Tokyo Itinerary and Day Trips

Hi all, heading to Tokyo in early February next year with my gf and family and wanted some advice on itinerary especially with planning day trips

• Plan is 5 nights, 6 days arriving around noon on the 1st day then leaving evening on the 6th

1. We've decided on 1 of the full days going to DisneySea and another to Kamakura+Enoshima, will it be worth spending another full day to go to Hakone? If so, how are the crowds and weather there in February?

1.1 if Hakone, I can only really afford to spend a day trip on it, would it still be worth it if not staying the night? (most likely skipping open air museum)

1. How cold is Tokyo in Feb? We come from a tropical country, typically pretty warm-hot. Is it jacket weather or full on scarf+gloves whenever outdoors cold?

2. We're planning on hitting typical first timer destinations, Sensoji, Meiji Shrine, Scramble, teamlab, Akihabara. They're not big on anime culture but want to do some souvenir shopping. Are there any other must go for first timers?

3. If you have any food recommendations would be super welcome! Especially for Hakone and Kamakura days.

Thanks a lot in advance!