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




Come to our Hoosier state of Indiana ,   shop and Ride, earn Cayman Island Days .

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 County State Park  MTB bike Park,  "one of the top Mountain  bike trail  in the Nation",  Also near by Hoosier National Forest Many Call "Mini Appalachia Trail"  great hiking,  Lake Monroe "Largest made made lake in the state of Indiana"  great canoeing and kayaks,  you provide the  Bicycles,  life jackets and car rack we will furnish the boat.   

  Summer   Rate $99.90    Winter rate $125.00  subject to availability we sometimes have long term rentals .

3 Bedroom near the forest $225.00 summer rate , Winter rate $250.00 nightmonthly rates  available   with a year lease plus utilities.     



Grand Cayman Islands Vacation Homes

 Homes on the Sea!

Purchase a Ritchey Break Away Bicycle get a Free night In Grand Cayman*

Subject to availability: User responsible for airfare, House keeping , utilities and other cost. 

Our Cayman  Family home available to Staff and Customers,  call Steve for details

Best Cycling in the Caribbean

Billmans Bluff  2 story    -    Cayman Anchor House On the Sea



 2018 / 2019  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! 

2257 Sea View drive , East End, Grand Cayman.

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



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.





Quick use fee Facts:


Sorry no pets  (service pets welcome) and no smoking in our homes.







Sea Kayak included with Anchor House  (deposit required) .


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

 Maid Gratuity not included.

Please help use keep rates low, a old Cayman Adage:  "Use what you need and need what you use".

Cable TV free of charge in winter rate 10-1 till 3-1

Cell phone service is 100% coverage in the Caymans. 

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








Terry on the sea wall right in front of Anchor House

Additional maid service, cooks, or nannies available for an extra charge. We can connect you directly to these services or we can make the arrangements for you.


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  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 10 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 Caribbean vacation Home!

On the porch of anchor House looking to sea







 Home # 2 Billman bluff:





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. Use of a tent is permitted on our sandy shaded parking area, however we still base our  on 4 people.  We do not recommend more than 4, but will consider more additional.

Bed linen  supplied for the upstairs bedroom and the futon down stairs.



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 to reserve your time.

Booked by 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 ,   shop and Ride earn Cayman Days .

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 nightmonthly rates  available   with a year lease plus utilities.    



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