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  • More
    • Home
    • On the Island
      • Best Dining in Key West
      • Key West Land Activities
      • Top Key West Bar & Lounge
      • Best Theaters in Key West
      • Top Key West Art & Museum
      • Best Beaches in Key West
      • Best Shopping in Key West
      • Key West Spa & Wellness
      • Best Tours in Key West
    • On the Water
      • Top Sunset Sails Key West
      • Key West Sailing Trips
      • Key West Leisure Charters
      • Key West Snorkeling
      • Key West Dolphins
      • Key West Fishing
      • Key West Jet Skis
      • Key West Scuba Diving
    • Golf Carts & Rentals
    • More
      • Key West Accommodations
      • Key West Transportation
      • Contact
  • Home
  • On the Island
    • Best Dining in Key West
    • Key West Land Activities
    • Top Key West Bar & Lounge
    • Best Theaters in Key West
    • Top Key West Art & Museum
    • Best Beaches in Key West
    • Best Shopping in Key West
    • Key West Spa & Wellness
    • Best Tours in Key West
  • On the Water
    • Top Sunset Sails Key West
    • Key West Sailing Trips
    • Key West Leisure Charters
    • Key West Snorkeling
    • Key West Dolphins
    • Key West Fishing
    • Key West Jet Skis
    • Key West Scuba Diving
  • Golf Carts & Rentals
  • More
    • Key West Accommodations
    • Key West Transportation
    • Contact

Concierge Services

Most travelers start planning Key West the same way — scrolling endlessly, comparing reviews, clicking through sponsored listings, and trying to figure out what’s actually worth booking.


And the frustrating part is that you can do all that research… and still arrive to find the boat feels tired, the experience is rushed, or the photos don’t match reality.

Luke’s List exists to fix that.


This site is a curated guide to Key West’s best — built for travelers who want quality, smooth planning, and experiences that feel authentic and memorable. I’ve spent years in high-standard hospitality and luxury service, and I built Luke’s List to highlight the operators, restaurants, and hidden gems that consistently deliver.


If you’re the kind of traveler who wants to do Key West right, you’re in the right place.

Meet Your Key West Concierge

Lucas here — at your service.
(Pictured here with my partner of many years, Robi.)


I first moved to Key West as a teenager and quickly fell in love with the island’s laid-back rhythm and unique charm. In my twenties, I relocated to Boston, where I developed the attention to detail and high standards that luxury hospitality demands.


In 2012, I returned to Key West and have been deeply involved in the island’s fine dining and hospitality world ever since. Today, I help travelers discover the restaurants, hidden gems, and unforgettable experiences that make Key West truly special — with guidance that feels professional, yet personal and friendly.

Not a Typical Concierge Desk


Many “free concierge” services are limited to quick suggestions, brochure-style recommendations, and one-size-fits-all advice.


Luke’s List is different.


This is a private planning service designed to help you choose experiences that actually match your travel style — with honest guidance, curated operators, and real itinerary flow that saves hours of research and prevents costly disappointment.

This isn’t brochure-based concierge help.


It’s personalized trip consulting with local insight and reliable results.

How It Works

Step 1 — Book Your Discovery Call ($70)

 Schedule a 30–60 minute call and complete a short pre-call questionnaire so I can understand your group, your travel style, and what kind of Key West experience you’re looking for.


Step 2 — Receive Your Personalized Trip Blueprint

   After our call, you’ll receive a professionally prepared Trip Blueprint delivered through your private client portal. This includes a tailored overview of your preferences and a recommended day-by-day trip flow designed to keep your visit smooth, well-paced, and stress-free.


Step 3 (Optional) — Upgrade to Signature Concierge Services 

 If you’d like a fully curated itinerary with specific operator recommendations, embedded booking links, and concierge support throughout your stay, you can continue into Signature Concierge Services.

   Signature Concierge Services are billed at $125 per day (3-day minimum).
  Trips of 6+ days are quoted individually.

Not Sure What You Need?

If you’re unsure whether a Discovery Call or full concierge planning makes sense for your trip, feel free to text or email me anytime — I’m happy to point you in the right direction.


Phone (305) 849-9615
Email luke@lukeslist.net


*If I am on the water or with a guest, I will respond a.s.a.p.!

Luke's List SErvices

Discovery Call

  • Pre-Call Questionnaire (Link Sent Upon Booking)
    After scheduling your Discovery Call, you’ll receive a confirmation email with a short questionnaire link. This helps me understand your trip style, priorities, and preferences ahead of time so our call is efficient and tailored.
     
  • 30–60 Minute Discovery Call
    A structured planning conversation to understand your goals, group dynamic, budget, and travel style.
     
  • Local Insight + Honest Guidance
    Clear recommendations on what’s truly worthwhile — and what’s not.
     
  • Trip Pacing + Priority Strategy
    Guidance on how to structure your trip so it feels smooth, exciting, and never rushed.
     
  • Luke’s List Client Portal Setup
    Your trip is added into your private client portal so planning stays organized, easy to reference, and simple to upgrade if you decide to move forward with Signature Concierge Services.
     
  • Personalized Trip Blueprint (Delivered in Your Client Portal)
    A professionally prepared planning document that summarizes your preferences and outlines a recommended day-by-day flow — designed to keep your itinerary realistic, well-paced, and organized by location.
     
  • Follow-Up Recap Email
    A clear written recap of what we discussed, including recommended next steps and planning direction.

Ready to plan Key West the Right Way?

 Book your Discovery Call to get expert guidance, honest local insight, and a clear planning direction tailored to your trip.
No guesswork. No tourist traps. Just a smooth plan built around your vibe. 

Book My Discovery Call

Signature Concierge Services

Signature Concierge Services are designed for guests who want more than a planning framework — they want the confidence of knowing their Key West trip is fully dialed in, with the right experiences selected, the timing perfected, and every detail organized clearly.


Once you receive your Trip Blueprint from the Discovery Call, you’ll already have a strong foundation and a clear day-by-day direction for your visit. For guests who want that blueprint fully built out into a complete itinerary — including specific operator selection, embedded booking access, and ongoing support throughout their stay — Signature Concierge Services is the next step.


This is where your Trip Blueprint becomes a fully curated, professionally organized itinerary built around your exact travel dates, preferences, and pace.


 Signature Services Includes:


  • Trip Blueprint Upgrade + Full Itinerary Buildout
    Your Trip Blueprint is expanded into a complete day-by-day itinerary with refined structure, timing, and flow.
     
  • Professionally Curated Day-by-Day Itinerary
    A detailed itinerary built around your exact travel dates, designed to feel smooth, exciting, and thoughtfully paced — never rushed or overbooked.
     
  • Specific Operator Selection + Experience Matching
    I help match your group with the best tours, charters, and experiences based on your vibe, priorities, and budget — using trusted operators with consistent guest feedback.
     
  • Draft + Review Collaboration Process
    You’ll receive an initial itinerary draft, then we refine it together until every day feels aligned and you’re genuinely excited about the plan.
     
  • Embedded Booking Links + Operator Contact Details
    When available, direct booking links and operator contact information are included directly in your itinerary so reserving experiences is simple and organized.
     
  • Booking Support With Full Budget Control
    I assist you in coordinating and securing your plans, while payments remain fully in your control for transparency and flexibility. This makes it easy to split costs within your group or have different guests handle different activities. If needed, I’m also happy to assist via conference call with operators to ensure bookings are handled smoothly.
     
  • Dining Strategy + Reservation Guidance
    Dining recommendations matched to your style, including reservation timing, cocktail spots, fine dining, and local favorites.
     
  • Timing + Logistics Planning
    Smart pacing so your trip flows naturally, with realistic travel time and downtime built in.
     
  • Rainy Day, Backup, and “In-Between” Options
    Flexible suggestions so you can pivot easily if weather shifts or plans change.
     
  • Map-Based Organization + Location Insight
    Recommendations grouped by area so your itinerary makes sense geographically and feels effortless once you’re on the island.
     
  • Ongoing Concierge Support During Your Stay
    Light support during your visit for quick questions, itinerary adjustments, dining changes, and last-minute recommendations.
     
  • Special Requests + Custom Arrangements
    Proposal planning, celebrations, surprises, and unique personal touches — with help coordinating details smoothly.

Ready to begin?

  Reserve your Discovery Call and let’s build the right plan for your Key West trip. 

Reserve my Discovery Call

What Happens Next?


Step 1 — Schedule your Discovery Call

Step 2 — Complete the quick questionnaire

Step 3 — Receive Your Personalized Trip Blueprint

Step 4 — Upgrade to Signature Concierge Services if desired

Still Have a Quick Question?

Text or email me anytime and I'll point you in the right direction.


Phone (305) 849-9615
Email luke@lukeslist.net

Frequently Asked Questions

Please reach us at luke@lukeslist.net if you cannot find an answer to your question.

Yes. The Discovery Call is the first step for all clients. It allows me to understand your group, your travel style, and your priorities so any recommendations or itinerary planning are actually tailored and worthwhile. 


Most calls are 30–60 minutes, depending on the complexity of your trip and how many questions you have. 


The Discovery Call is $70.


After the call, you’ll receive a Personalized Trip Blueprint delivered through your private Luke’s List client portal. This is a professionally prepared planning document outlining your trip style, priorities, and recommended day-by-day flow.


The Trip Blueprint is a structured and personalized planning document, but it is not a fully finalized itinerary with every operator selected and every booking locked in. Guests who want a fully detailed itinerary with embedded booking links and ongoing support can upgrade to Signature Concierge Services.


Most Trip Blueprints are delivered within 24–48 hours after your Discovery Call, depending on the season and volume of requests.


Signature Concierge Services are the next step after the Discovery Call and Trip Blueprint. This is where your trip is fully built out into a complete day-by-day itinerary with specific experience selection, booking support, and ongoing concierge support throughout your stay.


Signature Concierge Services are billed at $125 per day with a 3-day minimum. Trips of 6+ days are quoted individually.


I assist with the booking process and provide direct booking links and operator contacts whenever possible. However, payments are always completed directly by you so you maintain full control over your budget and can easily split costs within your group.


Yes. While many private charters in Key West are capped at 6 guests, there are excellent options for larger groups, including larger vessels, private schooners, and multi-boat planning. I’m experienced in coordinating group logistics, including transportation, dining reservations, and accommodations that work well for larger parties.


Yes. I’m a certified wedding planner and have worked closely with some of the best event and wedding professionals in Key West for years. Whether you’re planning a wedding, proposal, anniversary, or private celebration, I can help guide you toward the right venues, vendors, and experiences to make it smooth, memorable, and truly well done.


Yes. The Discovery Call and Trip Blueprint are a great option for short stays and weekend trips, especially for guests who want a clear plan without the stress of sorting through endless options.


Weather can shift quickly in Key West, especially with water-based activities. I always build your trip with flexibility in mind and can recommend backup options or alternate plans when needed.


Because planning and itinerary work is custom-built and time-intensive, Discovery Calls and Signature Concierge Services are non-refundable once completed. However, if your trip is postponed, you are welcome to reuse your itinerary for a future visit, and I’m happy to make reasonable updates or adjustments based on your new dates.


If you’ve already booked activities, I can also assist with cancellations and help ensure you receive confirmations and refund details directly from the operators. Cancellation policies vary by company, but many experiences offer a 24-hour cancellation window, and in the event of severe weather, most operators will offer a full refund or rescheduling options.


If your trip is delayed, I’m also happy to continue support for your next visit so your planning effort is never wasted.


Ready to Plan Key West With Confidence?

 Book your Discovery Call and let’s create a trip that feels smooth, exciting, and worth every dollar you spent getting here. You’ll receive a personalized Trip Blueprint shortly after our call, with a clear day-by-day flow tailored to your group.

Schedule a Discovery Call

 Questions first? Text me anytime at (305) 849-9615


 Some links on this site are affiliate links, which means we may receive a small commission at no extra cost to my guests. This is standard in the industry and never influences my recommendations — we only share experiences that we genuinely trust to deliver a premium experience. 


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