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Florida Keys Family Trip
Trip Date - Spring Break 2027 Number of Days - 8 Who is going - Jenn (52), Terry (53), Boone (16) Day 0 (Thursday) - Fly to South Florida Day 1 (Friday) - Everglades/Miami 830A - Bike rental at Shark Valley Visitor Center 1130A- Picnic lunch 1P - Everglades Safari Park (air boat tour) 4P - Superblue Miami 730P - Dinner at Joe's Stone Crab Walk pier/beach at South Pointe Park Day 2 (Saturday) - Biscayne National Park to Islamorada 9A - Paddle board tour at Biscayne National
jennylynncotton
Jul 262 min read


New England Summer Trip
Trip Date - August 2026 Number of Days - 12 Who is going - Jenn (52) & Terry (53) Day 1 - To Boston 1240P - Arrive & pick up rental car 2P - Check into hotel 230P - Snack/Espresso at the Thinking Cup Stroll through Boston Gardens 330P - Boston Library 5P - Dinner reservations - Eventide 710 - Red Sox game at Fenway Park 10P - Boston Cream Pie at Omni Parker House (open until 11P - last call at 1030P) Day 2 - Boston Sightseeing 715A - Breakfast at Bakey 8A - Meet guide for F
jennylynncotton
Jul 183 min read


Chicago at Christmastime
Last year = Christmas in NYC! Who is going - Jenn (52) and Terry (53) Date of trip = December 2026 Length of trip = 4 days Hotel = 3 nights at Renaissance Chicago Downtown Hotel Day 1 12:30P - Arrive O'Hare 215P - Chicago Cultural Center (stained glass domes, holiday decor) check schedule for holiday events) 345P - Drinks at Drawing Room (in the Chicago Athletic Association) 5P - Dinner at JoJo's Shake Bar (diner with over-the-top holiday decorations) (make reservations)
jennylynncotton
Jul 122 min read


🎄Christmas in the Big Apple 🎄
Trip Date - December 19-23, 2025 Number of Days - 5 Who went - Jenn (51), Terry (52), Olivia (22) & Boone (15) See next year's plan - 2026 Christmas in the Windy City! We love New York City (see other trip highlights here), and there is no better time to experience it than during the holidays. We took both kids to NYC the weekend before Christmas and had an amazing time! We stayed in a small apartment near Bryant Park with 2 bedrooms. It wasn't fancy but the location was
jennylynncotton
Jul 115 min read


Taking a bite out of the Big Apple
We've been to NYC several times and we love it! I am always on the lookout for new & unique things to do in the city. Below are a few of the things that I've done, and a few things that I still want to do. If you've got ideas to add to the list, let me know! Cool things to do: Spa with a view of the Manhattan skyline. In 2024 I discovered this amazing spa on Governor's Island. Just a short 10-minute ferry ride from Manhattan and a 5-minute walk away... this spa was super
jennylynncotton
Jul 112 min read


Alaskan Cruise
Trip Date - August 2025 Number of Days - 8 Who went - Jenn (51) & Terry (52) I am on a quest to visit all 50 states, and checking Alaska off the list was epic. This was our first cruise together - and we both agree it was the perfect way to see Alaska. We opted to spend a few days in Vancouver/Whistler before the trip, which was a great decision! Tips for planning a similar cruise: I've heard it said that you should not cruise Alaska without a balcony... and we agree. We
jennylynncotton
Oct 24, 20259 min read


Girls' Weekend Trip To Burlington, Vermont
Date of Trip: June 2022 Number of Days: 3 Who went: Jenn, Lori and Randi In my late 40s, the idea of a "Bachelorette Weekend" wasn't...
jennylynncotton
Jul 1, 20243 min read


Memorial Day in Washington DC
Date of Trip: Memorial Day 2022 Number of Days: 3 Who went: Jenn, Terry, Boone (11) DC is probably my favorite US city to visit. I've...
jennylynncotton
Jun 29, 20243 min read


We eloped in Maui!
Date of Trip: August 2022 Number of Days: 9 Who went: Jenn & Terry Best trip ever! We loved saying "I do!" in this magical place. Top...
jennylynncotton
Jun 28, 20245 min read


Somewhere in the Sun - USVI (St. John, St. Thomas, St. Croix)
Trip Date - August 2024 Number of Days - 12 Who went - Jenn & Terry We spent 12 amazing days visiting all 3 USVI (St. John, St. Thomas,...
jennylynncotton
Jun 26, 20249 min read


National Parks of Utah (plus Vegas and the West Rim!)
Date of Trip: April 2024 Number of Days: 8 Who went: Jenn, Terry, Boone (13) If you're into national parks, then you're probably...
jennylynncotton
Jun 26, 202413 min read
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