No. Checkpoint uses IPsec, while OpenVPN uses it's own protocol (actually, it uses ipsec, but uses SSL for authentication, rather than IKE). There is probably an implementation of Ipsec for your platform that you can use however.
Short answer: you can't. Ports below 1024 can be opened only by root. As per comment - well, you can, using CAP_NET_BIND_SERVICE, but that approach, applied to java bin will make any java program to be run with this setting, which is undesirable, if not a security risk.
The long answer: you can redirect connections on port 80 to some other port you can open as normal user.
Run as root:
# iptables -t nat -A PREROUTING -p tcp --dport 80 -j REDIRECT --to-port 8080
As loopback devices (like localhost) do not use the prerouting rules, if you need to use localhost, etc., add this rule as well (thanks @Francesco):
# iptables -t nat -I OUTPUT -p tcp -d 127.0.0.1 --dport 80 -j REDIRECT --to-ports 8080
NOTE: The above solution is not well suited for multi-user systems, as any user can open port 8080 (or any other high port you decide to use), thus intercepting the traffic. (Credits to CesarB).
EDIT: as per comment question - to delete the above rule:
# iptables -t nat --line-numbers -n -L
This will output something like:
Chain PREROUTING (policy ACCEPT)
num target prot opt source destination
1 REDIRECT tcp -- 0.0.0.0/0 0.0.0.0/0 tcp dpt:8080 redir ports 8088
2 REDIRECT tcp -- 0.0.0.0/0 0.0.0.0/0 tcp dpt:80 redir ports 8080
The rule you are interested in is nr. 2, so to delete it:
# iptables -t nat -D PREROUTING 2
Best Answer
I've heard good things about Shrew, but I've only ever seen it used on Windows.
http://shrew.net/home