Skipjack Run 2026 — Deal Island, MD

Date
September 12, 2026
Location
Deal Island, MD
Venue
Deal Island Harbor
Start Time
7:30 AM
Entry Fee
$13.00 – $50.00
Events
Skipjack Run 2026 5K, Skipjack Run 2026 10K
Includes
Long Sleeve Cotton Feel Tech Tee
Register NowRegistration Open
#irunthisbridge - the elegantly sloping half mile of Deal Island Bridge greets you at the start AND finish of both distances! #runwithaview - the Chesapeake Bay Skipjack Fleet graces the harbor at the start line. It is the last commercial sail powered fishing fleet in North America and the only cohesive sailing fleet in the western hemisphere. You're sure to catch the osprey fishing for their final meals in our marsh creeks before they retire south for the winter. And what better way to recover from that bridge sprint than with a walk on the beach? Deal Island Beach is renown for it's treasure of sea glass! Professional Chip Timing by TCR Event Management 100% of Proceeds Support Deal Island Community Thanksgiving Dinner ON Thanksgiving Day Awesome Refreshments (got chocolate milk?) Raffles & Unique Trophies Race Day Registration Simultaneous Start for 5K and 10K No Duplicate Awards Overall Male + Female / Masters Male + Female (over 40) / Age Groups (Male + Female) Long Sleeve Cotton

Hotels Near This Race

Find accommodation close to the start line in Deal Island, MD. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Skipjack Run 2026 — Deal Island, MD

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Race Travel Insurance

Don't forget travel insurance for September 12.

You've trained for months and booked a trip to Deal Island, MD. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.