Key West Boat Guide

Key West boat tours and private charters

Harbor cruises, eco tours, island hopping and the whole boat for your group.

Compare boat tours

153 tours

Appledore Star Day Sail

Appledore Star Day Sail

From $49.95 / personBook
Key West Afternoon Sightseeing Cruise Aboard Schooner America 2.0

Key West Afternoon Sightseeing Cruise Aboard Schooner America 2.0

From $56 / personBook
Classic Day Sail Aboard Schooner America 2.0

Classic Day Sail Aboard Schooner America 2.0

From $58 / personBook
Makai Daytime Cruise - Schooner Wharf Dock

Makai Daytime Cruise - Schooner Wharf Dock

From $59.95Book
Haunted Seas: Nautical Superstitions and Ghost Stories on Schooner America 2.0

Haunted Seas: Nautical Superstitions and Ghost Stories on Schooner America 2.0

From $68 / personBook
Seaport Cruise - Mac's Place Dock

Seaport Cruise - Mac's Place Dock

From $74.95Book
Swim Stop - Mac's Place Dock

Swim Stop - Mac's Place Dock

From $74.95Book
Makai Swim Stop Cruise - Schooner Wharf Dock

Makai Swim Stop Cruise - Schooner Wharf Dock

From $84.95Book
Boat Race Viewing Cruise

Boat Race Viewing Cruise

From $129Book
1 Hour Freestyle Adventure

1 Hour Freestyle Adventure

From $140Book
PowerBoat Races

PowerBoat Races

From $160Book
Key West CraigCat Tour

Key West CraigCat Tour

From $250Book
1.5hr Private Key West Harbor Day Sail

1.5hr Private Key West Harbor Day Sail

From $395Book
4 Hour Key West Boat Adventure

4 Hour Key West Boat Adventure

From $449.95Book
3hr Private Chillout Lilypad Sail

3hr Private Chillout Lilypad Sail

From $695Book
6 Hour Key West Boat Adventure

6 Hour Key West Boat Adventure

From $724.95Book
SUV of the Seas - Ultra Luxury Activity Vessel - SeaEO I - Axopar 37 XC

SUV of the Seas - Ultra Luxury Activity Vessel - SeaEO I - Axopar 37 XC

From $799Book
8 Hour Key West Boat Adventure

8 Hour Key West Boat Adventure

From $999.95Book
Sugar Magnolia: Lagoon 42: Multi-Day Private Catamaran Charter

Sugar Magnolia: Lagoon 42: Multi-Day Private Catamaran Charter

From $1,372Book
Half Day Sail

Half Day Sail

From $1,400Book
Southern Cross: Leopard 48: Multi-Day Private Charter

Southern Cross: Leopard 48: Multi-Day Private Charter

From $1,543Book
Private Guided Tours

Private Guided Tours

Price on booking pageBook
Sail with Santa

Sail with Santa

Price on booking pageBook
8-Hour Private Charter aboard 42' Sailing Catamaran with Full Bathroom and Kitchen

8-Hour Private Charter aboard 42' Sailing Catamaran with Full Bathroom and Kitchen

Price on booking pageBook

Shared tour or private charter?

A shared tour sells seats, so it's the cheaper way to get on the water. A private charter gives your group the boat and captain, and you can usually mix sandbars, snorkeling and sightseeing into one trip. Charters are priced per boat, so they get cheaper per person as your group grows.