Off-season email marketing: stay top of mind without being annoying

Email sequences that keep past guests engaged through the off-season so they rebook when your next season opens.

alpnAI/ 5 min read

Your past guests liked you enough to spend a day on the river or a weekend on the trail with you. That’s a relationship most businesses would kill for. But if the only email you send is a booking confirmation in June and a “we’re back!” blast in April, you’re wasting it.

Off-season email marketing for your outdoor business doesn’t need to be complicated. It does need to exist. The outfitters who stay in touch between seasons are the ones whose phones ring first when booking season opens. The ones who go quiet are starting from scratch every year, competing for attention alongside everyone else.

So what do you actually send, how often, and how do you do it without making people hit unsubscribe?

Figure out your cadence first

The biggest mistake is sending too much too fast, then going silent for three months. Your past guests don’t want weekly emails from a rafting company in January. They also don’t want to forget you exist.

For most outdoor recreation businesses, once or twice a month hits the right frequency during the off-season. That’s enough to stay present without becoming noise. Some operators go as low as monthly and that works fine too, as long as the emails are worth opening.

Whatever cadence you pick, stick with it. Irregular bursts of emails feel spammy even when the content is good. A predictable rhythm trains your audience to expect (and open) your messages.

The off-season email types that actually work

Not every email needs to sell something. Most of your off-season emails shouldn’t.

Start with a season recap in October or November, right after your season wraps. Share highlights from the year: photos from trips, a funny story from a guide, conditions that made this season different. This one consistently gets the highest open rates because it feels personal, not promotional. Subject line like: “That time the elk showed up at put-in.”

Through the winter, gear and planning guides work well. “What to pack for your first rafting trip” or “Fly fishing gear you actually need (and gear you don’t)” gives people something useful when they’re thinking about next season but not ready to book. It also reminds them that you know what you’re talking about, which matters when they’re comparing outfitters later.

When you open your calendar for next season, your email list should hear about it first. Don’t frame this as pressure. Just information: “Next season’s calendar is live. Here are the dates.” Past guests appreciate the heads-up. Subject line: “2027 trip dates are up.”

In between, send updates about what’s happening at your operation. Trail improvements, new equipment, a guide who just got certified. These are short and easy to write. Subject line: “New boats, same river.”

You can also send local area emails. You know your region better than any travel blog, and sharing fall foliage timing, winter events, or spring conditions keeps your emails relevant even when your season is months away.

Write subject lines worth opening

Your subject line decides whether the email gets read or archived. A few things that work for outdoor businesses:

Keep them short and specific. “Summer 2027 trip dates” outperforms “Exciting news about our upcoming season!” every time. Skip the exclamation points and the vague teasers.

Use real details. “The Salmon River hit 45,000 cfs this spring” is more interesting than “What a season it was!” Specifics signal that the email has actual content.

Don’t write clickbait. Your audience is past guests, not strangers. They’ll open honest subject lines and they’ll stop opening misleading ones.

Segment if you can, but don’t let it stop you

If your email platform supports it, basic segmentation goes a long way. Past guests who booked a family float trip probably aren’t interested in your advanced backcountry offerings. People who came last year might get a different message than people who came three years ago.

But don’t let the complexity of segmentation keep you from sending anything. A single well-written email to your whole list beats a perfectly segmented campaign that never gets built. Start with one list, one email a month. Add segments later when you have the bandwidth.

What to avoid

A few patterns that drive unsubscribes in this industry:

Selling in every email. If every message is “book now,” people tune out. Mix in value before you ask for anything.

Generic content that could come from any business. “5 tips for a great vacation” is forgettable. “What the water levels on the Arkansas looked like this September” is memorable.

Sending nothing for five months, then blasting your list three times in a week when you need bookings. That’s not a strategy, it’s desperation, and your open rates will reflect it.

Start before you think you’re ready

You don’t need a fancy email platform to begin. Mailchimp’s free tier handles most outfitters just fine. You don’t need a 12-email automation sequence. You need one good email, sent this month, to the people who already trust you.

Your email list is probably your most valuable marketing asset. These are people who gave you their contact information because they had a good experience with you. That’s worth more than any SEO ranking or social media following, because you own the relationship. An algorithm change can tank your organic traffic overnight. Your email list is yours.

If you’re already working on an off-season playbook, email is the easiest piece to get moving. You already have the audience and the stories. Just send something.

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