Summary
The problem is not trivial, but obtaining a solution is straightforward. Exact analytical expressions for the distribution of the inter-ship distance can be found (in terms of Bessel functions): it is the square root of a scaled non-central chi-squared variate. Provided the ships are far apart compared to the standard deviation of the position estimates, formulas for the mean and variance of this distribution provide an excellent Normal approximation. This can be used to develop either confidence intervals or a posterior distribution for the distance.
A comment describes the data:
The data that I have is 2 pairs of x,y coordinates that mark the estimated positions of 2 ships. Also, positional errors are bivariate normal with 95% probability of ship's actual position being within 1 mile of the expected position.
It will be convenient to obtain conventional parameters of the positional errors. A bivariate normal distribution with no correlation and variances of $\sigma^2$ for each of the coordinates has a total probability of $1 - \exp(-x^2/(2\sigma^2))$ within a distance $x$ of its mean. Letting $x$ be one mile and setting this expression to $0.95$ determines $\sigma^2$. In general, when the probability is $1-\alpha$ ($\alpha=0.05$ here) at a radius of $x$, then
$$\sigma^2 = \frac{x^2}{-2 \log(\alpha)}.$$
Let $(X_1,Y_1)$ be the observed location of ship 1, assumed to be at the unknown location $(\mu_{x1}, \mu_{y1})$ and $(X_2,Y_2)$ the observed location of ship 2, assumed to be at $(\mu_{x2}, \mu_{y2})$. Their squared distance,
$$D^2 = (X_1 - X_2)^2 + (Y_1 - Y_2)^2,$$
is a sum of squares of two Normal variates: $X_1-X_2$ has an expectation of $\mu_{x1}-\mu_{x2}$ and a variance of $2\sigma^2 = \sigma^2 + \sigma^2$ while $Y_1-Y_2$ has an expectation of $\mu_{y1}-\mu_{y2}$ and a variance of $2\sigma^2$. This makes $D^2$ equal to $2\sigma^2$ times a non-central $\chi^2$ distribution with $\nu=2$ degrees of freedom and noncentrality parameter
$$\lambda = \frac{(\mu_{x1}-\mu_{x2})^2 + (\mu_{y1}-\mu_{y2})^2}{2\sigma^2}.$$
Consequently, $D$ itself could be called a (scaled) "noncentral $\chi$ distribution."
Calculations indicate that the mean of $D$ equals $\sqrt{2}\sigma$ times $$\frac{1}{2} e^{-\lambda /4} \sqrt{\frac{\pi }{2}} \left((2+\lambda ) \text{BesselI}\left[0,\frac{\lambda }{4}\right]+\lambda \text{BesselI}\left[1,\frac{\lambda }{4}\right]\right)$$ and (somewhat surprisingly) its raw second moment is $2\sigma^2$ times $2+\lambda$. As we would intuitively expect, the mean (upper blue curve) is close to $\sqrt{\lambda}$ (lower red curve), especially for large $\lambda$, which occurs when the ships are well separated:
From these, by matching moments, we obtain a Normal approximation to $D$. It is remarkably good when the ships are separated by several $\sigma$'s. (The Normal approximation has slightly shorter tails.) For instance, here are plots of the distribution of $D$ and its Normal approximation when the two ships are actually $5$ miles apart in the circumstances of the initial quotation:
At this resolution, they perfectly coincide. The correct probability that $D$ is less than $5$, $\Pr(D\le 5)$, is equal to $0.476912$, while the probability given by the Normal approximation is $0.476807$: just $0.0001$ off.
However, these calculations do not directly answer the question, which is: given the observed value of $D$, what can we say about the true distance between the ships (equal to $\delta = \sqrt{(\mu_{x1}-\mu_{x2})^2 + (\mu_{y1}-\mu_{y2})^2}$)? This usually has two kinds of answers:
For any desired level of confidence, we can compute an associated confidence interval for $\delta$, or
If we adopt a prior distribution for $\delta$, we can update that distribution (via Bayes' Theorem) based on $D$ to obtain a posterior distribution.
Either method is easy and straightforward when the Normal approximation to the distribution of $D$ is good. Both require some heavy computation otherwise--but that is perhaps a discussion for another day.