<?xml version="1.0"?>
<ownershipDocument>
    <schemaVersion>X0101</schemaVersion>

    <documentType>4</documentType><periodOfReport>2003-06-23</periodOfReport>
    <issuer>
        <issuerCik>0001128723</issuerCik>
        <issuerName>SKYWAY COMMUNICATIONS HOLDING CORP</issuerName>
        <issuerTradingSymbol>N/A</issuerTradingSymbol></issuer><reportingOwner><reportingOwnerId>
            <rptOwnerCik>0001127367</rptOwnerCik>
            <rptOwnerName>KALIMI JAMEE</rptOwnerName>
        </reportingOwnerId>
        <reportingOwnerAddress>
            <rptOwnerStreet1>  </rptOwnerStreet1>
            <rptOwnerStreet2>  </rptOwnerStreet2>
            <rptOwnerCity>  </rptOwnerCity>
            <rptOwnerState>  </rptOwnerState>
            <rptOwnerZipCode>  </rptOwnerZipCode>
        </reportingOwnerAddress>
            <reportingOwnerRelationship>
<isDirector>1</isDirector><isOfficer>0</isOfficer><isTenPercentOwner>0</isTenPercentOwner><isOther>0</isOther></reportingOwnerRelationship></reportingOwner><nonDerivativeSecurity><securityTitle><value>Common Stock</value></securityTitle><transactionDate><value>2003-06-23</value></transactionDate><transactionCoding><transactionFormType>5</transactionFormType><transactionCode>S</transactionCode><equitySwapInvolved>false</equitySwapInvolved></transactionCoding><transactionAmounts><transactionShares><value>500000</value></transactionShares><transactionValue><value>0.00</value></transactionValue><transactionAcquiredDisposedCode><value>A</value></transactionAcquiredDisposedCode></transactionAmounts><postTransactionAmounts><sharesOwnedFollowingTransaction><value>512049</value></sharesOwnedFollowingTransaction></postTransactionAmounts><ownershipNature><directOrIndirectOwnership><value>D</value></directOrIndirectOwnership></ownershipNature></nonDerivativeSecurity><nonDerivativeSecurity><securityTitle><value>Common Stock</value></securityTitle><transactionDate><value>2003-06-23</value></transactionDate><transactionCoding><transactionFormType>5</transactionFormType><transactionCode>S</transactionCode><equitySwapInvolved>false</equitySwapInvolved></transactionCoding><transactionAmounts><transactionShares><value>163673</value></transactionShares><transactionValue><value>19640.00</value></transactionValue><transactionAcquiredDisposedCode><value>D</value></transactionAcquiredDisposedCode></transactionAmounts><postTransactionAmounts><sharesOwnedFollowingTransaction><value>512049</value></sharesOwnedFollowingTransaction></postTransactionAmounts><ownershipNature><directOrIndirectOwnership><value>D</value></directOrIndirectOwnership></ownershipNature></nonDerivativeSecurity><ownerSignature><signatureName>Jamee Kalimi</signatureName><signatureDate>2003-06-24</signatureDate></ownerSignature></ownershipDocument>

