Heading to Punta Cana in 2 weeks. Never been. Planning a trip of 5 days in London, 3 days in Amsterdam, 7 days in Barcelona this summer.
I don't know if I could rank a top 7 so I'll just add experiences and narrative:
So far:
Florence (my favorite)
Paris (loved)
Rome (liked, not as much as first two, but a must from a historical perspective. Probably won't go back though)
Venice (liked least of the trip)
Scotland - ultimate golf trip with my buddies. Old Course 2X, Carnoustie, Kingsbarnes, etc. That was a bucket list item.
Hawaii - been to Big Island 5X, my favorite. Kaui 2nd, Maui 3rd, and really would only go to Oahu again if going to the North side. Can't stand Honolulu
Cabo - multiple times. Love it down there and want to spend good chunks (months) of my time in retirement in Baja. Big goal this year is to get more fluent in Spanish
Zihuatenejo - liked, early Club Med trip with kids
St. Maarten for a week. Enjoyed - great beaches
Bahamas - Company trip to Sandals. Fun to party
Bermuda - Another company trip - enjoyed the British feel, different
7 day Southern Caribbean cruise - San Juan, St. Thomas, St. John, St. Lucia, Antigua, Barbados. Liked (especially St. John) but I'm not a big cruise fan (except want to do Alaskan cruise)
Vancouver - been to other cities in Canada, but I absolutely fell in love with Vancouver. Tremendous city.
New York - I think a well planned week there is one of the best vacations one can take anywhere in the world
San Francisco - great, great, city. Multiple times
New Orleans - probably my favorite city in the country - 15+ times by now. Las Vegas is a 45 minute flight from me, and I would go to New Orleans over Vegas every day of the week.
Chicago - fun place to visit in the right months
Washington D.C. - it's a must at least once
Southern Cal - I live here, but don't take Malibu, Santa Monica, San Diego, Santa Barbara, Palm Springs, etc for granted. Neither do the Europeans flocking to visit here.
Believe it or not - my favorite family vacation was to a dude ranch on the Wyoming/Colorado border. My kids LOVED it and still talk about it 15 years later.
Been to I think 48 states, and there are lots of beautiful areas worth experiencing. The U.P. in MI comes to mind. Gorgeous.
I really want to get to Australia/New Zealand some day. Lots of exotic beach locales I've never been to, including Turks and Caicos, Bora Bora, Fiji, etc. I have so much of Europe I've yet to see and want to now that I've got a taste. Want to do Amafli Coast in Italy. Ireland is way up there (St. Patrick's Day b-day after all). South America would probably come next in desires, and for some reason Asia I'm really OK waiting on and keeping it last. Will do an RV tour when retired and can really take my time to see more National Parks. Hoping to stay fit and be blessed with health to keep traveling and have experiences. Life is short.