Example based on following versions:

Create a new user, enable IKE and logging


Define authentication, integrity and encryption methods


Generate certificate
You have to specify an export password for the PKCS#12 container (private and public key of user) which will be saved on floppy disk.


That's easy, no screenshots should be required
Check whether VPN-1 Pro is enabled
Older versions of Check Point Firewall-1 require a dedicated license for VPN-1.

Define topology and VPN domain

Define IKE properties
Public Key Signatures:
Switch to traditional mode
And create a new policy afterwards

RoadWarrior-to-gateway rulesets

Properties of encryption
Properties of encryption are defined per user.
That's easy, no screenshots should be required - good luck!
17:02:17 authcrypt 1.2.3.4 >daemon src: 1.2.3.5; user: CN=freeswan,OU=users,O=checkpoint.lab.aerasec.de..ab12cd; rule: 0;
reason: Client Encryption: Authenticated by RSA Signature; scheme: IKE; methods: 3DES,IKE,MD5; product: VPN-1 & FireWall-1;
17:02:17 keyinst 1.2.3.4 >daemon src: 1.2.3.5; dst: 1.2.3.4; peer gateway: 1.2.3.5; scheme: IKE;
IKE: Main Mode completion.; CookieI: ebc3ad7a4bc1ab2f; CookieR: 79893021bf296e4f; methods: 3DES + MD5, RSA signatures;
user: CN=freeswan,OU=users,O=checkpoint.lab.aerasec.de..ab12cd; product: VPN-1 & FireWall-1;
17:02:17 keyinst 1.2.3.4 >daemon src: 1.2.3.5; dst: 1.2.3.4; srckeyid: 0x26cbc41e; dstkeyid: 0x81f632fd;
peer gateway: 1.2.3.5; scheme: IKE; IKE: Quick Mode Sent Notification: Responder Lifetime; CookieI: ebc3ad7a4bc1ab2f;
CookieR: 79893021bf296e4f; msgid: df786c92; user: CN=checkpoint.lab.aerasec.de..ab12cd; product: VPN-1 & FireWall-1;
17:02:17 keyinst 1.2.3.4 >daemon src: 1.2.3.5; dst: 1.2.3.4; srckeyid: 0x26cbc41e; dstkeyid: 0x81f632fd;
peer gateway: 1.2.3.5; scheme: IKE; IKE: Quick Mode completion; CookieI: ebc3ad7a4bc1ab2f;
CookieR: 79893021bf296e4f; msgid: df786c92; methods: ESP: 3DES + SHA1 + PFS; IKE IDs: host: 1.2.3.4 and host: 1.2.3.5;
user: CN=freeswan,OU=users,O=checkpoint.lab.aerasec.de..ab12cd; product: VPN-1 & FireWall-1;
17:02:17 keyinst 1.2.3.4 >daemon src: 1.2.3.5; dst: 1.2.3.4; srckeyid: 0x26cbc41f; dstkeyid: 0x81f632ff;
peer gateway: 1.2.3.5; scheme: IKE; IKE: Quick Mode Sent Notification: Responder Lifetime; CookieI: ebc3ad7a4bc1ab2f;
CookieR: 79893021bf296e4f; msgid: e5e7879f; user: CN=freeswan,OU=users,O=checkpoint.lab.aerasec.de..ab12cd; product: VPN-1 & FireWall-1;
17:02:17 keyinst 1.2.3.4 >daemon src: 1.2.3.5; dst: 1.2.3.4; srckeyid: 0x26cbc41f; dstkeyid: 0x81f632ff;
peer gateway: 1.2.3.5; scheme: IKE; IKE: Quick Mode completion; CookieI: ebc3ad7a4bc1ab2f;
CookieR: 79893021bf296e4f; msgid: e5e7879f; methods: ESP: 3DES + SHA1 + PFS;
IKE IDs: subnet: 172.16.1.0 (mask= 255.255.255.0) and host: 1.2.3.5; user: CN=freeswan,OU=users,O=checkpoint.lab.aerasec.de..ab12cd;
product: VPN-1 & FireWall-1;
Edit /etc/ipsec.conf
## RoadWarrior to Gateway: FreeS/WAN X.509 <-> Check Point
conn freeswan-checkpoint-x509
# Right side is FreeS/WAN RoadWarrior
right=%defaultroute
rightrsasigkey=%cert
rightid="/O=checkpoint.lab.aerasec.de..ab12cd/OU=users/CN=freeswan"
#rightcert=freeswan-cert.pem # As an alternative, the file itself can be specified
# Left side is Check Point
left=1.2.3.4
leftcert=checkpoint-cert.pem
leftrsasigkey=%cert
#leftrsasigkey=0x0103...... # only needed for old FreeS/WAN
leftid=1.2.3.4 # Check Point VPN-1 send IP address as ID
#leftid= # leave unset for old FreeS/WAN
# config
type=tunnel
keyingtries=0
disablearrivalcheck=no
authby=rsasig
auth=esp
keyexchange=ike
auto=start## RoadWarrior to Net behind Gateway: FreeS/WAN X.509 <-> Check Point - Net
conn freeswan-checkpoint-x509-net
# Right side is FreeS/WAN RoadWarrior
rightrsasigkey=%cert
right=%defaultroute
rightid="/O=checkpoint.lab.aerasec.de..ab12cd/OU=users/CN=freeswan"
#rightcert=freeswan-cert.pem # As an alternative, the file itself can be specified
# Left side is Check Point
left=1.2.3.4
leftsubnet=172.16.1.0/24
leftcert=checkpoint-cert.pem
leftrsasigkey=%cert
#leftrsasigkey=0x0103...... # only needed for old FreeS/WAN
leftid=1.2.3.4 # Check Point VPN-1 send IP address as ID
#leftid= # leave unset for old FreeS/WAN
# config
type=tunnel
keyingtries=0
disablearrivalcheck=no
authby=rsasig
auth=esp
keyexchange=ike
auto=start
Edit /etc/ipsec.secrets
# Define RSA key
: RSA /etc/ipsec.d/private/freeswan-key.pem "key passphrase here"
Good luck!# service ipsec restart
Sep 10 16:53:45 linux pluto[3777]: Starting Pluto (FreeS/WAN Version 1.98b)
Sep 10 16:53:45 linux pluto[3777]: including X.509 patch (Version 0.9.14)
Sep 10 16:53:45 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_AES_CBC: Ok (ret=0)
Sep 10 16:53:45 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_BLOWFISH_CBC: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_CAST_CBC: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_SERPENT_CBC: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_hash: Activating OAKLEY_SHA2_256: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_hash: Activating OAKLEY_SHA2_512: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_TWOFISH_CBC: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: ike_alg_register_enc: Activating OAKLEY_SSH_PRIVATE_65289: Ok (ret=0)
Sep 10 16:53:46 linux pluto[3777]: Changing to directory '/etc/ipsec.d/cacerts'
Sep 10 16:53:46 linux pluto[3777]: loaded cacert file 'checkpoint-internal-ca.pem' (1149 bytes)
Sep 10 16:53:46 linux pluto[3777]: Changing to directory '/etc/ipsec.d/crls'
Sep 10 16:53:46 linux pluto[3777]: loaded crl file 'checkpoint.crl' (556 bytes)
Sep 10 16:53:46 linux pluto[3777]: loaded my default X.509 cert file '/etc/x509cert.der' (782 bytes)
Sep 10 16:53:46 linux pluto[3777]: listening for IKE messages
Sep 10 16:53:46 linux pluto[3777]: adding interface ipsec0/eth0 1.2.3.5
Sep 10 16:53:46 linux pluto[3777]: loading secrets from "/etc/ipsec.secrets"
Sep 10 16:53:46 linux pluto[3777]: loaded private key file '/etc/ipsec.d/private/freeswan-key.pem' (1102 bytes)Sep 10 16:55:24 linux pluto[3777]: | from whack: got --esp=3des
Sep 10 16:55:24 linux pluto[3777]: | from whack: got --ike=3des
Sep 10 16:55:24 linux pluto[3777]: added connection description "freeswan-checkpoint-x509"
Sep 10 16:55:28 linux pluto[3777]: | from whack: got --esp=3des
Sep 10 16:55:28 linux pluto[3777]: | from whack: got --ike=3des
Sep 10 16:55:28 linux pluto[3777]: added connection description "freeswan-checkpoint-x509-net"Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #3: initiating Main Mode
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #3: Peer ID is ID_IPV4_ADDR: '1.2.3.4'
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #3: Issuer CRL not found
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #3: Issuer CRL not found
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #3: ISAKMP SA established
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #4: initiating Quick Mode RSASIG+ENCRYPT+TUNNEL+PFS
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #4: ignoring informational payload, type IPSEC_RESPONDER_LIFETIME
Sep 10 16:56:07 linux pluto[3777]: "freeswan-checkpoint-x509" #4: sent QI2, IPsec SA established
Sep 10 16:57:01 linux pluto[3777]: "freeswan-checkpoint-x509-net" #5: initiating Quick Mode RSASIG+ENCRYPT+TUNNEL+PFS
Sep 10 16:57:01 linux pluto[3777]: "freeswan-checkpoint-x509-net" #5: ignoring informational payload, type IPSEC_RESPONDER_LIFETIME
Sep 10 16:57:01 linux pluto[3777]: "freeswan-checkpoint-x509-net" #5: sent QI2, IPsec SA established