Catamaran Cruises in Naples, Florida at a glance
- Our pick: Operate Your Own Catamaran: 10,000 Islands Self-Guided Tour, US$ 165 per person (1h 30m–2h 30m, 4.90★ · 972).
- Top rated: Keewaydin Island shelling cruise from Naples: 3 hours sailing, US$ 59 per person (3h, 4.94★ · 125).
- Private option: Private Catamaran Sailing: Ten Thousands Islands, Naples, US$ 450 per group (2h, 4.89★ · 157).
Price per person across the 8 options priced per person: US$ 54–US$ 550 (median US$ 75). With 100+ reviews: 7 of 9.
Of the 9 options: 9 with live guides in English, 8 with free cancellation, 5 with instant confirmation, 8 kid-friendly, 2 private and 4 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. “Top rated” = the highest score among options with at least 50 reviews.
Catamaran Cruises in Naples, Florida
Based on each operator's calendar. Confirmed when you book.
9 options
Operate Your Own Catamaran: 10,000 Islands Self-Guided Tour You operate your own 2-person catamaran through the 10,000 Islands' winding waterways with a guide leading the way and all safety gear included. Mon, Tue, Wed and Sun · 13:00 and 14:00 · Season until 18 Nov · From age 5 ★ 4.90 (972 reviews) Duration: 1h 30m–2h 30m Live guide: EN ✓ Free cancellation. from US$ 165 per person
Naples Catamaran Sunset Cruise & Shelling with Drinks Sunset catamaran cruise from Naples, Florida on the Cool Beans. 2-hour sail with champagne toast, soda, beer & wine included. Small groups, Rookery Bay wildlife viewing. Every day · 10:00, 10:30, 13:00, 15:30 and 16:00 ★ 4.84 (693 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from US$ 75 per person
Drive Your Own Luxury Catamaran on Marco Island Pilot a two-seat fiberglass catamaran through mangrove tunnels and open Gulf waters around Marco Island's 10,000 Islands with a local guide who shares. Every day · 09:30 · From age 5 ★ 4.77 (301 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 180 per person
Gulf of Mexico Catamaran Day Sail with Shelling: 42ft Cool Beans Sail the Gulf of Mexico on a 42-foot catamaran for 2.5 hours with drinks included, anchoring at a private island for swimming and shelling. Every day · 10:00, 10:30 and 13:00 ★ 4.88 (196 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from US$ 70 per person
Naples Sunset Cruise: 2-Hour Catamaran & Dolphin Sightings 2-hour sunset cruise on 53-foot catamaran in Naples Bay and Gulf of Mexico. Narrated tour, dolphin sightings, bring your own drinks. Coast Guard captain, groups up to 44. Every day · 16:15 and 16:30 · All ages ★ 4.92 (110 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 54 per person
Private Catamaran Sailing: Ten Thousands Islands, Naples Sail a performance catamaran through the Ten Thousands Islands on a private 2-hour tour with a captain guide. Every day · 9 start times, 08:30 to 16:30 ★ 4.89 (157 reviews) Duration: 2h Live guide: EN ✓ Instant confirmation. from US$ 450 per group
Keewaydin Island shelling cruise from Naples: 3 hours sailing Sail the Sweet Liberty catamaran from Naples through Gordon River and Naples Bay to Keewaydin Island's white sand beaches for shelling and swimming. Every day · 09:30 · All ages ★ 4.94 (125 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 59 per person
10,000 Islands Boat Tour: Drive Your Own Go Cat Catamaran in Naples Drive a two-person Go Cat catamaran through Naples mangrove tunnels and the 10,000 Islands backwaters. Every day · 09:00 · From age 5 ★ 4.93 (14 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 180 per person
Private Deep Sea Fishing Charter Naples Florida: 33' Catamaran Private deep sea fishing charter from Naples with a 33-foot catamaran, professional captain, all gear and licenses included. Every day · 07:00 and 14:00 ★ 5.00 (3 reviews) Duration: 4h–6h Live guide: EN ✓ Free cancellation. from US$ 550 per person
All 9 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Operate Your Own Catamaran: 10,000 Islands Self-Guided TourOur pickGroup of up to 11 | US$ 165 per person | 1h 30m–2h 30m | 4.90★ · 972 | Mon, Tue, Wed and Sun · 13:00 and 14:00 · Season until 18 Nov | English |
| Keewaydin Island shelling cruise from Naples: 3 hours sailingTop rated | US$ 59 per person | 3h | 4.94★ · 125 | Every day · 09:30 | English |
| Private Catamaran Sailing: Ten Thousands Islands, NaplesPrivate optionPrivate | US$ 450 per group | 2h | 4.89★ · 157 | Every day · 9 start times, 08:30 to 16:30 | English |
| Naples Catamaran Sunset Cruise & Shelling with Drinks | US$ 75 per person | 2h 30m | 4.84★ · 693 | Every day · 10:00, 10:30, 13:00, 15:30 and 16:00 | English |
| Drive Your Own Luxury Catamaran on Marco IslandGroup of up to 12 | US$ 180 per person | 3h | 4.77★ · 301 | Every day · 09:30 | English |
| Gulf of Mexico Catamaran Day Sail with Shelling: 42ft Cool Beans | US$ 70 per person | 2h 30m | 4.88★ · 196 | Every day · 10:00, 10:30 and 13:00 | English |
| Naples Sunset Cruise: 2-Hour Catamaran & Dolphin Sightings | US$ 54 per person | 2h | 4.92★ · 110 | Every day · 16:15 and 16:30 | English |
| 10,000 Islands Boat Tour: Drive Your Own Go Cat Catamaran in NaplesGroup of up to 11 | US$ 180 per person | 3h | 4.93★ · 14 | Every day · 09:00 | English |
| Private Deep Sea Fishing Charter Naples Florida: 33' CatamaranPrivate | US$ 550 per person | 4h–6h | 5.00★ only 3 reviews | Every day · 07:00 and 14:00 | English |
By what you need
- Private (2): Private Catamaran Sailing: Ten Thousands Islands, Naples (US$ 450 per group) · Private Deep Sea Fishing Charter Naples Florida: 33' Catamaran (US$ 550 per person)
- Small groups (up to 15) (3): Operate Your Own Catamaran: 10,000 Islands Self-Guided Tour (US$ 165 per person) · Drive Your Own Luxury Catamaran on Marco Island (US$ 180 per person) · 10,000 Islands Boat Tour: Drive Your Own Go Cat Catamaran in Naples (US$ 180 per person)