Key West Rebecca

Key West Rebecca Key West Rebecca is a travel agency and a local concierge service. You can plan your whole vacation all in one place!
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The Wind & Wine Sunset Cruise is one of the most elegant ways to end a day in Key West. Instead of a loud party boat, th...
06/23/2026

The Wind & Wine Sunset Cruise is one of the most elegant ways to end a day in Key West.

Instead of a loud party boat, this experience feels calm, intimate, and beautifully relaxed, with the charm of sailing aboard a historic schooner as the sun begins to melt into the horizon. As you glide across the water, you’ll enjoy a guided tasting of eight wines from around the world, paired with gourmet appetizers like meats, cheeses, crackers, fresh fruit, chocolate, and crisp crudités. Craft, imported, and domestic beers are also available, along with soft drinks and bottled water.

What makes this sail so special is the atmosphere. The group size is kept small, so there is room to move around, take in the views, and actually enjoy the quiet magic of the evening.

It is a perfect choice for couples looking for a romantic sunset experience, or friends who want something a little more refined than the typical Key West cruise. Wine in hand, sea breeze in your hair, sunset spilling gold across the water… this is Key West at its best.
https://keywestrebecca.com/wind-wine-sunset-sail/

Powerboat race week in Key West is pure adrenaline on the water, and The Perry Hotel & Marina has consistently been a gu...
06/22/2026

Powerboat race week in Key West is pure adrenaline on the water, and The Perry Hotel & Marina has consistently been a guest favorite for our race fans.

During the Key West Offshore World Championships in November, the island comes alive with roaring engines, race fans, waterfront parties, and that unmistakable Key West buzz. After a full day of cheering over the roar of the engines, The Perry gives you room to breathe.

Located on Stock Island, just a short ride from Old Town, The Perry has a relaxed marina front feel with beautiful waterfront views, spacious accommodations, on site dining, a resort style pool, marina access, and an easygoing atmosphere that feels a little more tucked away. You can enjoy the action of race week, then come back to the resort for cocktails by the water, dinner on property, and a calmer place to unwind. It is also a great choice if you love being around boats, sunsets, salty air, and that working waterfront Key West feel.

November is a busy time in Key West, and race week rooms can go quickly.

Want a quote for The Perry during the Powerboat Races?
Leave a comment with your check-in and check-out dates, and I’ll reply with the current price.

Experience Key West from a whole new point of view as you are lifted into the sky on an unforgettable parasailing advent...
06/21/2026

Experience Key West from a whole new point of view as you are lifted into the sky on an unforgettable parasailing adventure.

From the air, Key West unfolds beneath you in every direction, with sweeping views of the island, the colorful coastline, boats drifting across the horizon, and mangrove islands.

There is that first rush as you rise, followed by a peaceful glide where the world below seems to slow down. Keep your eyes on the water, because you may spot dolphins playing in the surf, rays moving beneath the surface, or other marine life cruising through the shallows. For an extra splash of fun, parasailers are gently lowered for a quick dip in the ocean before being smoothly lifted back into the sky.

This is designed to be both exciting and approachable, making it a great choice for first time parasailers. Our experienced crew, modern equipment, and smooth dry take offs and landings help make the entire experience feel safe, easy, and unforgettable. Tandem flights are available, so you can share the moment with someone special.

Whether you are chasing incredible views, looking for that perfect Key West photo, or simply ready to try something completely different, parasailing is a beautiful way to add a little sky high sparkle to your island vacation.
https://keywestrebecca.com/parasailing/

What it's like to go on the Ultimate Adventure H2.0 ........ You’ll head out aboard a spacious catamaran with covered se...
06/20/2026

What it's like to go on the Ultimate Adventure H2.0 ........

You’ll head out aboard a spacious catamaran with covered seating, open air views and plenty of room to settle in before the fun begins. Once you arrive at Barge Island, the day turns into a floating playground.

This adventure is perfect for guests who want to experience a little bit of everything without having to choose just one activity. You can soar above the water while parasailing, race across the waves on a double rider jet ski, bounce and laugh your way through a banana boat ride, and climb, slide, splash, and play on Key West’s largest ocean water park, featuring more than 3,500 square feet of connected inflatable water toys, including an Action Tower, water slide, and more.

The half-day option is ideal for guests who want a high energy Key West adventure without using the entire day. In about 3.5 hours, you’ll enjoy parasailing, jet skiing, banana boat tubing, the ocean water park, snacks, drinks, and a freshwater rinse off before heading back.

For guests who want the full “saltwater spectacular,” the full day option adds even more time on the water, including snorkeling at the reef, a light lunch, snacks, drinks, and extra time to relax on the beautiful ride to and from the snorkeling location. You’ll have time to stretch out on the open air sundeck, sit back under the covered seating area, and enjoy the views between activities.

This is an action packed day made for guests who want different options, excitement, and a big splash of Key West fun all in one unforgettable trip.
https://keywestrebecca.com/ultimate-adventure/

Looking for a fun family experience while on vacation in Key West? Take your kids fishing!There is nothing quite like wa...
06/19/2026

Looking for a fun family experience while on vacation in Key West? Take your kids fishing!

There is nothing quite like watching their faces light up when they reel in their very first catch. A family fishing trip in Key West is more than just time on the water. It is adventure, excitement, fresh ocean air, and memories your family will talk about long after vacation is over.

From beginners to future little anglers, fishing in Key West is a fantastic way to get the kids off their screens and into the action. Smiles, sunshine, and fish tales included.
https://keywestrebecca.com/fishing-charters-headquarters/

There is something special about seeing a Key West sunset from the water, especially when you are cruising aboard Hula H...
06/14/2026

There is something special about seeing a Key West sunset from the water, especially when you are cruising aboard Hula Hank’s Tiki Sunset Cruise, a 53 foot tiki boat made for laid back island evenings.

This 1 1/2 hour sunset cruise is all about relaxing, sipping, and soaking in those golden sunset views as the sky melts into shades of pink, orange, and island magic. You can enjoy hand crafted cocktails from the premium open bar and taking in the beauty of sunset from one of the best seats in Key West.

Whether you are celebrating, unwinding, or just looking for a fun and easy evening on the water, Hula Hank’s Tiki Sunset Cruise is a breezy little escape with big Key West energy.

Included:
🍹 Premium open bar with hand crafted cocktails
🌅 1 1/2 hour sunset cruise
🛥️ Cruise aboard the 53 foot tiki boat
🌴 Beautiful Florida sunset views from the water

Ready to toast the sunset, tiki style?
https://keywestrebecca.com/hula-hanks-tiki-sunset-cruise/

The Dry Tortugas is one of the most unforgettable day trips from Key West, and there is more than one way to get there!M...
06/10/2026

The Dry Tortugas is one of the most unforgettable day trips from Key West, and there is more than one way to get there!

Most people know about the ferry and the seaplane, but Key West Rebecca offers all options for visiting the Dry Tortugas, including several private boat charters for a more customized day on the water.

And here’s something many travelers do not know about: We also have a boat option that charges per person, so you can enjoy a Dry Tortugas boat trip without paying for an entire private charter. That can be a wonderful option for smaller groups, couples, or travelers who want something different from the ferry or seaplane.

Whether you want the classic ferry experience, the thrill of arriving by seaplane, a private charter, or a per person boat option, I can help you compare the choices and find the best fit for your day.

Explore the details here:
https://keywestrebecca.com/getting-to-the-dry-tortugas-from-key-west/

Questions? Call Key West Rebecca at 305 304 8910 and let’s plan your Dry Tortugas adventure!

Thinking about spending the Fourth of July in Key West? This island knows how to celebrate!Picture this: sunshine during...
06/08/2026

Thinking about spending the Fourth of July in Key West? This island knows how to celebrate!

Picture this: sunshine during the day, Duval Street buzzing with holiday energy, fresh seafood by the water, a sunset cruise as the sky turns gold, and fireworks sparkling over the ocean at night. It is festive, colorful, and completely Key West.

In my latest blog post, I’m sharing ideas for making the most of a Fourth of July getaway in Key West, including where to watch the fireworks, fun things to do during the day, the best types of places to stay, and why planning early can make all the difference during a busy holiday weekend.

Here’s the part you don’t want to miss: one of the best ways to watch the fireworks is not from land at all.

Read the full blog here:
https://keywestrebecca.com/celebrating-the-fourth-of-july-in-key-west/

If Key West is calling your name for the Fourth of July, now is the time to start planning. The best rooms, dinner reservations, and boat trips can go quickly.

Some Key West days are made for wandering Duval, and some are made for being out on the water with salt in your hair, su...
05/31/2026

Some Key West days are made for wandering Duval, and some are made for being out on the water with salt in your hair, sunshine and absolutely no interest in checking the time.

The Do It All Water Adventure is a full day watersports trip that gives you a little bit of everything: snorkeling, parasailing, jet skis, banana boat rides, kayaking, inflatable waterpark time, slides, floating toys, lunch, drinks, and that happy, sun soaked feeling that only happens after a day on the water.

This is a great choice for a friends trip or a family trip, especially when everyone wants to do something a little different. One person wants to snorkel, someone else wants the thrill of parasailing, another wants jet skis, and someone else may just want to relax, float, snack, and enjoy the view. Everyone has the chance to enjoy the activities. Lunch and drinks are included, and on the ride back in, you can kick back and enjoy the boat ride after a day full of “I can’t believe we did all of that in one trip” moments.

It’s one activity day that feels fun and easy without trying to book five separate activities.
https://keywestrebecca.com/do-it-all/

Address

Key West, FL

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

Telephone

+13053048910

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