We've broken the top boat charters in Key West down into three easy categories to help you find the perfect Key West sailing tour! Learn about the different tours, view photos, and book online TODAY!

How to Choose the Perfect Boat Charters in Key West

Discover the best watersport tours and activities in Key West, FL and the Florida Keys including snorkel, sailing, and parasail. Learn about 11 tours you must experience on the water in the Florida Keys including photos, available tour providers, and important tips!

The Best Florida Keys Watersports - 11 Tours You Must Experience!

Savannah doesn't disappoint during the winter months. While any time of the year is a great time to visit, this picturesque city provides numerous activities during the winter.

7 Awesome Savannah Things To Do in Winter

Your complete guide to Red Snapper season in Florida. Visit TripShock for the 2022 Red Snapper Season Guidelines like season dates, size limits, gear rules, where to fish, and how to catch.

2022 Florida Red Snapper Season Guidelines

Atlanta

Georgia

Baton Rouge

Louisiana

Biloxi-Gulfport

Mississippi

Bowling Green

Kentucky

Branson

Missouri

Charleston

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Clearwater

Florida

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Destin

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Fort Walton Beach-Okaloosa Island

Gatlinburg

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Hilton Head

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Key West

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Ocean Springs

Orlando

Palm Beach

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Perdido Key

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Santa Rosa Beach-30A

Sarasota

Savannah

South Padre Island

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St. Petersburg-St. Pete Beach

Tampa

Washington

D.C.

- Activity: Deep Sea Fishing Party Boat in Destin
- Hometown: Spring, Texas
- Adults: Two
- Children: One


This was my first trip on a party boat and it will be remembered forever!

- Activity: Orange Beach Dolphin & Sunset Cruises Aboard Sunny Lady
- Hometown: Crossville, TN
- Adults: Two
- Children: Two


The captain and his crew made sure we had a memorable experience!

- Activity: Destin Party Boat Fishing Excursion Aboard Vera Marie
- Hometown: Dover
- Adults: Just Me
- Children: None


I enjoyed meeting my fellow fishermen and women as we shared such a beautiful day

- Activity: Chute Em Up Parasail Tours Orange Beach
- Hometown: Maineville
- Adults: Four
- Children: None


The fake snake joke was hilarious, ice in the bathing suit was so funny

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The Best Things to do

Gulf Shores-Orange Beach

Washington

Destin

Fort Lauderdale

Fort Walton Beach-Okaloosa Island

Key West

Miami

Milton

Miramar Beach-Sandestin Area

Palm Beach

Panama City Beach

Pensacola Beach-Navarre

Perdido Key

Santa Rosa Beach-30A

Sarasota

Atlanta

Baton Rouge

New Orleans

Biloxi-Gulfport

Hilton Head

Murrells Inlet

Myrtle Beach

North Myrtle Beach

Be in the know!

TripShock Blogs

Don’t know what to get them?
NO PROBLEM!

Traveler Stories

Why book with Tripshock?

Low prices

Local Support

Verified

secure

The Best Things to do

Gulf Shores-Orange Beach

Washington

Destin

Fort Lauderdale

Fort Walton Beach-Okaloosa Island

Key West

Miami

Milton

Miramar Beach-Sandestin Area

Palm Beach

Panama City Beach

Pensacola Beach-Navarre

Perdido Key

Santa Rosa Beach-30A

Sarasota

Atlanta

Baton Rouge

New Orleans

Biloxi-Gulfport

Hilton Head

Murrells Inlet

Myrtle Beach

North Myrtle Beach

Be in the know!

TripShock Blogs

Don’t know what to get them?NO PROBLEM!

Traveler Stories

Don’t know what to get them?
NO PROBLEM!