Sample plan

Key West feels like the sweet spot for your wedding plans

30-80 guests$18K-$55K estimateWinter wedding

Why it fits you

You get that boho, romantic, tropical feel without the planning feeling too heavy, and guest logistics stay manageable. Legal ceremonies are available too, with November and December lining up best.

Budget snapshot

$18K-$55K estimate

Based on Key West average ($18K-$55K) for a 30-80 guest wedding

What drives this estimate
  • Guest count: a 30-80 guest party - more guests means more catering and room nights
  • Resort tier: mid properties; all-inclusive vs à la carte swings this the most
  • Season: peak months (November) cost more than shoulder season

Best timing

Best
NovemberDecemberJanuaryFebruaryMarchApril
Avoid
JuneJulyAugustSeptember

Key West has elevated tropical storm risk from August through October. Consider travel insurance and a shoulder-season date.

Weather: Open-Meteo Historical Weather API (2019-2023 averages). Updated 2026-04-15.

Your Winter window in Key West, month by month

December

72-75°F

4 rain days

no storm risk

January

69-73°F

4 rain days

no storm risk

February

72-75°F

2 rain days

no storm risk

See how every destination ranks in December

Your guests (Mixed US guests)

Flight time

~4.5h

Avg flight cost

~$350

Hotel/night

~$350

Guest burden

7/10

easy for guests

Visa

No visa required

Legal ceremony available

Key West follows Florida state marriage law: couples need a valid government-issued photo ID and Social Security number. No waiting period for non-Florida residents and no blood test required. Marriage license is valid for 60 days from issue date. Florida residents must wait 3 days after issue (waivable with a premarital course). License fee is approximately $86.

Marriage laws and document requirements change. Confirm with your planner or the country's consulate before you book.

Your planning timeline

  1. Step 1
    12 mo

    Lock your destination + book a planner

    • Confirm destination and rough date
    • Book a local wedding planner
    • Set the guest list and budget
  2. Step 2
    10 mo

    Save-the-dates + start your room block

    • Send save-the-dates (guests need lead time to book travel)
    • Start a hotel room block for group rates
  3. Step 3
    8 mo

    Legal paperwork

    • Research marriage requirements at your destination
    • Decide: legal ceremony abroad vs legal at home
  4. Step 4
    6 mo

    Book your core vendors

    • Photographer, florist, officiant
    • Tasting / menu planning
  5. Step 5
    4 mo

    Details + guest logistics

    • Invitations
    • Welcome bags, transfers, excursions
  6. Step 6
    2 mo

    Confirm everything

    • Final headcount to resort/vendors
    • Confirm legal documents and travel insurance
  7. Step 7
    1 mo

    Final month

    • Pack documents (apostilles/passports)
    • Reconfirm vendors and timeline

Where couples stay in Key West

A feel for the resort scene - nothing to book yet. Most couples pick their resort with their planner's help, about 10 months out.

The five-star shortlist

The flagship properties for a luxury Key West wedding. Each link goes to the resort's own wedding pages, not a booking site.

Sunset Key Cottages (photo via Google)

Sunset Key Cottages

Opal Collection
4.6933 reviews

via Google

Private island cottages accessible only by ferry, the most exclusive wedding venue in Key West with dramatic Gulf sunset views.

See weddings at the resort
Little Palm Island Resort & Spa (photo via Google)

Little Palm Island Resort & Spa

Independent
4.6446 reviews

via Google

Private island reached by boat; weddings for up to 60 guests or full-island buyouts.

See weddings at the resort

Group rates, comp nights + perks at these properties

Five-star resorts negotiate wedding room blocks privately; the real numbers never show up on booking sites. We pull rate and perk proposals for your date and guest count, free. Resorts pay us a commission; you and your guests never do.

Unlock rates with a free 15-min consult

See the full five-star venue guide for Key West

More couple favorites

The Reach Key West (photo via Google)

The Reach Key West

Boutique
3.91,189 reviews

via Google

Curio Collection resort directly on the beach with dedicated wedding coordinators and stunning sunset ceremony spots.

View resort
Casa Marina Key West, Curio Collection (photo via Google)

Casa Marina Key West, Curio Collection

Resort
3.74,523 reviews

via Google

The 1920 Flagler grande dame; oceanfront lawn and historic ballrooms on Key West's largest private beach.

View resort

Vetted vendors in Key West

Request an intro and they reach out to you - free, no obligation.

Caterer

Catered Affairs of Key West

Listed

Wedding catering in Key West. Custom menus featuring local cuisine and international options for destination celebrations.

Request intro

Officiant

Conch Concierge

Listed

Licensed wedding officiant in Key West. Symbolic and legal ceremonies performed in English and Spanish.

Request intro

Transportation

D.B. Taxi

Listed

Airport transfers and guest shuttle service in Key West. Private vans, group buses, and hotel-to-venue transportation for destination wedding parties.

Request intro

Caterer

Destination Catering & Events

Listed

Wedding catering in Key West. Custom menus featuring local cuisine and international options for destination celebrations.

Request intro

Wedding Planner

Destination Wedding Studio

Listed

Full-service destination wedding planning in Key West. Coordinating ceremonies, vendors, and logistics so couples can enjoy every moment.

Request intro

DJ / Entertainment

DJ Aaron Moore Key West Wedding/Event DJ

Listed

Wedding DJ and entertainment in Key West. Keeping the dance floor alive from ceremony through last dance.

Request intro

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This plan is for planning guidance only. It is not legal or financial advice. Vendor availability, pricing, and legal requirements vary and can change. Confirm all details directly with vendors and the relevant authorities.

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