I've been a travel planner for years. Here are the 9 biggest mistakes people make while booking all-inclusive vacations.

Tech Insider : Travel, Travel, Business
kari posing in front of a lawn full of palm trees in a tropical destination
I plan vacations for a living, including all-inclusive trips, and I help my clients avoid common booking mistakes.

Kari Becker

I spent 4 nights at an all-inclusive resort in Jamaica. I didn't think I'd like it, but I never left the property and can't wait to do it again.

Tech Insider : Travel, Travel, Business
Timothy Moore and husband selfie in front of water at Jewel Grande in Montego Bay
Our friend had a destination wedding at Jewel Grande in Montego Bay, so we spent four nights at the all-inclusive resort.

Timothy Moore

I paid $500 to fly first class with Delta for the first time. It was great, but not worth the upgrade for a 3-hour trip.

Tech Insider : Travel, Travel, Business
A composite image of the author sitting smiling in a first-class window seat on a Delta flight and a row of first class seats
Business Insider's reporter spent three hours in Delta's first class cabin while flying from NYC to West Palm Beach, Florida.

Joey Hadden/Business Insider

I've been to dozens of airport lounges worldwide. Here are the 5 things I never do in them.

Tech Insider : Travel, Travel, Business
A woman wearing a backpack taking a selfie at an airport lounge.
I've visited many airport lounges over the years because I travel at least once a month.

Jill Robbins

I stayed at a Ritz-Carlton resort for the first time during a trip to Naples, Florida, and 7 things surprised me

Tech Insider : Travel, Travel, Business
The exterior of the Ritz-Carlton Tiburón with palm trees and trimmed bushes in front
The author stayed at the Ritz-Carlton Naples, Tiburón in Naples, Florida.

Joey Hadden/Business Insider

We paid over $14,000 for the cheapest room on an ultra-luxury cruise. Take a look inside our ship and 350-square-foot suite.

Tech Insider : Travel, Business, Style
Cruise ship at end of dock
We booked an over-the-top cruise on Silversea's Silver Ray. Our ultra-luxury trip was complete with personal butlers, unlimited caviar, and gourmet dining experiences.

David Morris

10 signs of over-the-top wealth and luxury I spotted in Vancouver — one of Canada's richest cities

Tech Insider : Travel, Travel, Business
Cars parked on a residential street with the ocean, mountains, and city buildings in the background in Vancouver
Business Insider's reporter saw luxury cars and waterfront mansions during her trip to Vancouver, British Columbia.

Joey Hadden/Business Insider

I paid $860 for a night in the cheapest room at the Versace Mansion and felt like the hotel's one-and-only guest

Tech Insider : Travel, Travel, Business
The author stands in front of a bed in the Versace Mansion
Business Insider's reporter was a guest at Villa Casa Casuarina, also known as the Versace Mansion.

Joey Hadden/Business Insider

I sailed all around Iceland on a small luxury cruise. My $6,500 trip was a surprisingly incredible value.

Tech Insider : Travel, Travel, Business
beautiful shot of iceland
My $6,500 cruise around Iceland was such a great way to see the country.

Jennifer McGuire

I used to work at Hermès. I saw customers make the same 5 mistakes — especially when trying to get a coveted Birkin.

Tech Insider : Business
Exterior of an Hermes store with a gold design on the door and gold plaques on the storefront next to the door
I used to work at Hermès and saw customers make the same mistakes over and over again.

Cristina Arias/Getty Images

Subscribe to aspirational-luxury