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Bradenton, Fl... we LOVE Anna Maria Island in the winter!
You will be awfully close to payload on your Tundra. The Equalizer hitch is a great idea. I had a 2010 Rock Warrior with the E rated tires, that is another great idea to make the Tundra a better tow platform... less flex in tires will make it more stable.
For a brake controller, I used a Tekonsha P3 and loved it. I don't know enough about the Draw Tite to make an education decision.
Your dinette is designed to be towed in table position, so nothing to worry about there. If it makes you feel better to lower it, that is perfectly fine too. We always tow with ours in table position... makes it easier if we stop for lunch in the camper anyways!
You said bikes will go on the back of the camper... what do you mean by that? Unless you have an installed hitch, I would NOT recommend hanging bikes off the back of your trailer. Those little "hitches" that simply clamp to the rear bumper of your trailer are NOT designed to handle the weight or movement of a bike rack. I have a 2015 JayFlight that has a factory Class 3 tow hitch mounted to the frame. You can hang bikes off of that... not the bumper!
Be careful about loading everything in the back of the trailer and reducing tongue weight. You will have a much better ride with appropriate tongue weight (and too much payload) than you will having too light tongue weight and trailer sway.
Slide topper... I thought I wanted one of these when I bought my current trailer but never got around to it. I read the stories of water pooling on the slide topper and putting extra weight on the roof. I read the stories of wind buffeting and noise. We decided against it for now and haven't regretted that decision. We bought a $20 electric leaf blower and have a small step ladder we carry with us. At the end of a trip I climb up the ladder and blow leaves and sticks off the roof... super easy, no new holes in the siding, no maintenance to worry about with the topper.
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