Key West Parasailing at a glance
- Our pick: Key West Parasailing: 8-10 Minutes Airborne Over Water, US$ 64 per person (50m, 4.81★ · 448).
- Also recommended: Key West Parasailing: 8-15 Min Flight & Seaport Views, US$ 64 per person (1h, 4.65★ · 240).
- Also recommended: Parasailing in Key West at Smathers Beach: State-of-the-art boats, US$ 86 per person (1h, 4.73★ · 157).
Price per person across the 5 options priced per person: US$ 64–US$ 172 (median US$ 86).
Of the 5 options: 5 with live guides in English, 5 with free cancellation, 3 with instant confirmation, 4 kid-friendly and 3 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.
Key West Parasailing
Based on each operator's calendar. Confirmed when you book.
5 options
Key West Parasailing: 8-10 Minutes Airborne Over Water Parasail above Key West's turquoise waters for 8-10 minutes with tandem or triple flights, gentle dry takeoffs, and an optional ocean dip included. Every day · 8 start times, 09:00 to 16:15 · From age 6 ★ 4.81 (448 reviews) Duration: 50m Live guide: EN ✓ Free cancellation. from US$ 64 per person
Key West Parasailing: 8-15 Min Flight & Seaport Views Parasail over Key West Seaport for 8-15 minutes from state-of-the-art boats. Licensed crew, up to an hour on water, optional toe-dip and photo package included. Every day · Every 1 h, 09:00 to 17:00 ★ 4.65 (240 reviews) Duration: 1h Live guide: EN ✓ Free cancellation. from US$ 64 per person
Key West: Parasailing, Jet Ski & Snorkeling Full Day Full-day watersports in Key West with parasailing, jet ski, banana boat, reef snorkeling and lunch. 6–6.5 hours on catamaran, includes drinks and sunscreen. Small groups. Every day · 09:45 and 12:30 · All ages ★ 4.71 (456 reviews) Duration: 3h 30m Live guide: EN ✓ Free cancellation. from US$ 130 per person
Key West Snorkeling: 10 Watersports in One Day Ten watersports in six hours on Key West's Party Cat: jet skiing, snorkeling, kayaking, paddleboarding and more, with lunch and beer included. One boat, one price, no planning. Every day · 10:00 · All ages ★ 4.49 (374 reviews) Duration: 6h Live guide: EN ✓ Free cancellation. from US$ 172 per person
Parasailing in Key West at Smathers Beach: State-of-the-art boats Parasail above Key West's clearest waters at Smathers Beach on a state-of-the-art boat with an English-speaking crew. Every day · Every 1 h, 11:00 to 17:00 ★ 4.73 (157 reviews) Duration: 1h Live guide: EN ✓ Free cancellation. from US$ 86 per person
All 5 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Key West Parasailing: 8-10 Minutes Airborne Over WaterOur pickGroup of up to 12 | US$ 64 per person | 50m | 4.81★ · 448 | Every day · 8 start times, 09:00 to 16:15 | English |
| Key West Parasailing: 8-15 Min Flight & Seaport ViewsAlso recommendedGroup of up to 12 | US$ 64 per person | 1h | 4.65★ · 240 | Every day · Every 1 h, 09:00 to 17:00 | English |
| Parasailing in Key West at Smathers Beach: State-of-the-art boatsAlso recommendedGroup of up to 12 | US$ 86 per person | 1h | 4.73★ · 157 | Every day · Every 1 h, 11:00 to 17:00 | English |
| Key West: Parasailing, Jet Ski & Snorkeling Full Day | US$ 130 per person | 3h 30m | 4.71★ · 456 | Every day · 09:45 and 12:30 | English |
| Key West Snorkeling: 10 Watersports in One Day | US$ 172 per person | 6h | 4.49★ · 374 | Every day · 10:00 | English |
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