Florida Travel

A Week in Florida

December 27, 2016

Clearwater Beach Florida Trip December

I hope everyone had a very Merry Christmas and happy holiday! I took a few days off for Christmas to recover from a cold but I’m back with a travel roundup today! Earlier this month my husband Andrew and I packed our suitcases for a mini getaway to Florida. We spent a week exploring Tampa, Clearwater Beach, St. Petersburg, Naples, the Everglades, and Key West and had a great time. For those who read my packing post, you know Miami was originally on the list but the week we arrived in Florida the weather was rainy, cloudy and unpredictable so made a few last minute changes and went to Key West to chase the sunshine.

For this trip I left all the planning to my husband since this was his pick for a vacation spot. This was my first time to Florida so for me everything was new. If you’ve read a few of my previous travel posts, you might remember that my husband literally plans things on the go. We stayed in a different city each night and booked hotels sometimes only an hour before we checked in. Since we were traveling before the busy season, everything worked out and we were able to find rooms easily at good rates. For those curious my husband used Hotels.com to book almost all of the hotels we stayed at and also checks TripAdvisor for reviews and ideas of things to do or see. It was definitely more of an adventurous kind of trip (versus relaxing) since we were on the move exploring and driving a lot each day, but we had a lot of fun. Even with last minute spontaneous changes we enjoyed our week playing tourist and were able to see quite a bit of Florida in a short period of time. I’ve added links for all the places we visited, stayed and ate in case you want to see more about each location.


Our trip was mainly focused on exploring the beach areas but we did drive around some pretty areas in Tampa.

What we saw: We made a stop at the Florida Aquarium in Downton Tampa which was on the small side but still a lot of fun. We spent quite a lot of time driving around the bay side of Tampa along Bayshore Boulevard. If you’re visiting the area I highly recommend you do so, you’ll see some of the prettiest views and neighborhoods in that area! My in-laws were with us for two days of the trip so we made a stop at one of the malls International Plaza and Bay Street to check out a few of the stores. I didn’t buy anything for myself but picked up the Kiehl’s Scented Hand Cream Trio (restocked online at Neimans) and Ultimate Strength Hand Salve for my mother and father-in-law as they asked for a recommendation on a good hand cream for cold dry climates. I’ll have to ask them to see if the creams worked for them!

Tampa Aquarium and Saint Petersburg Kiteboarding

Where we ate: When it comes to travel I love exploring new restaurants. We made a breakfast stop at The Oxford Exchange which is one of the most charming restaurants I’ve ever seen complete with a book store, gift shop and coffee shop. The interiors are to die for gorgeous and beautifully stocked with Cire Trudon candles, an Aesop store and lots of little gifts. Later in the day we picked a gastropub called Datz for our dinner spot. We’ve been trying to eat healthier for quite some time but the reviews we saw of this place made us change our minds for a splurge. I had the Carolina On My Mind sandwich and my husband had the Waffles N’Tweet. If you’re on a weight watchers plan or want something healthy this is not the place for you, but if you don’t mind indulging, I highly recommend it. There’s a Donut store next door called Dough, since we were already on a roll breaking our healthy habits we picked up a few and they were well worth the extra calories.

Oxford Exchange Tampa Restaurant and Aesop Store


Clearwater Beach and St. Petersburg:

We stayed in Clearwater Beach at the beginning of our trip and I fell head over heels with the gorgeous white sand beaches they have there. The beaches are pristine with the softest sand I’ve ever felt between my toes, making California sand almost seem like sharp rocks in comparison. We returned to this beach area on the last day or our trip to sun bathe and relax and would definitely go back.

Where we stayed: We booked a suite at the Hyatt Regency Clearwater Beach Resort. The rooms were clean and spacious and we picked a room with a partial gulf view. I found the rooms to be slightly dated, but everything was nice clean so I had no complaints and we had a lovely stay.

What we saw: In Saint Petersburg we drove around the beach areas, visited St. Pete Beach, and along one of the beach areas we saw kiteboarding and windsurfing near the Sunshine Skyway Bridge on one of the windy days. In Saint Petersburg we ate at a cute European-style restaurant called the Cassis American Brassiere.

Clearwater Beach Florida Hyatt

Clearwater Beach Florida Hyatt

Clearwater Beach Florida


After exploring St. Petersburg we drove 2 hours south to Naples which was absolutely charming!

What we saw and where we shopped: We stopped by the beach areas near the pier and walked around main street on Fifth Avenue South. Before we left for our trip we saw temperatures in the mid 80s so we packed tees and shorts for the entire week. When we arrived weather was more in the 60s so we had to make a few stops to pick up a few pieces of warmer clothing. We stopped by the Waterside Shops and the Saks Fifth Avenue there was one of the prettiest Saks stores I’ve ever seen! The staff was really friendly and the rep in men’s department recommended we stop by either Bar Tulia or Osteria Tulia for dinner and it was a cute restaurant spot. There is a more casual bar side and then a more traditional dinner side. They both looked similar and we went with the one that had tables available immediately which was the Osteria. The ambiance and food was phenomenal. It’s a cute rustic Italian restaurant with fresh quality ingredients – we both highly recommend it.

Where we stayed: My husband booked our hotel during dinner at the Inn on Fifth right in the heart of downtown Naples. By the time we booked it, there were only two rooms left so we booked one of the Club Level Suites which comes with concierge level amenities in a separate building. The service was excellent and concierge welcoming and friendly. This was one of the cutest boutique hotels I’ve ever stayed at and I did not want to leave.

Naples Florida

Naples Florida

Naples Florida

Key West:

The last couple of days on our trip we had a few options of what to see: Orlando, Miami or Key West. Based on the weather forecast we went for Florida Keys to avoid the rain and were glad we did. It took us around 7 hours to drive from the mainland through the Everglades and the Florida Keys to get to Key West and we can’t wait to go back. This was my first time to Florida so I had never seen the Everglades before. On the freeway there are areas and swamp banks where alligators hang out and of course crowds of people pull over to see them. My husband being one of them. I refused to get out for obvious reasons but there is a fenced off area called the Oasis Visitors Center where there are solid chain fences in between the parking lot and the water where the alligators are so I felt ok looking at them there. We saw a lot of people fishing alongside the roads which to me did not seem safe but as a non-local I can’t really say for sure.

Key West Bridges Water

The drive along all the keys takes quite a bit of time but the views are unlike anything else and the color of the water is almost unreal! By the time we arrived the sun had just started to set, we checked into the Hyatt Centric Key West Resort and Spa. The hotel is in a great location and has a nice laid back kind of vibe. There are turtles in a few of the areas which I thought was cute. Our stay was pleasant but I don’t know that I’d go back – our room had a very humid, slightly damp and dusty kind of feel to it. The humidity level was pretty and as one who always gets bitten by mosquitoes or (as they call them there no-see-ums) I was really worried I would be covered in bites. Luckily I did not get any bites although we did buy some bug spray at the CVS there to be safe.

What we saw: We spent a full day exploring Key West. Most of the areas we wanted to go to were within walking distance from our hotel. We took one of the hop on and hop off Old Town Trolley Tours to see all of Key West in a short period of time. Two places of note included the Ernest Hemingway Home and because my husband likes to watch documentaries we stopped by the Mel Fisher Maritime Museum.

Where we ate: The evening we arrived we decided to stop by Blue Heaven based on Yelp reviews. The food was excellent and the restaurant had a really fun and carefree vibe. One of the most interesting things to me was to see wild chickens and cats that roam the streets and outdoor areas. Even in restaurants we saw wild chickens and roosters walk by our table. We were tempted to go back again the next morning for brunch but decided to try something different and stopped by a cute cozy breakfast spot called Le Bistro on Duvall Street. Our last stop in the afternoon before we headed back to the mainland was Garbo’s Grill which made THE best tacos I’ve ever had. I would go back to Key West just for those tacos.

Key West

Key West Croissants de France Le Bistro

Key West Chickens

Blue Heaven during the day and at night:

Blue Heaven Key West

Hemingway House and Museum:

Key West Hemingway House Museum


Key West

What we missed: We would have loved to stay a couple more days to enjoy the water. We had hoped to rent some jet skis but missed the last cut off – note if you’re visiting they recommend you book and check in at least 30 minutes before their listed take off time.

Roundup of our eats:

Florida Eats

The last night we were in Florida we drove back to St. Pete Beach to stay at the Kimpton Hotel Zamora so we would be relatively close to the airport. We considered staying in Key West another night but since the drive back to Tampa would be 7+ hours we decided it would be cutting the time too close. The hotel was very modern and seemed freshly remodeled as they had to repair a lot from hurricane damage. We had a really lovely stay here and our room had a view of the beach although it’s not one of the beach front hotels. We would definitely stay again although next time we want to try one of the ones right along the water.

There were a lot of other things we wanted to see but we were really happy with how much ground we covered in a week’s time. My husband and I were a bit worried with all the driving we might get bored or possibly drive each other nuts being in such close proximity for 7 days straight but I’m happy to report that we had plenty to keep us entertained (even in the long car drives) and had a really great trip. The highlights of the trip for me included visiting Clearwater Beach and Key West.

I had a packing post planned for this trip and I’ve photographed everything we traveled with. I’m not sure that I will post it because we packed all the wrong things hoping for heat and sunshine but arrived to clouds, partial clouds and rain. Let me know if you still want to see it! To those who followed me on Instagram, thanks for following along on my trip and on Insta-stories! I’m recovering from my cold but beauty posts will resume in the new year starting with Chanel spring and later this week I’ll have the best of 2016 posts go live.

Have you been to Florida, in particular any of the spots we visited? What did you see or do? Any recommendations for what we should see next time? We have so much on our list that we didn’t get to but were beyond thrilled to have covered the ground we did this trip 🙂

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  • Lisa December 27, 2016 at 11:05 am

    I love both Clearwater and St Petes Beach…the white, flou soft sand is unparalleled! We’ll also be in Key West for just a day in Feb (cruises stop) and I will def. check out Garbo’a Grill for those tacos! Wishing you a very Happy New Year! Best Lisa

    • Sabrina December 27, 2016 at 5:29 pm

      Oooh, excited for your trip! A cruise stop to Key West sounds just perfect 🙂 Thank you for following along Lisa, happy New Year to you as well!

  • Marcia December 27, 2016 at 6:52 pm

    I love all the places you stopped …But I strongly recommend that you visit Sarasota (between Tampa and Naples). It is a lovely town, small but very cosmopolitan, filled with art galleries, nice shops, good restaurants, opera house, etc etc…It is the best kept secret of the west coast of Florida!

    • Sabrina December 28, 2016 at 9:54 pm

      Thanks Marcia – will add it to our list!

  • Ellese December 27, 2016 at 6:55 pm

    Such a great roundup! Thank you for sharing. I hope you feel better. XO, Ellese


    • Sabrina December 28, 2016 at 9:55 pm

      Thank you Ellese xoxo

  • JocelynG December 27, 2016 at 8:43 pm

    You were in my stomping grounds! I’m from Clearwater Beach and was home over the holiday visiting my family. Perhaps we crossed paths! It’s so funny, people always remark about the soft white sands of our beaches, but it’s the only sand I’ve ever really known. Glad you got to visit The Oxford Exchange. It’s such a lovely place.

    • Sabrina December 28, 2016 at 9:55 pm

      Maybe we did! Who knows? I’m completely obsessed with Clearwater Beach!

  • Kay Cake December 28, 2016 at 1:43 am

    Beautiful photographs ♥︎ I want to visit Florida some day.

    • Sabrina December 28, 2016 at 9:56 pm

      Thanks Kay, I hope you’re able to! There are so many fun things to do 🙂

  • Ana Samuel December 28, 2016 at 3:06 am

    Love all the places you mentioned! But I live in Portugal.
    You have to plan a trip here!
    Thank you for the detail from your trip. Hotels, restaurants, beaches, shops.
    Very usefull!

    • Sabrina December 28, 2016 at 9:56 pm

      Hi Ana, thanks for the kind comments, I hope to visit Portugal someday!

  • Eileen December 28, 2016 at 10:13 am

    What a wonderful travelogue! Your photography, Sabrina, is outstanding. Between your pictures and commentary, I feel like I’m right there with you 🙂 Florida has some really lovely beaches and the water is so much warmer than our icy cold Pacific. We have some breathtakingly beautiful beaches here in California, but, in general, they are much more rugged and the atmosphere is quite different. Although I’ve always lived along the California coast, I used to love vacationing in the Caribbean because it was a different experience. I’m so glad you share your travels with us.

    • Sabrina December 28, 2016 at 9:58 pm

      Thank you Eileen – so happy to read your comments. The Caribbean is on our bucket list!

  • Amy December 28, 2016 at 1:03 pm

    If you ever go back to Clearwater stay at the beach view and that’s right next to where you stayed the rooms are completely redecorated they have a really good brand new restaurant the pool and the outdoor area at night they have fire pits that are lit up it’s absolutely gorgeous and the most reasonable rates and the best view of the Gulf when you’re in Key West stay on Roosevelt Highway at the Radisson I’ve stayed there twice it’s absolutely amazing and beautiful the view is beautiful you have to really look around for some of these hotels are so much money you can stay for under $200 I hope that you go back if you ever want to contact me please do I do know the people at the Beachview Inn and the Radisson I can give you some information about that as well beautiful beautiful places both of them I go to Clearwater every other month my sister actually lives in Clearwater Beach

    • Sabrina December 28, 2016 at 9:59 pm

      Thanks Amy! I’ll add these to our list for our next visit 🙂

  • Gail December 29, 2016 at 2:30 pm

    Love Key West – have owned a timeshare at Coconut Beach Resort since they built it – we go every year – its on the quiet side of the Island – between Casa Marina and Louies Backyard – Glad you enjoyed your visit – I would go every weekend if I could – Between Key West and the West coast of FL – Anna Maria Island/Bradenton Beach and Sarasota – I am happy never leaving Florida. Beautiful pictures and your story I felt like I was there with you.

    • Sabrina December 31, 2016 at 12:44 pm

      Hi Gail, thanks for following along and so happy you felt like you were with me! There’s so much to explore in Florida!

  • Gail December 29, 2016 at 8:26 pm

    I am a beach girl living landlocked but every year we head to Florida. Last year it was Sanibel Island and Captiva, what a great place for shell hunting. St. Pete is my husband favorite beach, but I really like Ft. Lauderdale and you can’t beat Miami for the water. One day, I am going to be a Floridian.

    • Sabrina December 31, 2016 at 12:42 pm

      Sounds like a great tradition you have! I hope to go to Ft. Lauderdale and Miami in the near future!

  • Allison December 30, 2016 at 4:14 pm

    We went to the Tampa/Clearwater area this past May! I love the gulf side of Florida. My husband and I ended up renting an Air BnB in Madeira Beach. It’s a great little place. St. John’s Pass is great for dolphin watching (we even saw a manatee!) and there’s a nice gastro pub there too. I’d recommend the Dali Museum if you go again, it’s fabulous.

    • Sabrina December 31, 2016 at 12:37 pm

      Hi Alison – how fun! The weather must have been amazing in May. I’ll definitely add those places to the list. We went to the Manatee Exhibit and saw the heads of manatees but they were all far away and I couldn’t see them very well.

  • Deb January 2, 2017 at 10:03 pm

    Loved this post! I live just north of Tampa so I recognized the sites from Clearwater,Tampa, & Naples. I haven’t been to Key West in over 20 years, would love to go back! I noticed your pick of the paw prints :). Did you see any of the 6 toed cats? I do remember cats being everywhere down there!

    • Sabrina January 2, 2017 at 11:01 pm

      Hi Deb! I did not check the cats see if they had 6 toes but the tour guides did mention it! The paw prints at the Hemingway House was just so so cute!