Pony Express Haleakala Crater
I had a great time with Pony Express Tours. Our guide was knowledgeable and patient with our novice riding skills. http://www.ponyexpresstours.com/ If you love horses, this is a great opportunity to ride for about 2 hours down the crater, eat a nice picnic lunch, and then ride another 2 hours up the crater.

If you go for the morning sunrise, it will be about a ~1 1/2 hour to 2 hour wait before the horses arrive.

From the website:

Ka Moa O Pele
Junction Ride

This ride descends Sliding Sands Trail to the Crater floor 2500 ft. below where a well deserved picnic lunch is served featuring our delicious croissant sandwiches! Round trip is 7.5 awe inspiring miles taking around 4 hours. Prior riding experience is recommended. Check in first at the ranch office, then continue up to the Visitor Center Parking lot just past mile marker 20 to meet your guide. Reservations required.

$182.00 + tax
8:30 AM