Key West Boat Tours at a glance
- Our pick: Snorkeling in Key West: Sail, kayak & wildlife refuge, US$ 125 per person (4h 30m, 4.90★ · 1,837).
- Top rated: Key West Sunset Sail Aboard Schooner Appledore, US$ 99 per person (2h, 4.97★ · 370).
- Best value: Key West Schooner Sail & Full Bar: 2-Hour Tall Ship, US$ 54 per person (2h, 4.91★ · 113).
Price per person across the 21 options priced per person: US$ 54–US$ 161 (median US$ 109). With 100+ reviews: 22 of 32.
Of the 32 options: 29 with live guides in English, 31 with free cancellation, 29 with instant confirmation, 17 kid-friendly, 9 private and 28 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. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full. “Top rated” = the highest score among options with at least 100 reviews.
Key West Boat Tours
Based on each operator's calendar. Confirmed when you book.
32 options
The 15 best
Ranked by quality, reviews, availability and booking conditions.
Snorkeling in Key West: Sail, kayak & wildlife refuge Snorkel and kayak through shallow seagrass beds and mangrove channels in the Florida Keys National Marine Sanctuary on a half-day sailing trip from Key. Every day · 09:00 and 14:00 · All ages ★ 4.90 (1,837 reviews) Duration: 4h 30m Live guide: EN ✓ Free cancellation. from US$ 125 per person
Key West Sunset Sail with Wine Tasting: Small-Group Schooner Sail Key West's harbor at sunset aboard a historic schooner with wine tasting, craft beer, and hors d'oeuvres: small groups mean you actually see the sky without crowds. Every day · 16:30 · From age 13 ★ 4.92 (1,493 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 135 per person
Key West Catamaran Sunset Sail: Live band on the water Two-hour sunset sail on Fury's 65-foot catamaran with live band, margaritas, champagne, beer, wine and appetizers. Departs Greene Street daily. Every day · 17:00 · All ages ★ 4.64 (1,063 reviews) Duration: 2h ✓ Free cancellation. from US$ 73 per person
Shark and Wildlife Viewing Tour Key West: No-Water Sharks Two-hour catamaran tour from Key West through shallow waters to view lemon, nurse and hammerhead sharks up close from the boat. Every day · 10:00 and 13:00 · All ages ★ 4.95 (3,429 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 99 per person
Sunset Sail in Key West: Champagne Cruise with Beverages Sail through Key West Harbor at sunset with champagne, wine and craft beer included: watch the nightly Sunset Celebration from the water and catch. Every day · 17:00 · All ages ★ 4.86 (996 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 79 per person
Dolphin watching & sandbar tour from Key West: Unlimited drinks Dolphin watching and sandbar tour from Key West with unlimited beer, wine and mimosas, plus lunch and water toys. Every day · 11:00 · All ages ★ 4.78 (710 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 150 per person
Key West: Schooner Sunset Sail with Drinks & Appetizers Sail aboard America 2.0, Key West's schooner, with complimentary wine, beer and plated hors d'oeuvres. Two-hour cruise past Fort Zachary Taylor and Sunset Pier. Every day · 16:00 and 16:15 · All ages ★ 4.90 (901 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 127 per person
Key West Sunset Sail Aboard Schooner Appledore Sail Key West aboard a 2-masted wooden schooner with premium wine, beer and appetizers included. Every day · 16:00 and 16:30 · All ages ★ 4.97 (370 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 99 per person
Key West Schooner Sunset Sail & Open Bar Two-hour sunset sail on a historic schooner with full open bar, cocktails and premium drinks included. Departs Key West Historic Seaport daily. All ages welcome. Every day · 16:30 ★ 4.90 (286 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 109 per person
Kayaking in Key West: Mangroves, Sandbar & Marine Sanctuary Paddle through mangrove mazes in the Florida Marine Sanctuary, then relax on a secluded sandbar with lunch and unlimited drinks included. Every day · 11:00 · All ages ★ 4.83 (433 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 161 per person
Key West: Sunset Sail Cruise on Schooner Jolly II Rover Feel the sea breeze on a classic Key West sunset sail cruise, help raise the red sails, and watch cannons fire: includes snacks, water, and a local crew. Every day · 16:15 and 16:30 · All ages ★ 4.94 (297 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 102 per person
Key West sandbar boat tour: Private tiki bar cruise Private 4-hour boat cruise from Key West to a backcountry sandbar with a USCG-certified captain, ice, cups and a blender on board. Every day · 10:00, 12:00, 14:15 and 16:30 ★ 4.88 (139 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 565 per group
Key West: Speedboat Snorkel & Mud Keys Sandbar Tour Captain your own speedboat through Florida Keys National Marine Sanctuary with snorkeling at Mud Key Sandbar. Small groups, wildlife encounters, backcountry boating. Every day · 10:00 and 13:00 ★ 4.53 (228 reviews) Duration: 2h 30m Live guide: EN ✓ Free cancellation. from US$ 197 per group
Key West: Schooner America 2.0 Sailing Tour & 2 Drinks 1.5-hour sail aboard the 1851 America's Cup replica schooner. Includes 2 drinks, views of Fort Zachary Taylor and Sunset Pier. Kids sail free on afternoon departures. Every day · 13:30 · All ages ★ 4.91 (215 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 82 per person
Key West: Mini Catamaran Eco Tour & Mangrove Islands Pilot your own 2-person CraigCat through Key West mangroves, sandbars & backcountry islands. Small groups, wildlife spotting, life jackets included. Every day · 7 start times, 09:00 to 15:45 ★ 4.63 (200 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 285 per group
Also popular with travelers
The ones most travelers have taken, by number of reviews.
Key West Sandbar Safari Tiki Boat: Beach Games Fun Cruise to a secluded sandbar off Key West on the Lazy Lady tiki boat with soda, beer and wine included. Wade in shallow waters, play beach games and swim for 3.5 hours. Every day · 09:00 and 13:00 · All ages ★ 4.71 (214 reviews) Duration: 3h 30m Live guide: EN ✓ Free cancellation. from US$ 130 per person
Key West Sunset Cruise: BYOB Tiki Bar Boat for Up to 6 Board a custom tiki bar boat in Key West and toast the sunset with your own drinks while a USCG captain navigates past Mallory Square. Every day · 16:30 · From age 4 ★ 4.76 (177 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 81 per person
Key West Historic Schooner Sunset Cruise: Champagne Toast Two-hour sail aboard the When And If, commissioned by General George Patton in 1939, with champagne toast at sunset and the chance to take the wheel yourself. Every day · 16:15 · All ages ★ 4.85 (145 reviews) Duration: 2h ✓ Free cancellation. from US$ 117 per person
Key West Dolphin & Snorkeling Tour: Small Group, 95% Sightings Small-group dolphin tour in Key West with snorkeling, sandbars & sea turtles. Max 6 guests, USCG captains, 95% success rate, free parking at Perry Hotel Marina. Every day · 10:00 and 14:30 · All ages ★ 4.80 (130 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 149 per person
Key West: Schooner Sail, Snorkel & Kayak Backcountry Sail the Appledore Star from Key West Historic Seaport to mangrove islands. Includes snorkeling, kayaking, gourmet lunch, beer and wine. Small groups, 5 hours. Every day · 10:30 · All ages ★ 4.88 (117 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 119 per person
Key West Schooner Sail & Full Bar: 2-Hour Tall Ship Sail a historic 2-masted schooner in Key West for 2 hours with full open bar, crew guidance, and a turn at the wheel. Departs from the seaport daily. Every day · 13:30 · All ages ★ 4.91 (113 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 54 per person
Key West: Dinghy Bar Hopping Tour & Mangrove Tunnels Float through Key West’s mangrove tunnels by dinghy, stop at waterfront bars, swim in clear waters, and laugh with a local captain. Includes coolers for your drinks. Mon, Thu and Fri · 12:00 · From age 21 ★ 4.91 (108 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 85 per person
Snorkeling in Key West Backcountry: Sandbars & Mangroves Snorkel Florida Keys mangrove backcountry from Key West with a guide, paddling sandbars and shallow waters while spotting dolphins and sea turtles in their natural habitat. Every day · 09:00 and 14:00 ★ 5.00 (54 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 500 per group
Florida Keys Backcountry Eco Tour from Big Pine Key Private boat tour from Big Pine Key through mangrove islands and wildlife refuges. Spot dolphins, turtles, rays and nesting herons in shallow waters on a 2-hour guided cruise. Every day · 10:00 and 13:30 ★ 5.00 (36 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 399 per group
Compare 8 more options for Key West Boat Tours
From US$ 98 per person · 2 h to 8 h
Adult-only sandbar escape with drinks in Key West Cruise Key West's mangrove backcountry, paddle out to a sandbar, and spend four hours with an open bar and custom sandwich lunch, adults 18+ only. Next departure: 22 Feb 2027 · From age 18 ★ 4.81 (64 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 137 per person
Key West Private Boat Charter: Luxury Vessel for Up to 13 Guests Private luxury boat charter in Key West for groups up to 13, with expert captain, snorkeling gear and enclosed cabin. You pick the duration and activities. Every day · Every 30 min, 07:00 to 19:00 ★ 4.72 (25 reviews) Duration: 2h–8h Live guide: EN · ES ✓ Free cancellation. from US$ 899 per group
Private 90-Minute Harbor Sailing Charter in Key West Private sailboat charter for up to six in Key West: 90 minutes under sail with captain and mate, soft drinks included, your choice of morning, midday or afternoon departure. Every day · 10:00, 12:00 and 14:00 ★ 4.90 (20 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 425 per group
Snorkeling in the Lower Keys: Gulf and Atlantic waters with guide Snorkel the Lower Keys' Gulf of Mexico and Atlantic waters with a licensed captain, snorkeling equipment and four hours to explore the backcountry. Every day · Every 1 h, 08:00 to 14:00 ★ 5.00 (22 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 700 per group
Snorkeling in Key West: Private Sandbar Charter Private boat charter for up to six guests in Key West with snorkel gear, a sandbar stop, and dolphin-spotting cruises. Every day · 09:00, 09:15, 14:00 and 14:15 ★ 5.00 (20 reviews) Duration: 4h Live guide: EN ✓ Instant confirmation. from US$ 950 per group
Key West: 4-Hour Private Deep Sea Fishing Charter Private deep sea fishing charter in Key West aboard the 40 ft Irish Cowboy. Includes tackle, permits, bait, and captain. Mahi, king mackerel, sailfish. Every day · 07:00 ★ 5.00 (12 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 950 per group
Key West Christmas Cruise: Schooner America 2.0 with Live Band Sail the Key West harbor aboard the 105-foot Schooner America 2.0 decorated in holiday lights, enjoying live Christmas music and hot cocoa under the stars. Mon–Thu · 12:30 and 19:00 · All ages ★ 5.00 (6 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 98 per person
Key West Snorkeling: Private Reef Boat Charter Private snorkeling charter in Key West with a captain who selects sites based on conditions and your group's experience level. Every day · 09:00 and 14:00 ★ 5.00 (1 review) Duration: 4h ✓ Free cancellation. from US$ 1,195 per group
The top 12 of 32 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Snorkeling in Key West: Sail, kayak & wildlife refugeOur pick | US$ 125 per person | 4h 30m | 4.90★ · 1,837 | Every day · 09:00 and 14:00 | English |
| Key West Sunset Sail Aboard Schooner AppledoreTop rated | US$ 99 per person | 2h | 4.97★ · 370 | Every day · 16:00 and 16:30 | English |
| Key West Schooner Sail & Full Bar: 2-Hour Tall ShipBest value | US$ 54 per person | 2h | 4.91★ · 113 | Every day · 13:30 | English |
| Key West Sunset Sail with Wine Tasting: Small-Group Schooner | US$ 135 per person | 2h | 4.92★ · 1,493 | Every day · 16:30 | English |
| Key West Catamaran Sunset Sail: Live band on the water | US$ 73 per person | 2h | 4.64★ · 1,063 | Every day · 17:00 | — |
| Shark and Wildlife Viewing Tour Key West: No-Water Sharks | US$ 99 per person | 2h | 4.95★ · 3,429 | Every day · 10:00 and 13:00 | English |
| Sunset Sail in Key West: Champagne Cruise with Beverages | US$ 79 per person | 1h 30m | 4.86★ · 996 | Every day · 17:00 | English |
| Dolphin watching & sandbar tour from Key West: Unlimited drinks | US$ 150 per person | 5h | 4.78★ · 710 | Every day · 11:00 | English |
| Key West: Schooner Sunset Sail with Drinks & Appetizers | US$ 127 per person | 2h | 4.90★ · 901 | Every day · 16:00 and 16:15 | English |
| Key West Schooner Sunset Sail & Open Bar | US$ 109 per person | 2h | 4.90★ · 286 | Every day · 16:30 | English |
| Kayaking in Key West: Mangroves, Sandbar & Marine Sanctuary | US$ 161 per person | 5h | 4.83★ · 433 | Every day · 11:00 | English |
| Key West: Sunset Sail Cruise on Schooner Jolly II Rover | US$ 102 per person | 2h | 4.94★ · 297 | Every day · 16:15 and 16:30 | English |
By what you need
- Private (9): Key West sandbar boat tour: Private tiki bar cruise (US$ 565 per group) · Snorkeling in Key West Backcountry: Sandbars & Mangroves (US$ 500 per group) · Key West Private Boat Charter: Luxury Vessel for Up to 13 Guests (US$ 899 per group)
- Small groups (up to 15) (5): Key West: Speedboat Snorkel & Mud Keys Sandbar Tour (US$ 197 per group) · Key West: Mini Catamaran Eco Tour & Mangrove Islands (US$ 285 per group) · Key West Sunset Cruise: BYOB Tiki Bar Boat for Up to 6 (US$ 81 per person)
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