Higgs Beach Dog Park 

Higgs Beach Dog Park on Atlantic Blvd has 2 fully enclosed play areas with unlimited fresh water for pups. Across the street, you can take a wonderful leashed walk on Knight Pier (White St Pier) & Higgs Beach for a great oceanfront scenery.

Dog Beach 🐶

Dog Beach is next to Louie’s Backyard on Vernon Street. It’s the only dog-friendly public beach where dogs can swim & play. The area is small, but for “water dogs” it’s paradise. BYO fresh water for your pup.

Do I need advanced reservations? Absolutely. This is a very popular, small group excursion with very limited availability. We encourage you to book as far in advance as possible.

Can I go on the trip any day of the week? We currently fly Monday, Wednesday & Friday. Additionally, can request other days if you arrange a private Havana Day Trip. Just ask us about the private option.

Do I need a passport to go to Cuba? Yes, a passport is a requirement. You must provide a copy of your passport to us after making your reservation. You must bring the same passport with you on the trip. Copies of passports, passport cards, and Global Entry cards are not permitted. 

How long is the day trip to Havana? Check-in is at 7 am. You will arrive in Havana at approximately 8:50 am. You will return to Key West airport and through US Customs between 6pm-7pm. 

What’s included in the Havana Day Trip? An amazing day, full of rich culture & history. Airfare, Visa & all required documentation, all transportation, private guide in Cuba, entry to all museums & points of interest, all US & Cuban government taxes, lunch & drinks.

Are there any additional fees or costs beyond the $1195 trip cost? No, the Havana Day Trip is all-inclusive. There will be no added costs.

Is there any additional information or documentation we need to provide for our records, such as visas or other travel requirements? Please bring your physical passport with you on the trip. We take care of all the necessary paperwork.

Are non-US citizens allowed to go on the Havana Day Trip? Yes, Standard VISA holders are eligible for travel. ESTA VISA holders are not eligible for travel to Cuba from the USA, and would not be able to go on the Havana Day Trip.

How big is the airplane used for the Havana Day Trip? Havana Day Trips use a small, Key West based aircraft that carries less than 10 passengers. For our full flights, we use Our Aircraft: Britten-Norman BN2T Turbine Islander.

How many seats are there on the airplane? We have two aircraft, a 5 passenger & a 9 passenger plane. The size of the plane we use is determined by the amount of passengers on the trip.

Is there a passenger weight limit on the airplane? No, there is not a weight limit per se, but there is a size consideration. The aircraft are small, so if you require additional space, please purchase an additional seat. Additional seats would be sold at the full ticket purchase price.

What time is check-in for the Havana Day Trip? 7:00-7:15 am. Please do not be late. Late arrivals are subject to cancellation without a refund.

Where do we check in at the Key West airport? Signature Flight Support, private terminal building at the Key West Airport. 3471 S Roosevelt Blvd, Key West, FL 33040 Map & Directions

Where do we park at the Key West Airport? Driving Directions: Turn into the main entrance of Key West International Airport. At the first stop sign, stay on the ground level towards arrivals. Drive under two walkways.

Parking a car: follow the signs to Short Term Parking. From the parking lot, look for the old control tower. The private terminal building is located just to the right and past the old control tower. The Signature Flight Support logo will be found on the outside of the building.

Dropping off: as you drive under the second walkway, get in the right lane and drive straight past the regular baggage claim and stop at the old control tower. The Signature Flight Support private terminal building is located just to the right and past the old control tower. The Signature Flight Support logo will be found on the outside of the building.

What can we put into the Uber to make sure that we are dropped off at the right location at the airport, and where should we go once we arrive at the airport? Signature Air Support Key West, 3471 S Roosevelt Blvd, Key West, FL 33040. https://maps.app.goo.gl/QweweJNTWQTocrbAA. You will arrive at the Signature Air Support building. You will ascend an exterior, front staircase and then enter through the doors to the lobby. This is where you will check in.

Would it be possible to arrange transportation to the airport? We understand this might not be feasible, but we thought it wouldn’t hurt to ask, as it might be more reliable than Uber that early in the morning. We do not offer any ground transportation. From anywhere in Key West, the airport will be an approximate 15-minute ride. Uber does offer an option to arrange pick-ups in advance.

What’s the weather like in Havana? Very similar to Key West temperatures. In the city, it can feel hotter. The summer months are warm & humid.

What should I wear on the trip? Loose fitting, breathable fabrics, closed-toe shoes, hat, & sunscreen. A small umbrella can be helpful during the warmer months for shade.

We noticed in the FAQ that closed-toe shoes are recommended-are sandals ok, or should we stick with closed-toe footwear?
This recommendation is provided because Havana buildings, streets & sidewalks are often in disrepair, which leads to loose rubble on the sidewalks of the walking tour. The walking tour is about a mile, we want you to be as comfortable and safe as possible.

Will I need to exchange US dollars for the local currency while in Cuba? Right now, you can use US dollars.

Can I bring my cellphone to Havana? Yes, but cell service may be limited to none. Great for taking photos during your trip.

Can I bring snacks and drinks on the trip? You can bring prepackaged foods that are sealed. Please, no fruits, vegetables, or beverages. Water will be provided for you. You can purchase additional beverages throughout the day.

Can I bring back cigars & rum from Cuba? NO. US Customs does not allow the import of any tobacco or alcohol from Cuba. But you can enjoy them during your Day Trip to Havana.

What is the cancellation policy? Cancellations and rebookings incur a 15% cancellation/rebooking fee. Cancellations must be confirmed at least 7 days prior to departure to receive a partial refund. Cancellations confirmed less than 7 days prior to departure will not receive a refund.

NO-SHOWS WILL BE CHARGED THE FULL EXCURSION FARE. Please be on-time for your scheduled trip. Check in is required at 7:00 am. Late arrivals are subject to cancellation without refund.

Online bookings are charged a booking fee by Fareharbor Reservation System. When canceling an Online Booking, the booking fee portion is non-refundable.

Is there any reason this trip may be canceled? The Havana Day Trip requires a minimum of 4 paying passengers to embark, if the airline does not have the required minimum number of passengers, the flight will be canceled, and you will be given the option to reschedule your trip or receive a refund of the ticket price. You may reschedule your Havana Day Trip excursion for a future date within 12 months from your initial booking date. Cancellations due to weather or maintenance or other unforeseen circumstances are at the sole discretion of the pilot & airline for your safety. If the operator cancels the flight, you will be given the option to reschedule your trip or receive a refund of the ticket price. You may reschedule your Havana Day Trip excursion for a future date within 12 months from your initial booking date.

Can I bring my dog on the trip? No, unfortunately, we do not allow animals to travel on our trips to Cuba.

🧭 Frequently Asked Questions: What to Know Before You Go

Everything you need to plan, book, and enjoy your Key West vacation package

✈️ Do you book my flights, or do I?

You’ll handle your flights or drive in—we’ll handle everything once you arrive in Key West. From the moment you land, we’ll guide you with local tips, insider access, and personalized vacation planning.

🍴 Are food and drinks included in the package?

Meals and drinks aren’t included, but we’ll make it easy to dine like a local. We’ll recommend top-rated restaurants, local favorites, and even handle reservations for you.

💵 Are taxes and fees included in the package price?

Yes! All taxes and standard fees are included in your package. Optional add-ons and upgrades may have additional costs, and we’ll always make that clear upfront.

👨‍👩‍👧 Are vacation packages priced per person?

Some of our Vacation Specials feature pre-set pricing based on the number of guests—typically 1, 2, 3, or 4 people—so you can easily see the total cost at a glance. For larger groups or custom vacations, we’ll tailor your accommodations, transportation, and activities to fit your needs. Many properties allow additional guests at no extra cost, so just tell us what you’re looking for—we’ll build the perfect package around it.

🏖️ Can I stay longer than the standard 3-night vacation?

Absolutely. We offer 4- and 5-night specials, and we’re happy to extend or customize any package to match your ideal stay. Just ask—we’re flexible!

🌊 Can I upgrade to an ocean view room?

Absolutely! Our Vacation Specials include an easy upgrade option at checkout. If you’re booking a custom package, we’ll tailor everything to your preferences—including that dreamy ocean view. Just let us know, and we’ll make it happen with adjusted pricing.

🏡 Do you offer vacation rentals instead of hotels?

Yes—we have a wide selection of vacation rentals available. Just give us your budget and preferences, and we’ll find the perfect home base for your Key West adventure.

ℹ️ Vacation Package Cancellation Policy

Our vacation packages are subject to varying cancellation terms depending on your selected lodging provider. However, the following is our standard cancellation policy, which applies unless otherwise specified in writing at the time of booking:

• 24-Hour Grace Period: You may cancel your vacation package for a full refund within 24 hours of purchase.

• Cancellations 45+ Days Before Arrival: Cancellations made more than 45 days prior to your scheduled arrival are eligible for a refund, minus a 10% cancellation fee based on the total package price.

• Cancellations Within 45 Days of Arrival: No refunds will be issued for cancellations made within 45 days of your scheduled arrival date.

We strongly recommend purchasing travel insurance to protect your investment in the event of illness, weather disruptions, or other unforeseen circumstances.

Please Note: All add-on services—including but not limited to grocery provisioning, alcohol, flowers, and other personalized items—are non-refundable once purchased.

Do I need transportation while I’m in Key West?

Yes! It would be ideal to have transportation while you’re in Key West to make your experience more fun and enjoyable.

Is it better to have a bike, scooter or golf cart while on vacation in Key West?  The answer depends on where you’re staying. If you’re staying on Roosevelt Blvd or Atlantic Blvd, a golf cart would be the best option to get you into Old Town and all the fun areas around town. You will need to park a golf cart in a regular parking space like a car. There are also many parking lots throughout Old Town. If you’re staying in Old Town, a bike or scooter work really well. There are many bike racks and scooter designated parking spaces.

How far is the airport to Duval Street? The airport to mid-Duval Street is approximately 3.9 miles. This is about a 13-minute car ride.

Does Key West have Uber & Lyft? Yes, Key West has both Uber & Lyft.

How much does an Uber cost to go from the airport to Old Town, Key West? It cost approximately $22 depending on the exact location

Does Key West have a free shuttle bus? Yes, it’s called the Duval Loop. It only runs in Old Town. You can find the map here: Duval Loop Info & Map

Golf Cart, Bikes & Scooter Rentals

Golf Carts

Hands down, golf carts are the most fun & safest way to get around the island. They offer the best scope to explore the entire island. This is the perfect choice for families, seniors, or those not wanting to walk a lot. You can get to all the beaches, attractions, and events by golf cart. For those who have a hard time walking, or not great on a bike, this is your option.

How do I rent a golf cart? Follow the link here to reserve your 4, 6, or 8 seater golf cart. The free shuttle will pick you up anywhere on the island and take you to get your golf cart. The free shuttle will also give you a ride back after your rental time is over. Fast & Easy Golf Cart Rental Reservation Link

Bikes

If you ride bikes often at home or on vacation, you will find bikes a great, affordable choice to get around Old Town. I wouldn’t recommend them if you’re staying in New Town, due to the distance and traffic you will encounter. Bikes offer a lot of freedom from parking, and offer easy access to most attractions. You will want to ride defensively, as Old Town is a regular town with delivery trucks, and traffic.

How do I rent a bike? Follow this link to set up your bike reservation. Bikes will be delivered and picked up anywhere on the island free of charge. Fast & Easy Bike Rental Reservation Link

Scooters

Scooters are an affordable way to get around the island. They provide flexibility and easy parking. They’re great for single or double riders. You can get to all the beaches, attractions, and events on a scooter. You will want to drive defensively, as Old Town has a lot going on with pedestrians and traffic.

How do I rent a scooter? Follow the link here to reserve your 1 or 2 person scooter. The free shuttle will pick you up anywhere on the island and take you to get your scooter. The free shuttle will also give you a ride back after your rental time is over. Fast & Easy Scooter Rental Reservation Link

Why are golf cart rentals the best choice for transportation in Key West? Since Key West has a lot more to see than just Duval Street. Having a fun and safe way to get around to all the best spots will provide additional opportunities for fun. There are beaches & parks for swimming & snorkeling, restaurants & bars, museums and historic houses, and the popular Southernmost Point. Because some point of interest are close, but others are spread out on the island, walking around the island to see everything can be very challenging when it’s hot outside. So, if you want to see as much as you can without wearing yourself out, rent a golf cart.

Can golf carts really be fun and safe? Absolutely! When cruisin’ around with your family and friends to check out ALL the best spots, you’ll really enjoy having the shade from the canopy and feeling the salty breeze. Additionally, riding in a golf cart makes sightseeing much easier because you have more visual area than riding in a car. The best part is that golf carts are easy to drive, and are street legal with all the required safety additions. They’re safer for families who want to travel together than bikes, and the best way to get around for those who have mobility issues.

Where should I go on a golf cart? Some of my favorite spots to take a golf cart ride to are Ft Zachary Taylor State Park to enjoy the view of the historic Key West Harbor, Higgs Beach Park for snorkeling off the beach, and Salute on the Beach! for lunch and a glass of wine. I have a lot more special spots that I can share with you, depending on your interests.  😎

Can I get a Golf Cart rental at the Key West Airport? No, there are no golf cart rentals available at the airport. However, if you give us a call 305-290-2049 we have a service that will pick you up at the airport and bring you to the golf cart rental area.

Where can I rent a golf cart? Directly from me, a local in Key West. Let me set up the perfect rental for you and your group. My free concierge service is available to anyone and there are no hidden fees. Golf cart rentals are available in gas & electric versions, and can come with 4, 6 or 8 seats. Additionally, you can rent golf carts for 3, 5, 8 hours or daily and it will also include Free Delivery!

Call direct for best rates or more information, 305-290-2049.

Looking for more recommendations or help to plan your Key West vacation?
Use our FREE Key West Vacation Planner: https://zurl.co/Tcqv

To reserve your golf cart, click here: https://ourkeywest.com/things-to-do/key-west-golf-cart-rentals

Cayo Hueso is the original Spanish name for the island of Key West. Translated it means “bone cay”, cay referring to a small, low island or reef. It is said that the island was littered with the remains (bones) of prior native inhabitants, many Calusa Indians, who used the isle as a communal graveyard. When the English came to Cayo Hueso they mistook the name as Key West, and the island was henceforth known as Key West.

What’s the weather like in Key West? Beautiful! In Summer, the temperature is an average 89 degrees during the day to 80 at night. It can be humid with a slight breeze. The ocean temperature is an average of 85 degrees. These temperatures make for ideal water based activities where the water is crystal clear, warm and calm. In winter, the temperature is an average 75 degrees during the day to 68 at night. The ocean temperature is on average 74 degrees. These ideal temperatures attract many visitors in the winter months to enjoy a variety of activities on land and sea. 

We have been providing Free Concierge Services in Key West since 2007

Absolutely! Our Premium Concierge Call Center Service is complimentary and free of charge. We do charge for provisioning, deliveries, special events and Luxe Concierge Services.

No 🙂 We are a homegrown local, family owned business.

We have been providing Free Concierge Services in Key West since 2007