Thirty days, two cruises, 2530 miles. Spent the whole month of November 2025 road-tripping around Southeast USA and cruising to Mexico and the Caribbean. Kicked off our trip celebrating Halloween with hubby’s cousin in Newnan (Georgia) before making our way to Tampa (Florida) for a Margaritaville cruise to Mexico and Western Caribbean. After a week on the sea, we continued our journey driving across Florida and spent the week visiting Ft. Lauderdale, Key West and Miami, before a Holland America cruise to Eastern Caribbean. Wrapped up our trip driving along the coast to visit Savannah (Georgia) and Charleston (South Carolina). Grateful for the opportunity to explore so many different places in one month and thankful for the beautiful weather throughout our trip.
1-Week Road Trip in Florida
9-10 Nov 2025: Ft. Lauderdale
11-12 Nov 2025: Key West
13 Nov 2025: Miami
14-15 Nov 2025: Ft. Lauderdale
9 Nov 2025 (Sun): Tampa - Ft. Lauderdale
After disembarking the ship and picking up our car, we started our journey at 9.30am driving across Florida from Tampa to Ft. Lauderdale, going through the Tamiami (Tampa-Miami) Trail. Quick photo stop at the Ochopee Post Office (smallest post office building in the US).
Made another stop at the Big Cypress Oasis Visitor Center where alligators were just hanging out along the boardwalk. I wanted to see alligators in Florida, and glad we found this place along the way to see it for free.
The drive from Tampa to Ft. Lauderdale took about 6 hours. It rained as we got close to Ft. Lauderdale but we were welcomed with a beautiful rainbow when we arrived around 3pm.
After a quick grocery stop, we finally made it to our accommodation in Ft. Lauderdale (Coconut Bay Resort) at 4pm. Thanks MIL for booking this place with her timeshare points. MiL flew into Ft. Lauderdale the day before and we would be spending the next few days exploring Florida together.
Our chillax vacation continues in Ft. Lauderdale with not much planned. Walked to the beach, played mahjong, made our own meals. It was surprisingly cold (for Florida) to get into the waters.
10 Nov 2025 (Mon): Ft. Lauderdale
Nothing planned for the day so we walked to the Hugh Tayor Birch state park across the street for a stroll and to see rich people's mansions and boats.
11 Nov 2025 (Tues): Ft. Lauderdale - Key West
After 2 nights in Ft. Lauderdale, we continued our Florida road trip further south to Key West.
Started our drive at 9.30am and drove along the Overseas Highway, a 113-mile scenic highway in Florida that carries U.S. Route 1 through the Florida Keys, connecting the mainland to Key West across 42 bridges and 44 islands.
Stopped at Sunset Grille and Bar for lunch...
...and to take photos of the Seven Mile Bridge, which is the longest in the Florida Keys.
After driving (incl lunch stop) for 7 hours, we finally made it to Key West at 4.30pm.
Our hotel for 2 nights in Key West was Fairfield Inn & Suites by Marriott, Key West.
Rested a lil' before taking the hotel free shuttle to town at 6.15pm.
Had dinner at El Meson De Pepe Cuban restaurant at Mallory Square.
12 Nov 2025 (Wed): Key West
Rented a bike for the day to explore Key West. We expected it to be chilly and windy but the weather turned out to be pretty pleasant.
Continuing with my cruise vacation mode, we didn't have much planned for Key West so we just rode our bikes around town. Went back to Mallory Square again for photos during the day.
Visited another state park...Fort Zachary Taylor State Park.
Packed some sandwiches for picnic lunch by the beach and rode by Ernest Hemingway's Home, one of the tourist attractions in Key West but we didn't go in.
The one landmark in Key West that I wanted to visit was the sign for the Southernmost Point of the Continental US. There was a line to take photo with this sign...lol! We've previously been to the southernmost point of all US states in Ka Lae on the Big Island of Hawaii as well.
Wrapped up our cycling tour of Key West at 2.45pm and headed back to the hotel to get some rest and lay out by the pool for some sun.
Took the hotel shuttle back to Mallory Square at 5pm to catch sunset.
So many ships and yachts sailing in that area. Also spotted the super expensive Ritz-Carlton cruise.
Dinner at an Asian noodle restaurant next to our hotel.
13 Nov 2025 (Thurs): Key West - Miami - Ft. Lauderdale
After 2 nights in Key West, it was time to head back to Ft. Lauderdale. Started our drive at 10.15am.
Since I've never been to Miami, we decided to detour to Miami for a quick stop.
Made it to Miami Beach at 3.30pm for a quick photo stop. Honestly, it was very underwhelming.
We opted to take the longer route via the A1A scenic drive from Miami to Ft. Lauderdale and boy it was disappointing. Was expecting to see the sea and beaches as we drove along the coast but all we saw were hotels blocking all the view from the road. Not only did we not see any "beautiful coastal route," we were stuck in slow traffic almost the entire way.
Only saw some mansions with yachts parked right outside of the houses and fancy vehicles.
After a frustratingly slow drive along A1A, we finally made it back to Ft. Lauderdale at 5.45pm.
Dinner with MiL before sending her off at the airport the next day while we continue our trip.
14 Nov 2025 (Fri): Ft. Lauderdale
We had one more night in Ft. Lauderdale before boarding our cruise so we spent a night at Holiday Inn Express & Suites, Ft. Lauderdale Airport/Cruise. Booked this stay with our IHG CC free night certificate and had to pay $10 for parking.
Side note: The front desk service at this hotel was disappointing. The guy was kinda rude when we asked nicely if we could check in early, then found out few days later that he wrongly charged the room rate for a night on our credit card when this stay was supposed to be free. Had to call the hotel to sort it out and thankfully the manager was able to help reverse the charges.

