike,  check them out at

in Home WyFi

On the sea out front of home  Boat Mooring behind  protected Reef

Home  and property sets Right on the Sea  with a 12 foot sea wall for protection.

Laundry room Washer

Landscape lot

Fully furnished decorated Caribbean style

 Optional Dive Boat

Optional bikes

option for 40 feet of deeded water frontage lot, right down to high water mark



  City water ,  a old Cayman Adage:  "Use what you need and need what you use".

Cable TV

Cell phone service is 100% coverage in the Caymans. 

Internet service:  close by  Free Hot spots for WyFi :  EE library, Italian kitchen  , ocean frontiers  and others, all in the END END








Terry on the sea wall right in front of Anchor House



Front Cayman anchor House, a real Caribbean home right on the sea.

Captain Quarters Anchor house.

Captain Quarters Anchor house

Crews Quarters Anchor house

Crews Quarters Anchor House

Living room Anchor house

Mermaids crew quarters  Anchor House

Bath Anchor House

Anchor House Galley


Right on the sea,  best sunrise and sunsets in Cayman right on the front porch.


Your’ Caribbean full time home or  Vacation Home

Anchor house; a real Caribbean three bedroom right on the Caribbean Sea approximately 1100 square feet plus.

This home and others along this part of the coast line are protected by a massive 12 foot high sea wall affectionately called surfers wall by the locals.  When conditions are right the surfers and kites come to this part of the island to take advantage of the prevailing winds from the east to ride the wave and wind.

Anchor house has a full front porch for that rare rain and protection from the sun and provide a place to enjoy the sea.  Hands down the best sun rise and sun set right in front of your home each morning and night they are always spectacular.



Security system, Fully equipped kitchen, appliances refrigerator, stove, oven, microwave, coffee pot, toaster, blender, mixer, dishes and pots & pans, washing machine, outside solar dryer (clothes Line), hair dryer, bath and shower, bath towels and bed linen, TV , radio , cd player , Games, beach cooler, 52 inch ceiling fans in living and bedrooms, outside park grill and picnic table, all windows are covered with Bahama shutters .  Storage room for bikes and other gear, air-condition ,  city water ,  private off street parking and additional parking next to the sea wall out front,  easy access to the sea at the sea ramp out front. Wired for America current for all your devices  , all in the best part of Cayman EAST END the real Cayman the heart of the Caribbean!  


My Cayman Office,  Grand Cayman and the beautiful  East End!


Best Sunrise and Sunsets in Cayman right in front of your full time or Caribbean vacation Home!

On the porch of anchor House looking to sea







 Home # 2 Billman Bluff:

For Sale Partnership Vacation home

Own a share of a Cayman Vacation Home for only

$30,000.00  Its not a time share its real owner ship

Rent to Own maybe possible, Try it before you buy it for the serious buyer!






Private  two story home over looking the Caribbean sea, one bedroom, one bath.

Located at the East End of Grand Cayman, No crowds here!

The home is ideally suited for 2 people, However the futon downstairs is available for two additional people.


The house sits on a large landscaped lot with an excellent view of the sea less than 200 yards away. 



Fully furnished Kitchen:

Stove, microwave, coffee pot, & refrigerator. We do have dishes & silverware, along with pots & pans.

We also have a grilling area outside. Washing machine & outside clothes line, clothes dry quick in the Caribbean breeze & sun


Our house doesn't have central air: however the upstairs bedroom has a window air unit. The prevailing winds originate on the east end of the islands and night time generally produces cooler air and a stiff breeze, ideal for sleeping & listening to the sounds of the wind & sea hitting the shore.



Wreck of the 10 sails a short distance from our house.


Things to Do:

Beach & Sea Time, Most agree Best  Beaches  SCUBA & Snorkeling in the world, Cycling, Fishing, Hiking, Kite-boarding Site Seeing & more.




Links for guided tours & adventure.

If you would like us to add your link to Cayman adventure please E-mail us at

Big Tree BBQ 345 938-8314 / 929-0888 high end bike tour Cayman  EE  high recommended




No crowds at the East End!


Riding with the local friends.

Yes there still pirates in the Caribbean, check out the smiles on any one that's been to Grand Cayman East End style.


Cycling with Cayman friends

Its not uncommon for us to ride over 100 miles on a single Cayman ride on the weekend:  Ride out to West Bay before sunrise on Sunday do a  few loops, head  back to East End loop, out Rum Point, stop by Over the Edge restaurant   have breakfast enjoying ourselves with a good meal  and friends, afterwards go back around  End End loop all before Noon.   Still Time to Go to the beach  sea  diving followed by a Sunday afternoon Cayman Meal.  We have been known to slips off to other islands close by and cycle there also.  We all look petty good in this photo above on day two of a 400K trip,  day one we rode 160 miles.

On a personal note: I have been on several Caribbean Islands, some maybe larger than Cayman nothing compares .

  Nothing comes close to Cayman, first  people, Food, world class diving  (many say best in the world), best beaches and everything you needs available for comfort and safety that only Cayman can can offer over other Caribbean stops.    


Eating out Cayman style by the sea!    Cooking seafood on the grill the Cayman way.

Site seeing at its best.

Cannon @ Pedro St, James castle, looking out to sea.

A must see  Cayman National historic site & world treasure!

On the sea wall with My Cayman  friends after a Morning loop on Cayman!

Eric with His Ritchey BAB in Cayman



 Limited Edition Cayman Cycling Club 07  S

Cayman Club / SS / 2018padRegular price: $125.00padSale price: $79.95  to order e-mail

Available to Club members and non members. A great gift for yourself or cycling friends.

Made with Cool Sleeve design for comfort. 50cm invisible zipper 3 rear pockets and club cut for relaxed fit.

Join the Cayman Cycling club, Member ship open to all (you do not need to live in Cayman to join).

Jersey available to club and Non club members.

Most Bike company's & Bike equipment supplier offer Team & Bike Club discounts on purchases.  Cayman Bike club sponsors  get the best prices from our corporate sponsors below.  e-mail to add your name to the list.


Come and Enjoy Paradise!

Call or E-mail today  for a viewing!

There nothing like home ownership  in The Caribbean

We never run out of things to do!

Today  was a cruise around Cayman In a 38 foot sale Boat!


Thank for looking Steve & Terry Dodds




Corporate sponsors Cayman Bike club:


  Pirates Week.





Come Play- relax & sleep & feel the best breeze on the island, East End Grand Cayman.




Click photo to enlarge.

Riding by the sea in front of our house,  Come ride and explore Grand Cayman Islands with a stay in a real Caribbean home 

Come Ride-Dive-explore-Relax at Cayman our Home,  ride your Ritchey Travel Bike.









Getting ready for the Cayman ship wrecks  using Inflatable boats .  There a 100 + old ship wrecks near  our Vacation Home many can be reached by a shore dive.  


 Inflatable Boat fits in the small bag pictured above airline checkable



Our crew made a assault on the Shipwrecks in Cayman Island using inflatable boats.


Underwater transportation we will use Torpedo propulsion vehicles.

Ground transportation we will use Cutters Mountain/road Bikes

 Wi-Fi  Hot spots I know about and use when out and about In Cayman East End:

 Ocean frontiers:   No pass word needed

East End Library :  Pass word :  EELibrary  or eelibrary   I like this spot if the  Library open you can go and use the computers,  or just seat out front in the car across the street and pick up the Wi-Fi with phone or Laptop.

Wyvdham  resort   Grand Cayman  (Reef):                                                     no pass word needed at the bar

Morritt's Tortuga Club Resort  Grand Cayman:   will need to ask on the pass word.

Over the Edge Restaurant :                 no pass word needed.

Italian  Kitchen East End:                   I forgot the pass word, I am sure if you ask they will give it.

There many more but these are the Best.

Not sure about  “Big Tree BBQ”  East End . I need to ask Henry even if there no Wi-Fi it’s one of the best places to eat out.  “Top Rated on Trip Adviser” . e-mail


Come to our Hoosier state of Indiana ,  Relax , shop and Ride!

Stay in our Shops  Country Guest  cottage on the edge of a Indiana forest .

Great cycling , 7 miles from Downtown Bloomington Indiana .  About 25 miles from Brown Country State Park  MTB bike Park,  Also near by Hoosier national Forest Many Call Mini Appalachia Trail,  Lake Monroe Largest made made lake in the state of Indiana  

  Summer   Rate $99.90    Winter rate $125.00  subject to availability.

3 Bedroom near the forest $225.00 summer rate , Winter rate $250.00 night,   monthly rates  available as we as year lease    



Copyright © 2018  Bicycle Doctor LLC    All Rights Reserved.


* We reserve the right to raise the price / cancel the sale  if the home we want to buy no longer available.