A spending spree trip to hawaii by phillip weinstein
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A spending spree trip to hawaii by phillip weinstein
A Spending Spree Trip to HawaiiBy: Phillip Weinstein


I spent $1,000,000 on a trip to the Hawaiian islands of Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.


Category 1 dining
Category 1, Dining Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • Big Mamma’s Fish House for Breakfast, Lunch and dinner (Breakfast 20%, Lunch 25%, Dinner 41%) everyday for the 20 people or 400 total meals.

  • 400 Fresh fruit smoothies were purchased for the 20 guests (4%).

  • 400 Ice Cream desserts for all 20 people over the vacation (2%).

  • 2,000 Room Service Snacks for all 20 people (8%).


Category 2 transportation
Category 2, Transportation Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • 20 first class tickets from Detroit, Michigan to Maui, Hawaii (17% of budget).

  • 40 small aircraft flights (2 per person) around the islands of Hawaii (5% of budget).

  • 3 limousines for rides for the 20 people around the islands (42% of budget).

  • All 20 people went on a 7 day cruise (36% of budget).


Category 3 lodging
Category 3, Lodging Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • All of the money in this category was spent on the Wyatt Regency Hotel on both islands(100%).


Category 4 activities
Category 4, Activities Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • I rented 5 Helicopters to fly everyone around Maui and Oahu (3% total).

  • 15 Snorkeling sessions for adults (12%).

  • 45 snorkeling sessions for kids (70%).

  • 3 per person Bike rentals & trips or 60 total (3%) for our group.

  • A Huleakala bike trip for all (5%).

  • And of course a massage for everyone! (7%).


Category 5 clothes and shopping
Category 5, Clothes and Shopping Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • A complete new wardrobe was purchased for everyone (11%).

  • Each women received a diamond tennis bracelet and earrings and men received a pair of diamond cufflinks (69%).

  • 310 soft monogrammed beach blankets and silk bath towels were given to everyone (20%).

  • A special souvenir was sent home for friends and family (less than a percent).


Total spending price breakout
Total Spending Price Breakout Maui and Oahu. I invited 15 kids and five adults on a 13 day vacation and a seven day cruise. My major categories included dining, transportation, lodging, activities, clothes and shopping.

  • My $1,000,000 budget for a luxurious vacation for family and friends to the islands of Hawaii was broken out as follows:

    • 50% Clothes & Shopping

    • 21 % Lodging

    • 15% Transportation

    • 8% Dining

    • 6% Activities


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