Key West Sailing Itinerary
One of the best kept secrets in North America is a tropical paradise called Key West. Starting your charter here allows for a cruise filled with non stop natural beauty as well as local nightlife and cuisine. Whether you are on a family vacation, a romantic getaway, or having a friends trip The Keys has something for everyone. Enjoy your time here by snorkeling the barrier reef, walking on the beach, enjoying a cocktail at a local establishment, or simply taking in the sunset.
A Florida Keys Yacht Charter itinerary is very flexible; cruise around these islands on your own time and explore the many opportunities for enjoyment and relaxation. Pass the hours by snorkeling, swimming, sunbathing, hiking, or walking on the beach. It is possible to have it all in the Keys, both a calming time on tropical beaches and laid back fun partying at the local pubs and bars.
Choose Itinerary
Key West to Bahia Honda – 5 Day Itinerary
Day 1
Newfound Harbor
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
There are no mooring balls available here, but it is a protected place to anchor for the night.
Things to do
Fine dining, take the dinghy to Picnic Island, sunbathing, snorkeling, swimming, and exploring.
Facilities
Little Palm Island has slips if you reserve ahead of time, with the slip you are granted full access to the resort amenities.
Day 2
Looe Key Reef
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Mooring balls are mandatory at the reef, anchoring is not allowed at Looe Key.
Things to do
Snorkel, swim, sunbathing, sightseeing.
Facilities
Water, Fuel, Grocery, Ice
Day 3
Bahia Honda State Park
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Anchoring option.
Things to do
Hiking, Snorkeling, Sunbathing, Biking, Sightseeing, Swimming
Facilities
Visitors center, public restrooms and showers, trash
Day 4
American Shoal Lighthouse
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Anchoring option.
Things to do
Snorkeling, swimming, sightseeing
Facilities
Grocery ,Ice, Restaurants, Trash service, Laundry, Dinghy dock, Bike rental, Internet
Day 5
Key West
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Dockage at the base marina.
Things to do
Dining, Walking, Exploring, Shopping
Facilities
Water, WiFi, Taxi, Showers/Toilets, Trash, Restaurants, Provisioning, Bars, Electricity, Fuel, Ice
Key West to Duck Key – 7 Day Itinerary
Day 1
Newfound Harbor
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
There are no mooring balls available here, but it is a protected place to anchor for the night.
Things to do
Fine dining, take the dinghy to Picnic Island, sunbathing, snorkeling, swimming, and exploring.
Facilities
Little Palm Island has slips if you reserve ahead of time, with the slip you are granted full access to the resort amenities.
Day 2
Looe Key Reef
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Mooring balls are mandatory at the reef, anchoring is not allowed at Looe Key.
Things to do
Snorkel, swim, sunbathing, sightseeing.
Facilities
Water, Fuel, Grocery, Ice
Day 3
Sombrero Reef
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Mooring buoy.
Things to do
Snorkeling, sunbathing, swimming
Facilities
Water, Fuel, Grocery, Ice, Internet, Trash, Laundry
Day 4
Duck Key
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Anchoring option.
Things to do
Swimming, exploring, snorkeling, dining
Facilities
Grocery ,Ice, Restaurant, Trash service, Laundry, Dinghy dock
Day 5
Bahia Honda State Park
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Anchoring option.
Things to do
Hiking, Snorkeling, Sunbathing, Biking, Sightseeing, Swimming
Facilities
Visitors center, public restrooms and showers, trash
Day 6
American Shoal Lighthouse
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Anchoring option.
Things to do
Snorkeling, swimming, sightseeing
Facilities
Grocery ,Ice, Restaurants, Trash service, Laundry, Dinghy dock, Bike rental, Internet
Day 7
Key West
Check in of new guests at the base will coincide with your check out time, please be prepared to welcome aboard a base representative about an hour before disembarking and allow time for debriefing. Once you have checked out head into town and explore everything Key West has to offer. Duval Street is the main strip of shops, restaurants, bars, and museums. Head to the tip of Key West and see the southernmost point of the United States. If you are a history buff Key West if full of historical houses including the Ernest Hemingway Home, Robert Frost Cottage, Audubon House, Harry S Truman Little White House, and Tennessee William’s House.
Mooring
Dockage at the base marina.
Things to do
Dining, Walking, Exploring, Shopping
Facilities
Water, WiFi, Taxi, Showers/Toilets, Trash, Restaurants, Provisioning, Bars, Electricity, Fuel, Ice
Step Aboard Here
Start your experience with The Moorings on land and sign up to receive e-mails from us about yachts, offers and destinations.
By clicking 'Sign up' you confirm that you have read and understood our Privacy Policy and consent to our use of your information.