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Boat Tours & Cruises in Key West: Compare 96 Options

Independent comparison Prices checked October 3, 2026 Prices shown in USD 96 options compared

Our top pick is Key West Mangrove Kayak Eco Tour (2 h, ★ 4.9 (2,384)). Well-rated options start at $49 from, per person, and 92 of 96 options offer free cancellation.

Our picks

Best overall

Key West Mangrove Kayak Eco Tour

2 h · ★ 4.9 (2,384) $80 from, per person
Free cancellation
Highest weighted rating of 41 options with 50+ reviews. Check availability
Lowest price

Schooner Appledore Day Sail with Full Bar in Key West

2 h · ★ 4.9 (113) $49 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Private option

Private Looe Key Snorkel from Big Pine Key

3 h · ★ 5.0 (448) $569 from, per person
Free cancellation
Highest-rated private tour: only your group. Check availability

Compare the options

Option Duration Rating Price Book
Key West Mangrove Kayak Eco Tour
Free cancellation
2 h ★ 4.9 (2,384) $80
from, per person		 Check
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Free cancellation
2 h ★ 4.9 (1,481) $135
from, per person		 Check
Shark and Wildlife Viewing Adventure in Key West
Free cancellation Likely to sell out
2 h ★ 5.0 (3,401) $99
from, per person		 Check
Sunset Sail in Key West with Beverages Included
Free cancellation
1.5 h ★ 4.9 (984) $79
from, per person		 Check
Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
Free cancellation
4.5 h ★ 4.9 (1,829) $125
from, per person		 Check
Key West Sunset Sail Aboard Legendary Schooner Appledore
Free cancellation
2 h ★ 5.0 (365) $89
from, per person		 Check
The Original Key West Island Jet Ski Tour from Barefoot Billy's
Free cancellation
1.5 h ★ 4.9 (372) $156
from, per person		 Check
Private Looe Key Snorkel from Big Pine Key
Free cancellation Private
3 h ★ 5.0 (448) $569
from, per person		 Check
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Free cancellation
2 h ★ 4.9 (893) $123
from, per person		 Check
Guided Clear Kayak Eco-Tour Near Key West
Free cancellation
2 h ★ 4.9 (745) $79
from, per person		 Check

Explore all 96 options

  1. Key West Mangrove Kayak Eco Tour 2 h · ★ 4.9 (2,384)
    Free cancellation
    $80 from, per person Check availability
  2. Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres 2 h · ★ 4.9 (1,481)
    Free cancellation
    $135 from, per person Check availability
  3. Shark and Wildlife Viewing Adventure in Key West 2 h · ★ 5.0 (3,401)
    Free cancellation Likely to sell out
    $99 from, per person Check availability
  4. Sunset Sail in Key West with Beverages Included 1.5 h · ★ 4.9 (984)
    Free cancellation
    $79 from, per person Check availability
  5. Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset 4.5 h · ★ 4.9 (1,829)
    Free cancellation
    $125 from, per person Check availability
  6. Key West Sunset Sail Aboard Legendary Schooner Appledore 2 h · ★ 5.0 (365)
    Free cancellation
    $89 from, per person Check availability
  7. The Original Key West Island Jet Ski Tour from Barefoot Billy's 1.5 h · ★ 4.9 (372)
    Free cancellation
    $156 from, per person Check availability
  8. Private Looe Key Snorkel from Big Pine Key 3 h · ★ 5.0 (448)
    Free cancellation Private
    $569 from, per person Check availability
  9. Key West Schooner Sunset Sail with Bar & Hors d'oeuvres 2 h · ★ 4.9 (893)
    Free cancellation
    $123 from, per person Check availability
  10. Guided Clear Kayak Eco-Tour Near Key West 2 h · ★ 4.9 (745)
    Free cancellation
    $79 from, per person Check availability
  11. Classic Key West Schooner Sunset Sail with Full Open Bar 2 h · ★ 4.9 (274)
    Free cancellation
    $109 from, per person Check availability
  12. Key West Island Adventure Jet Ski Tour: Bring a Partner for Free 1.5 h · ★ 4.8 (1,468)
    Free cancellation
    $156 from, per person Check availability
  13. Sunset Sail Cruise in Key West 2 h · ★ 4.9 (295)
    Free cancellation
    $95 from, per person Check availability
  14. Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks 5 h · ★ 4.8 (427)
    Free cancellation
    $161 from, per person Check availability
  15. All-Inclusive Sandbar Safari with Dolphin Playground Encounter 5 h · ★ 4.8 (693)
    Free cancellation
    $150 from, per person Check availability
  16. Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco 4.5 h · ★ 5.0 (207)
    Free cancellation
    $156 from, per person Check availability
  17. Key West Sunset Sail with Live Music, Drinks and Appetizers 2 h · ★ 4.6 (1,048)
    Free cancellation
    $73.21 from, per person Check availability
  18. Schooner Appledore Day Sail with Full Bar in Key West 2 h · ★ 4.9 (113)
    Free cancellation
    $49 from, per person Check availability
  19. Sunset Cruise 2 h · ★ 5.0 (238)
    Free cancellation
    $89.15 from, per person Check availability
  20. Key West Day Sail on Schooner America 2.0 with 2 Drinks 1.5 h · ★ 4.9 (213)
    Free cancellation
    $79.45 from, per person Check availability
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