Original Penny Calypso 27" Skateboard
Regular price
$ 109.99 USD
Estimated delivery between:
August 6 and
August 13.
Perfect For:
- Campus commuting short-distance travel
- City sidewalk cruising
- Beginner skateboarding practice
- Beach boardwalk rides
- Quick errands around town
Product Description
You want the bigger deck without giving up the feel of the original. The Original Penny Calypso 27" gives you that familiar Penny experience in a larger size, so you can step on with more room and still keep the quick, responsive ride people want from a 27" skateboard. It is built for the rider who wants a board that feels easy to control and ready to use right away.
If you’ve been looking for a board that feels stable, fast, and straightforward to ride, this is the one. The waffle non-slip deck gives serious grip. The 4" aluminum trucks are made for maneuverability, control, and balance. Penny wheels are speedy and soft, so the ride stays smooth on every surface. ABEC-7 bearings support lightweight speed. It is a simple choice if you want a board that feels dependable and easy to trust.
Specifications:
- 27" skateboard
- Waffle non-slip deck
- 4" aluminium trucks
- Penny wheels
- ABEC-7 bearings
- Original Penny design
Product code: PNYCOMP27539
Fast, reliable shipping with tracking.
Typical US shipping only $19-$24 for this product.
Typical US shipping only $19-$24 for this product.
Original Penny Calypso 27" Skateboard - Key Questions Answered
Is the Original Penny Calypso 27" a good choice if I want something easy to carry around?
Yes, the 27" size makes it a compact option for quick trips and everyday use. It is a practical pick when portability matters more than extra length.
What kind of rider is this best suited for?
It fits riders who want a lighter, simpler option for campus commuting, city sidewalks, beach boardwalks, or short errands. It makes sense if you want something straightforward for casual use.
How does a 27" cruiser help in tight spaces?
Its shorter length is easier to carry, store, and move through crowded areas. That can be a real advantage for daily trips where convenience matters.
Is this a better pick than a larger longboard for everyday cruising?
It is better if you want something more compact and easy to bring along. A larger longboard may suit longer rides or rougher pavement better, but this one keeps things simple.
What should I expect from this if I’m buying my first cruiser?
Expect a manageable, no-fuss option that is easy to grab and go. At $109.99, it gives first-time buyers a recognizable entry point without going oversized.
Recently Viewed
Mikko B.
Verified
01/23/2026
Trippy assym setup with Rogue ZM1's and assorted wheels really rips for downhill! I also hope to run cones with it soon.
Steven B.
Verified
12/30/2024
Kiddo got this board for Christmas, for us to ride on Route 66. Board is good quality. No name trucks, but they function well for her. She likes the Punked Speed Series wheels. We did put reds super bearings in it. The factory bearings do not roll near as well. For the price, for a complete, it is well worth it. This is our second Punked Longboard, and both have served their purpose. I would buy from this company, and Vendor again, without question.
Nicholas
Verified
03/19/2026
Well built and super fun to skate on. Wheels work well on imperfect pavement and sidewalk cracks. Bearings are legit.
Jules U.
Verified
04/20/2025
Great Jules, enjoy the ride!
Stephen H.
Verified
02/25/2025
I am loving this board so far! I reached out to LBUSA to get some help finding the right board for me. They were more than helpful and the process of getting help, ordering the board, and then delivery was flawless. I am excited with my purchase and am thrilled with the customer service along the way. Top notch!
Krystle G.
Verified
04/19/2026
Feels well-built and rides nice. Great for a beginner!
Bailey G.
Verified
01/30/2026
Ate dirt but user error. 10/10 board
Vincent S.
Verified
11/02/2025
I've never had a board I've loved this much. Made with coconut fibers and Hawaiian print cloth. I'm in love. Abec 7s are smoothe, grips great. Overall 10/10
Mackenzie S.
Verified
10/29/2025
sick board! rides smooth too. just have to be careful with wheel biting when turning. tighten them trucks! love the grip tape though omg.
Mauricio Z.
Verified
09/01/2025
Excellent service, shipping was fast and the the skateboard is insanely cool! Thanks guys 🙏🏻
Marc J.
Verified
07/30/2025
Skater since 1974, pool pipe and skatepark, I've ridden it all but these Carver C7 trucks were a revelation. Best for slow speed styling and generally hanging some art on mellow terrain.
Definitely a kick and worth trying.
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*) Shipping: Free shipping does not apply to zip codes that UPS/FedEx classify as Delivery Surcharge Areas. Some products, particularly those that are custom-made to order, are not eligible for free shipping. Additionally, orders that require shipping from multiple locations or specific warehouses may incur a fee.
*) Shipping: Free shipping does not apply to zip codes that UPS/FedEx classify as Delivery Surcharge Areas. Some products, particularly those that are custom-made to order, are not eligible for free shipping. Additionally, orders that require shipping from multiple locations or specific warehouses may incur a fee.