
The North Face
Wawona 6
Spacious vestibule, strong in storms, but rainfly tricky solo.

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A white or tan canvas Springbar or springbar clone (Kodiak, Teton Mesa, white duck) is a more space efficient option. If it had.white zippers and mosquito mesh it would pass for a norman double bell.pavilion without your glasses on. I pin dagging to the shade fly for extra verisimilitude. I can tear down our 10 x 14 solo and set it up with 5 minutes of one person's help
Springbar, Blackstone camping family as well. Both have made things much more comfortable and easier. It's nice to be able to whip up a quick meal on a Blackstone when it's 104 degrees out instead of making a fire.
Springabar tents are worth the money imo. I have a springbar cj 140 and it's changed the game for my family. They are heavy but very comfortable. Pair it with a vevor diesel heater and it extends your camping season to all year. I used to buy big Walmart tents every year due to zippers or poles breaking with how often we camp each year. I forsee my springbar tent lasting generations.
I have a spring bar canvas tent with winnerwell stove. Keeps the tent nice and warm for a few hours but when you wake up. Burrrrrr
I have a springbar tent and it is great. But it is bulky and heavy. I can put it up myself in about 20 minutes. 140 sqft all of it useable. Cooler in the heat. Warmer in the cold. Doesn’t leak or collect condensation. In fact the more wet it gets the better it sheds water. Another bonus is that you can put a wood stove in it which is fun but not very practical for keeping you warm through the cold night. Stove goes out after 4 hours so you have to constantly add wood throughout the night. I love it.
Obligatory mention of Springbar. Their 8x6 tent was my Burning Man tent for many years. It has a door on both sides, not sure what you're looking for as to vestibules. For 2-3 people you'll probably be looking at their "Outfitter," which is 7x9, but only has a door on one side.
There aren't that many people with a Regatta here. I asked a [Kodiak v. Regatta](https://www.reddit.com/r/CampingGear/comments/1s07tdy/kodiak_or_regatta/) and it was one-sided. Nothing against the Regatta. It just seems that they're not as popular as wall tents. The biggest consideration is that for any given size, they are smaller inside. So a 10' bell isn't going to have the same openness as a 10x10. With both the Regatta and Rover, you're going to be setting up a lot of guy lines. The Regatta is going to need a lot of staking as well. Though with a Suburban you could easily sleep inside of it if you get in too late to set up camp. Conversely, you could get a mat and just sleep in the truck. If you're going to be setting up and tearing down camp often then I'd probably look into a Kodiak or Springbar if you still want a canvas tent. As I'm getting older I don't like to ruff it as much and have been edging on glamping. I just like the extra lounge space and being able to stand up and just hang out inside the tent. Though my last solo trip, a month ago was in a 4 person dome with a cot. I'm ready for an upgrade. I'm probably going to go with a 10x10 Springbar or a Kodiak.
I really love my Kodiak 10x14 canvas tent. Had it for 15 year now, and it's still going strong. Holds up to some serious abuse that would destroy other tents, including high winds and snow loads. It is heavy but sets up pretty easily and very well made. Springbar is the other company that makes canvas tents that are similar, but a bit pricier. I'm 6'4" and I can easily stand up inside. They are very spacious inside and less expensive than your max budget. They also have a 10x10 version if you don't need the extra space.

The North Face
Wawona 6
Spacious vestibule, strong in storms, but rainfly tricky solo.

Gazelle Tents
T4 Hub Tent Series
Fastest setup, durable, but bulky and awkward door.

Durston
X-Mid 2
Ultralight, spacious 2P, but not for very strong winds.

Durston
X-Mid 1
Budget ultralight 1P, spacious, but large footprint.

Naturehike
Mongar 2 Backpack Tent (Nylon)
Budget 2P, spacious for price, but not for 4 seasons.

Ranked #1
Durston - X-Mid 2

Ranked #1
Gazelle Tents - T4 Hub Tent Series

Ranked #1
Gazelle Tents - T4 Hub Tent Series

Ranked #1
Durston - X-Mid 2

Ranked #1
Durston - X-Mid 2

Ranked #1
SlingFin - Portal 2