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PlanPretty
Plan it. Save it. Go.Plan the trip you want –on the budget you have
See how much to save weekly, compare popular areas, review current flight and stay options, and get a personalized day-by-day itinerary—all in one plan made for you.
Made for Caribbean + U.S. travelers
Beach GetawaysCity BreaksIsland AdventuresWeekend Trips
What makes PlanPretty different
Smart savings plan
See how much to save weekly to hit your budget without the stress.
Choose your home base
Compare popular areas and pick the neighbourhood that fits your vibe.
Current stay options
Review available accommodation options before you decide where to stay.
Personalized around you
Your plan is built from your interests, dates, group and preferences.
Detailed from touchdown to takeoff ✈️
Your PlanPretty itinerary covers the little details too — airport arrival, transportation, travel times, reservations, costs, breaks, booking links and more.
Sample Itinerary Preview
5-Day Miami Plan 🌴Your itinerary is tailored to the destination, dates, interests, selected area and preferences you choose.
Miami ♡Your day-by-day itinerary
This is a sample. Your full itinerary will be more detailed and tailored to your trip preferences.
Day 1 Arrival & South Beach
Saturday, Mar 14Land at Miami Intl. Airport (MIA)
10:15 AMEst.Collect bags and head to exit
Transport cost:$35 – $50Est.
Get cash or a card with no foreign fees
Pick up rental car
11:30 AMEst.Miami Intl. Airport Rental Car Center
Time to spend:30 minEst.
Transport cost:$55 – $75 / dayEst.
Confirm the fuel policy before leaving the lot
Grocery stop (Publix)
12:30 PMEst.Snacks, drinks and breakfast items
Time to spend:30 minEst.
Expected spend:$35 – $55Est.
Check in + unpack
2:00 PMEst.The Pearl Brickell, Brickell Avenue
Dinner: Casabianca on the Bay
6:30 PMEst.Upscale Italian with bay views
Time to spend:1.5 – 2 hrsEst.
Expected spend:$80 – $120Est.
Reservation:Reservation recommendedEst.
Dress code:Resort chicEst.
Sunset walk at South Pointe Park
9:00 PMEst.Best views and photo spots
Time to spend:45 minEst.
Street parking fills up early
Check before you go: opening hours, admission.
Drinks: Rosa Sky Rooftop
10:30 PMEst.Trendy rooftop with skyline views
Time to spend:1 – 2 hrsEst.
Expected spend:$25 – $40Est.
Dress code:Stylish / night outEst.
Estimated spending — Day 1$195 – $285Est.
Sample photos are real photographs of Miami places, hosted by PlanPretty and used under Creative Commons licences (Wikimedia Commons). Never AI-generated.
Unlock to see the full detailed plan
for Day 2 and your complete itinerary!
Let's plan your getaway
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Departure date
Return date
What is your total trip spending target? (JMD)
This helps us prioritize suitable options. It is a planning target, not a guaranteed final trip price.
Current savings (JMD)
Can save per week (JMD)
Accommodation preference
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Nightlife
Bars / alcohol
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How important are photos and aesthetic places?
Would you like a dress-up dinner or photo night?
Water activities
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Visas you already have
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For PlanPretty trip planning, travelers age 13 and older are considered adults.
We keep every traveler's exact age so age-restricted activities are marked correctly — the youngest traveler never removes options for everyone else.
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What do you want from this trip?(choose up to 4)
Pick the few things that matter most — a focused plan beats a crowded one.
0 of 4 chosen
Anything we should plan around?(select all that apply)
Anything else to plan around? (optional)
Other interests (optional)(select all that apply)
Dealbreakers / restrictions (hard rules)(select all that apply)
Anything else we must respect? (optional)
Getting around
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Full Plan
Your complete personalized PlanPretty trip plan.
$9.99USD one-time
- Personalized day-by-day itinerary
- Current flight options
- Current accommodation options
- Budget & savings guidance
- Transportation planning
- Restaurants & activities
- Maps and booking links when available
- Downloadable itinerary
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