Interview with Sarah Lee: Native Advertising Tactics for Seasonal Planning on Squarespace

Q: Sarah, you’ve managed customer support teams for adventure-travel companies using Squarespace. How do you integrate native advertising into seasonal planning?

A: First, you have to map your native ads around your travel calendar. For adventure travel, seasonal peaks are everything — like summer rafting trips or winter ski tours. Native ads work best when they match the mood and timing of these cycles.

  • Preparation phase: Build awareness with story-driven content that previews upcoming trips.
  • Peak season: Use high-converting, immediate calls-to-action (CTAs) linked to booking pages.
  • Off-season: Focus on engagement and data collection for retargeting later.

Squarespace’s built-in blogging and content blocks make this easier, but you need to plan your content calendar at least 3 months ahead.


How should support teams coordinate with marketing during seasonal shifts?

A: Support must sync with marketing to anticipate common queries from native ads. For instance, if a summer hiking trip ad goes live, support should prep FAQs about gear, cancellations, and weather.

  • Use tools like Zigpoll to collect feedback on common pain points or success triggers from users who clicked ads.
  • Share insights weekly to adjust ad messaging or landing pages quickly.
  • Ensure landing pages hosted on Squarespace are optimized for mobile and fast loading during peak traffic.

One company I worked with saw a 9% drop in support tickets after improving their pre-trip native ad content, because customers were better informed upfront.


What’s an advanced tactic to boost native ad performance during peak periods?

A: Leverage seasonal urgency with dynamic messaging inside Squarespace’s native ad templates.

  • During summer expeditions, swap out banners or headlines to reflect limited spots or last-minute deals.
  • Use Squarespace’s scheduling features to automatically update native ads based on dates.
  • Combine this with retargeted native ads on social channels, synced closely to your Squarespace booking pages.

A 2023 Skift report showed adventure travel companies using time-sensitive native ads increased conversions by 18% during peak seasons.


What role does storytelling play in off-season native ads?

A: Off-season ads shouldn’t push direct sales. Instead, tell stories that build desire for next season’s trips.

  • Highlight guest testimonials or post-trip photo stories via Squarespace’s gallery blocks.
  • Use native advertising placements on travel blogs or partner sites to keep your brand top-of-mind.
  • Collect email sign-ups for early-bird deals, using native ads blended naturally into content.

The downside? Off-season native ads can have low immediate ROI but they boost lifetime value by nurturing leads.


How do Squarespace users measure the ROI of native ads across seasons?

A: Squarespace analytics combined with UTM tracking and third-party tools are key.

  • Set up custom URLs for each season’s native campaigns to track clicks and conversions.
  • Use Zigpoll or SurveyMonkey to gauge customer sentiment post-booking.
  • Compare metrics like click-through rates (CTR) and support inquiry volume across pre-peak, peak, and off-season.

One adventure company tracked a jump from 2% to 11% conversion by refining seasonal native ad headlines aligned with support feedback.


Are there native ad formats that particularly suit seasonal travel offers on Squarespace?

Format Best Season Pros Cons
In-feed story posts Off-season Builds engagement, soft sell Slow ROI
Sponsored articles Preparation & Peak Deep storytelling, SEO friendly Requires content resources
Product cards Peak Direct booking link, clear CTA Can appear pushy if overused
Video snippets All seasons High engagement, emotional pull Higher production cost

Squarespace supports all these formats within its native ad blocks, making it flexible for adventure brands.


How can support teams use native ads to reduce common booking issues?

A: Embed native ads that answer FAQs directly on landing pages.

  • Examples: “What to pack for a desert trek” or “How to prepare for river kayaking.”
  • Link these from your native ads to reduce pre-trip confusion.
  • Use feedback tools like Zigpoll on these pages to spot unclear info quickly.

This reduces ticket volume and improves customer satisfaction during busy booking seasons.


What’s a common mistake when planning native advertising seasonally?

A: Treating all seasons the same. What works in peak months won’t work off-season.

  • For example, aggressive CTAs push bookings in peak months but feel spammy off-season.
  • Conversely, soft storytelling off-season can feel slow during high-demand booking windows.
  • Squarespace’s scheduling tools help prevent sending mistimed ads, but teams must coordinate well.

Final actionable advice for support teams managing native ads on Squarespace?

  • Plan your seasonal native ad calendar 3-6 months out.
  • Sync with marketing weekly to update messaging based on support queries.
  • Use UTM parameters and native Squarespace analytics plus feedback tools like Zigpoll to measure impact.
  • Adapt ad format and tone to season — urgency in peak, storytelling off-season.
  • Embed helpful content in ads to reduce support load.

Following these steps helps your adventure travel company keep customers informed and engaged year-round, with native ads that fit your seasonal rhythm.

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