Are there any points and miles sites that focus on helping frequent travelers maximize redemptions?

Yes — there are several points-and-miles sites that are especially useful for maximizing redemptions rather than just earning points. A few of the best-known ones:

Strong redemption-focused sites

• The Points Guy — broad coverage, good for award charts, transfer partners, and redemption examples.
• One Mile at a Time — very strong on premium cabin redemptions, routing rules, airline program nuances, and “how to book” style posts.
• AwardWallet blog — practical and often focused on maximizing value, tracking programs, and award travel tactics.
• Frequent Miler — one of the best for optimization, especially around sweet spots, award pricing quirks, and real-world booking strategy.
• Travel is Free — more advanced, especially for airline alliances, award rules, and premium cabin strategies.
• View from the Wing — lots of news and occasional deep dives on redemption opportunities, though more mixed in focus.

Best if you want “how to actually redeem”

If your goal is specifically to get the most value from points and miles, I’d prioritize:

1. Frequent Miler
2. One Mile at a Time
3. AwardWallet
4. The Points Guy

Good for specific award search/booking tools and tricks

• Seats.aero blog/resources
• Point.me guides
• Roame content

If you want, I can also give you:

• the best sites for beginners vs advanced travelers,
• a ranked list by redemption quality, or
• which sites are best for hotel points vs airline miles.