From Tarpon Springs south to Key West
Day Sailing, a week long getaway or anything in between

 
     
   

Florida West Cruising Destinations

Itineraries with nautical miles     Local marina websites    Weather & Boaters Information

Itineraries with Nautical Miles

With a wide variety of seaside towns, secluded anchorages and fine marinas,
your captains and crew will enjoy the beautiful white sandy beaches, sparkling blue waters,
gentle winds, abundant birds and dolphins.

Suggested 2 Day Getaway Itinerary

Days

 

Suggested Itinerary

 

Distance

  Enjoy a relaxing sail across the bay to this Caribbean-style island resort with patio dining at the beachfront Tiki Bar.

The Resort offers deep water access with over 200 wet slips and a 250 foot fishing pier

1

 


The Vinoy Marina to Resort & Club at Little Harbor

 

6 NM

 

2

 


Resort & Club at Little Harbor to the Vinoy Marina
 

 

6 NM

 

1

 


The Vinoy Marina to Egmont Key State Park
 

 

16 NM

  Tampa Bay offers some beautiful spots for anchoring and spending the day or night. Experience the ruins of Fort Dade at Egmont Key State Park, which is a 126 acre island at the entrance to the Gulf of Mexico.

After a day at Egmont, sail across the bay to relive the experience of splashing ashore at the monument named after Spaniard Hernando de Soto, at Desoto Point Park from 1539. 

 

 


Egmont Key to Desoto Point Park
 

 

  6 NM

 

2

 

Desoto Point Park to The Vinoy Marina

 

 

 

15 NM

 

 

 

Suggested 3 Day Itinerary

 Days

Suggested Itinerary

 

 Distance

 

Have your camera ready while sailing under the Sunshine Skyway Bridge, The Travel Channel rated #3 on the "Top 10 Bridges" in the World. This itinerary offers the best of both worlds, a night at anchor in exciting Fort Desoto Point Park and a relaxing stay at the upscale Resort & Club at Little Harbor.

At Egmont Key, you will have the opportunity to explore Fort Dade and discover their famous lighthouse. Later sail to Desoto Point Park and spend the night at this secluded anchorage spot. Dinghy ashore to travel through their trails, which include interpretive signage and waysides that tell the story of the Spanish De Soto Expedition and the natural history of the area. The next day enjoy a trip to the 350 acre Resort & Club at Little Harbor, with a secluded beach and a bounty of recreational amenities.

 

1

 

The Vinoy Marina to Egmont Key

 

16 NM

 

 

 

Egmont Key to Desoto Point

 

  6 NM

 

2

 

Desoto Point to Resort & Club at Little Harbor

 

15 NM

 

3

 

Resort & Club at Little Harbor to The Vinoy Marina

 

 6 NM

 
             

Suggested 4 Day Itinerary

 

 Days

 

Suggested Itinerary

 

 Distance 

 

Sail into Tampa Bay and anchor in Gulfport, which has a unique and eclectic assortment of merchants and great restaurants.  This old-Florida town is very laid-back with a friendly attitude that invites shoppers to browse and enjoy the ambiance.

Sail up the coast to Clearwater and enjoy the beautiful waters and scenery along the way. Visit the world-renowned sparkling Clearwater Beach, which has the distinct Blue Wave Beach classification.

Continue your journey to Tierra Verde and enjoy the new marina’s facilities, which are located by Ft. Desoto Park, named America’s Top Beach for the second consecutive year by TripAdvisor.   
 

 

1

 

The Vinoy Marina to Gulfport

 

14 NM

 

 2

 

Gulfport thru Pass-a-Grill to Clearwater

 

 26 NM

 

3

 

Clearwater to Tierra Verde

 

28 NM

 

3

 

Tierra Verde to The Vinoy Marina

 

 6 NM

 
           

Suggested 7 Day Itinerary

 

 

 

 

 


Longboat Pass boasts its brilliant blue and green waters as they pour into the Gulf of Mexico. Visit Longboat Key Moorings, a first class marina with excellent facilities. Also on Longboat Key, enjoy the famous Moore's Stonecrab Restaurant

This stretch of Florida's West Coast is not only beautiful, but is one of Florida's most unique adventures. Travel on the outside in the Gulf of Mexico for a quicker journey or use the ICW for a slower-paced scenic route

Here you will have the opportunity to swim with the manatees at the Venice Inlet. The inlet's barrier island location, it offers deep water dockage and a secluded anchorage.

While entering Boca Grande Pass, you will sail by the famous landmark structure, the 1890 Lighthouse Museum. As you continue to sail through North Captiva, the beautiful white sandy beaches of Cayo Costa dominate the landscape. Stop and take a dip.

Cabbage Key is a stop off in civilization, as only islanders envision it – with a casual hamburger and seafood joint, that boasts a spectacular view surrounded by an inn comprised of cracker cottages, only accessible by boat. The restaurant’s interior walls are covered with autographed dollar bills; find an open spot to place your buck.
 

Days

 

Suggested Itinerary

 

Distance

 

1

 

The Vinoy Marina to Longboat Pass

 

24 NM

 

2

 

Longboat Pass to Venice Inlet

 

28 NM

 

3

 

Venice Inlet to Boca Grande
Visit Cayo Costa

 

35 NM

 

4

 

Captiva- Sanibel Island Area

 

 12 NM

 

5

 

Boca Grande to Venice Inlet

 

35 NM

 

6

 

Venice to Sarasota/Longboat via Intercoastal Waterway

 

26 NM

 7

 

Longboat to the Vinoy Marina

 

 24 NM

 

Suggested 10 Day Itinerary

 

 

 

 

 


 

This itinerary is for the experienced sailor with a desire to see the entire West Coast of Florida. It requires prior experience with overnight passages and a capable crew.

This trip provides time in Key West and the Dry Tortugas.  Key West is a very fun place and can be as relaxing, romantic, or wild as you want it to be. That includes by day or night.

Fort Jefferson and the Dry Tortugas should be on everybody’s bucket-list. Visitors can enjoy a variety of remarkable experiences including, camping, snorkeling, bird watching, fishing, or just enjoying a view from the top of the massive Fort Jefferson. The Dry Tortugas are situated on the edge of the main shipping channel between the Gulf of Mexico, the western Caribbean, and the Atlantic Ocean.

A large military fortress, Fort Jefferson, was constructed in the mid-19th century in an effort for the United States to protect the extremely lucrative shipping channel.

The fort is the largest masonry structure in the Western Hemisphere, and is composed of over 16 million bricks.

Days

 

Suggested Itinerary

 

Distance

 

1

 

The Vinoy Marina to Longboat Pass

 

24 NM

 

2

 

Longboat Pass to Venice Inlet

 

26 NM

 

3

 

Venice Inlet to Boca Grande

 

26 NM

 

4

 

Boca Grande to Marco Island

 

32 NM

5

 

Marco Island to Key West

 

 58 NM

 

6

 

Enjoy Key West

 

 

 

7

 

Key West to the Dry Tortugas

 

68 NM

8

 

Enjoy Fort Jefferson & Dry Tortugas

 

14 NM

 

9

 

Dry Tortugas to Venice - Requires overnight sail

 

148 NM

10

 

Venice Inlet to the Vinoy Marina

 

51 NM

 

Local Marina Websites

Call us at 866.894.SAIL(7245)
or Contact Us to book your sailing adventure today!

 
 

 

 

 

 

 

Sailing Florida Charters
& Sailing School, Inc.
Mailing Address:
 446 Second Street North
St. Petersburg, Florida 33701

Vinoy Resort Marina
501 Fifth Avenue NE
St. Petersburg, FL 33701

Phone: (727) 894-7245 (SAIL)
Toll Free: (866) 894-7245 (SAIL)
Toll Free Fax (866) 267-7245 (SAIL)
email: dockmaster@sailingflorida.com

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User Name: sailingflorida/charters/school

 

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