Best Sailing Challenge Apps & Games

250+ iOS apps & games curated and reviewed

4.1 avg rating
16 free apps & games
Updated November 2026

Looking for free sailing challenge apps and games? 16 of our 250+ tracked titles are free to download — no subscription, no trial. The rest are premium picks worth paying for.

Compare top Sailing Challenge Apps & Games (November 2026)

#AppPriceRatingAdsIn-App PurchasesUpdated
1ASA's Sailing ChallengeASA's Sailing Challenge$3.994.8★ (3K)NoYesNov 2026
2Sailing TermSailing TermFree4.6★ (81)YesYesNov 2026
3SailSim - Sailing SimulatorSailSim - Sailing SimulatorFree3.4★ (22)YesYesOct 2026
4American Cup SailingAmerican Cup SailingFree3.3★ (3)YesNoNov 2026
5US Sailing Skill UpUS Sailing Skill UpFree3.8★ (13)NoNoOct 2026
6Skipply SailingSkipply SailingFree—NoYesAug 2026
7PlayeSailing | Inshore RacingPlayeSailing | Inshore RacingFree3.8★ (6)NoYesOct 2026
8ASA's Catamaran ChallengeASA's Catamaran Challenge$3.994.8★ (120)NoYesNov 2026

Top Picks for Sailing Challenge

ASA's Sailing Challenge#1

ASA's Sailing Challenge by American Sailing Association

Learn To Be A Better Sailor!
Editor's Choice
📚 Education
4.8😐(3K ratings)
$3.99In-App Purchases
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Master sailing fundamentals with interactive modules covering points of sail, wind, sail trim, and maneuvering. Test your skills in a virtual sailing course against the clock.

What We Love

  • 🎓 Excellent learning/review tool for sailing
  • 👍 Great for reviewing before going out on the water
  • 👍 Useful for visualizing sailing concepts
  • 👍 Simple and effective
  • 👍 Helpful in consolidating sailing knowledge
  • 👍 Fun and useful
  • 👍 Fantastic for newbies to sailing
  • 👍 Breaks monotony of lockdown

Room to Improve

  • 🐛 Trimming Task 2 is Impossible
  • 🔒 To limited and some controls overly sensitive
  • 💰 Underwhelming, not worth the price
  • 💰 All about money, too many in-app purchases
  • 🐛 Buggy, crashes frequently
  • 🔒 Port and starboard controls are flipped
  • 🔒 Limited play, super simple
  • 🔒 Boring, not engaging enough
Sailing Term#2

Sailing Term by Orendasoft Ltd.

Learn Sailing Terms!
Strong Contender
📚 Education
4.6(81 ratings)
FreeAdsIn-App Purchases
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Expand your nautical vocabulary and sailing knowledge with this reference guide. It offers over 100 terms with definitions, a daily word, search functionality, and interactive quizzes to test your understanding.

More Sailing Challenge apps to explore

FAQ about Sailing Challenge

What are the best sailing challenge apps & games for iPhone?
ASA's Sailing Challenge tops our sailing challenge apps & games ranking as of November 2026, with a 4.8-star average from 3K App Store ratings, and it's priced at $3.99.
Yes — 16 of the top sailing challenge apps & games we rank are free to download, including Sailing Term and SailSim - Sailing Simulator.
ASA's Sailing Challenge has no ads and offers in-app purchases, according to its App Store listing as of November 2026.
We track 250+ sailing challenge apps & games on the iOS App Store as of November 2026, ranked by rating, recency, and analysis of real user reviews.

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