Modern training methods are very effective with Westies. There are many excellent books and videos on training and your puppy s breeder should be able to refer you to local puppy training and obedience classes. They like to go with you. Puppies need to become accustomed to the car at an early age. A crate is his seat belt.
Swimming pools can be a death trap for any dog.
Also, chlorine is very hard on the coat and skin. They like to share in your activities. There are backpacks and life preservers especially for dogs. And don t forget a good quality collar and leash. Every situation is unique.