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Family-Friendly Warm Christmas Getaway from Bermuda: Miami and the Florida Keys

Viewed by 77 travelers

Day 1: Arrival and Settling In

Miami, USA on December 23, 2025

10:00am

Flight from Bermuda to Miami

Take your direct flight from St. George’s Bermuda airport to Miami International Airport, approximately 2.5 hours. Begin your warm holiday adventure.
USD300 approx per person, 2h30m

1:00pm

Car rental pickup and accommodation check-in

Collect your rental vehicles – either one large SUV or two suitable cars for your group of 10-15 people. Check into a spacious vacation home or several connecting rooms in a beachfront hotel in Miami.
USD1200 approx for rental and accommodation, 1h

2:30pm

Relax at Miami Beach

Spend the afternoon unwinding on Miami Beach. The white sand and warm waters provide the perfect family-friendly start to your trip.
Free, 3h

6:00pm

Dinner at Big Pink

Enjoy a casual dinner at Big Pink, known for its extensive menu suited for both adults and children, open until 11pm.
USD25-40 per person, 1h30m
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Day 2: Miami Exploration

Miami, USA on December 24, 2025

8:30am

Breakfast at News Cafe

Start your day with a hearty breakfast at News Cafe on Ocean Drive, a family-friendly spot open from 7am, offering varied options including fresh juices and baked goods.
USD15-25 per person, 1h

10:00am

Visit Jungle Island

Explore Jungle Island, open 10am to 5pm, where both kids and adults can engage with exotic wildlife and interactive exhibits in a lush tropical setting.
USD50 adults, USD40 children, 3h

1:30pm

Lunch at Versailles Restaurant

Head over to Versailles Restaurant in Little Havana for authentic Cuban cuisine, open until 10pm. It’s perfect for an immersive cultural experience.
USD20-35 per person, 1h

3:30pm

Wynwood Walls Tour

Take a walking tour of the Wynwood Walls, an open-air gallery of vibrant street art. It’s free and great for photos with the older family members enjoying the art.
Free, 1h30m

6:00pm

Adult Evening at LIV Nightclub

For adults who want to experience Miami nightlife, LIV is a top option. Open from 10pm, consider babysitting arrangements as needed.
USD40+ entry, 3h

6:00pm

Dinner at Lincoln Eatery

Families can dine at Lincoln Eatery, a vibrant food hall with diverse cuisine options open until 10pm.
USD15-30 per person, 1h30m
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Day 3: Christmas Day Relaxation

Miami, USA on December 25, 2025

9:00am

Christmas Breakfast at Hotel or Rental

Enjoy a relaxed Christmas breakfast in your accommodation with supplies from local grocery stores for a festive family meal.
USD0-20 per person (ingredients), 2h

11:30am

Holiday Stroll at Fairchild Tropical Botanic Garden

Visit Fairchild Tropical Botanic Garden (open 9am-5pm) for a peaceful nature walk adorned with holiday decorations. Great for all ages.
USD25 adults, USD12 children, 2h

2:00pm

Lunch picnic at South Pointe Park

Pack a picnic or pick up food to enjoy in South Pointe Park, where kids can play and adults relax with views of the ocean.
USD20 per person (picnic food), 1h30m

4:00pm

Free time and pool swimming at accommodation

Spend the afternoon enjoying pool time or beach access at your lodging, perfect for family bonding on Christmas Day.
Free, Rest of afternoon

7:00pm

Christmas Dinner at Joe's Stone Crab

Reserve ahead at Joe's Stone Crab, open for dinner 5pm-10pm, a Miami institution offering fresh seafood in an elegant setting.
USD50-100 per person, 2h
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Day 4: Drive to Key Largo

Key Largo, USA on December 26, 2025

8:00am

Breakfast at The Front Porch Cafe

Enjoy a fulfilling breakfast at The Front Porch Cafe in Miami Beach before departing, known for classic American dishes and open from 7am.
USD15-25 per person, 1h

9:30am

Drive from Miami to Key Largo

Drive approximately 1.5 hours south along Florida’s scenic Overseas Highway to Key Largo, the first island in the Florida Keys.
Gas approx USD30, 1h30m

11:00am

Accommodation check-in and relax

Check in to a family-friendly villa or resort in Key Largo with ample room for your group and easy access to water activities.
USD1500 approx per night, 1h

12:30pm

Lunch at Sundowners

Eat at Sundowners, a waterfront restaurant with lovely views and a kids’ menu, open 12pm-9pm.
USD20-40 per person, 1h

2:00pm

Snorkelling or Glass Bottom Boat Tour

Engage the family with a snorkelling trip or glass-bottom boat tour of John Pennekamp Coral Reef State Park, open daily 8am-6pm.
USD40 adults, USD30 children, 2h

6:00pm

Dinner at Blackwater Siren

Dine at Blackwater Siren, a trendy restaurant featuring fresh seafood and creative dishes, perfect for adults and adventurous kids, open until 9pm.
USD40-60 per person, 1h30m
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Day 5: Key Largo Adventure

Key Largo, USA on December 27, 2025

8:30am

Breakfast at Mrs. Mac's Kitchen

Start with breakfast at Mrs. Mac's Kitchen, famed for hearty breakfasts and family atmosphere, open from 7am.
USD15-25 per person, 1h

10:00am

Visit Florida Keys Wild Bird Rehabilitation Center

See rescued local wildlife and learn about conservation efforts, a calming and educational experience for kids and adults alike. Open 10am-4pm.
Donation suggested, 1h30m

12:00pm

Lunch at Sharkey's Pub & Galley

Casual and kid-friendly dining with waterfront views, Sharkey’s offers burgers, seafood, and more, open 11:30am-9pm.
USD20-35 per person, 1h

2:00pm

Kayaking or Paddleboarding

Rent kayaks or paddleboards to explore calm mangroves and shallow waters around Key Largo, great for families. Rentals open from 9am until sunset.
USD30-50 per person, 2h

5:00pm

Early Dinner at The Key Largo Conch House

Relax at this highly rated local eatery serving Caribbean-inspired cuisine, excellent for families and adults, open until 9pm.
USD30-50 per person, 1h30m
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Day 6: Travel to Key West

Key West, USA on December 28, 2025

8:00am

Breakfast at The Hideout

Enjoy a relaxed breakfast at The Hideout, known for fresh coffee and breakfast items, open 7am-2pm.
USD15-25 per person, 1h

9:00am

Drive from Key Largo to Key West

Enjoy a scenic 2-hour drive down the Overseas Highway with plenty of photo stops on the way to Key West.
Gas approx USD30, 2h

11:30am

Accommodation check-in

Settle into spacious accommodation in Key West, ideally a large holiday home or suite complex suitable for your group.
USD2000 approx per night, 1h

12:30pm

Lunch at Blue Heaven

Dine in the lively Blue Heaven, open 9am-9pm, with delicious Caribbean-inspired dishes and outdoor seating loved by families.
USD25-45 per person, 1h30m

2:30pm

Visit the Key West Butterfly and Nature Conservatory

Open 9am-5pm, this magical venue allows all ages to walk among colourful butterflies and exotic birds.
USD15 adults, USD10 children, 1h

4:00pm

Explore Duval Street

Stroll down the famous Duval Street for shopping, street performances, and cafes, suitable for older kids and adults.
Free, 1h30m

6:30pm

Dinner at Saigon Noodle

Try creative Vietnamese cuisine in a casual setting, open until 9:30pm, great for a relaxed family meal.
USD20-40 per person, 1h
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Day 7: Key West Exploration

Key West, USA on December 29, 2025

8:30am

Breakfast at Sarabeth’s

Enjoy classic American breakfast fare at Sarabeth’s, open from 7am, focusing on fresh and quality ingredients.
USD20-30 per person, 1h

10:00am

Visit Ernest Hemingway Home and Museum

Explore this historic home and gardens, open 9am-5pm, learning about the famous author’s life and the famous six-toed cats.
USD17 adults, USD8 children, 1h30m

12:00pm

Lunch at Cuban Coffee Queen

Casual spot perfect for coffee, sandwiches, and light Cuban lunches, open 8am-4pm.
USD10-20 per person, 1h

1:00pm

Glass Bottom Boat Tour or Snorkelling

Spend the afternoon on a Glass Bottom Boat Tour or snorkelling trip exploring coral reefs, suitable for families. Tours run multiple times a day.
USD50+ per person, 2h

4:00pm

Relax at Fort Zachary Taylor Historic State Park Beach

One of the best beaches in Key West with picnic areas, open from 8am until sunset. Perfect for swimming and relaxing.
USD6 per vehicle entry, 2h

6:30pm

Dinner at Latitudes Restaurant

Take a ferry ride to Sunset Key for this premier dining experience, offering refined seafood and stunning sunset views. Reservations required.
USD75+ per person, 2h
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Day 8: Key West Adults & Kids Split

Key West, USA on December 30, 2025

8:30am

Breakfast at Blue Macaw Island Eats & Drinks

Enjoy a tropical breakfast spot perfect for families and adults, open from 8am.
USD15-25 per person, 1h

10:00am

Adults visit Key West Distilling (21+)

Adults can tour the distillery and enjoy tastings at Key West Distilling, open from 11am to 5pm.
USD20 tasting fee, 1h30m

10:00am

Kids visit Mel Fisher Maritime Museum

Children and family members can learn about shipwrecks and treasure hunting, open 9am-5pm.
USD13 adults, USD8 children, 1h

12:00pm

Lunch at Sandy’s Cafe

Relaxed outdoor café offering sandwiches and salads, open 8am-5pm.
USD15-25 per person, 1h

1:30pm

Adults relax at Smathers Beach or Spa time

Adults can enjoy quiet relaxation or spa facilities while kids have supervised pool or beach time.
Variable spa pricing, beach free, 3h

6:00pm

Family Dinner at El Siboney Cuban Restaurant

Enjoy authentic Cuban dishes in a casual, welcoming environment open until 9pm.
USD20-40 per person, 1h30m
Find Hotels in Key West

Day 9: New Year’s Eve Celebrations

Key West, USA on December 31, 2025

9:00am

Breakfast at Breakfast Club, Too

Popular local spot with generous portions and a family-friendly vibe, open from 7am.
USD15-25 per person, 1h

10:30am

Visit Shipwreck Museum

Interactive museum detailing Key West’s maritime history, suitable for all ages, open 9am-5pm.
USD15 adults, USD8 children, 1h

12:00pm

Lunch at Garbo’s Grill

Casual food truck serving delicious tacos and seafood, open 11am-4pm.
USD10-20 per person, 1h

1:30pm

Relax and prepare for evening

Return to the accommodation to rest and get ready for New Year’s festivities.
Free, 3h

7:00pm

New Year’s Eve Family Dinner and Celebrations

Book a family-friendly restaurant with special New Year’s Eve menus, such as A&B Lobster House, open late with celebrations and fireworks on Duval Street.
USD50-100 per person, 4h
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Day 10: New Year Recovery and Leisure

Key West, USA on January 1, 2026

10:00am

Brunch at Banana Cafe

Casual French bistro brunch, open from 8am, great for a recovery meal and relaxed start to the New Year.
USD25-40 per person, 2h

12:30pm

Visit Historic Seaport

Leisurely explore the Historic Seaport area with shops, galleries, and boat tours, open all day.
Free to browse, boat tours USD40+, 3h

4:00pm

Pool and beach relaxation at accommodation

Enjoy a quiet afternoon with swimming and beach access to unwind with the family.
Free, Rest of day

6:30pm

Dinner at Blue Macaw Island Eats & Drinks

Tropical dinner spot with family-friendly menus and casual atmosphere, open until 9pm.
USD20-40 per person, 1h30m
Find Hotels in Key West

Day 11: Return to Miami

Miami, USA on January 2, 2026

8:00am

Breakfast at Key West Coffee Co.

Grab coffee and light breakfast from this popular spot open 7am-3pm before departing for Miami.
USD10-20 per person, 1h

9:00am

Drive Key West to Miami

Scenic 3-hour drive back north to Miami for your final night before flying home.
Gas approx USD40, 3h

12:15pm

Check-in and Lunch at La Mar by Gastón Acurio

Upscale Peruvian restaurant in Miami serving seafood and ceviche, open for lunch from 12pm.
USD40-60 per person, 1h30m

2:00pm

Visit Miami Seaquarium

Family-friendly marine life park open 10am-5pm with fun shows and exhibits.
USD50 adults, USD40 children, 3h

6:30pm

Dinner at Yardbird Southern Table & Bar

Comfort food favourite focusing on southern hospitality and cuisine, open until 10pm.
USD25-50 per person, 1h30m
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Day 12: Departure Day

Miami, USA to Bermuda on January 3, 2026

7:00am

Early Breakfast at Hotel or Nearby Cafe

Grab a quick breakfast at your hotel or a nearby café before heading to the airport.
USD10-20 per person, 1h

8:30am

Drive to Miami International Airport

Return your rental car and check in for your flight back to St. George’s Bermuda airport.
USD0, 1h

10:30am

Flight Miami to Bermuda

Direct flight back to Bermuda, ending your warm family Christmas trip.
USD300 approx per person, 2h30m
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