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7-Day Italy Party Itinerary — 3-Night Bachelorette in Tuscany (Rome + Chianti)

Day 1: Arrival & Stroll

Rome, Italy on June 1, 2026

10:00AM

Arrive & Check-in

Arrive at Rome Fiumicino (FCO) or Ciampino (CIA), transfer to central hotel/Airbnb and check in or drop bags — gives the group time to refresh before exploring.
EUR0 (transfer extra), 1h0m

12:00PM

Lunch at Pizzeria La Montecarlo

Classic Roman pizzas and lively atmosphere near Piazza Navona — a casual, group-friendly lunch spot (open midday–late).
EUR20, 1h15m

1:30PM

Campo de' Fiori Market & Piazza Navona

Stroll the open-air market (usually 07:00–14:00) and the nearby ornate Piazza Navona for people-watching and photos.
EUR0 (shopping extra), 1h30m

3:30PM

Gelato Break at Giolitti or Gelateria del Teatro

Grab artisanal gelato for a sweet pick-me-up; many gelaterias open 09:00–23:00. Great for wandering the narrow streets.
EUR4, 30m

5:00PM

Relax / Get Ready

Return to accommodation to freshen up; recommended rest before the first night out.
EUR0, 1h30m

7:30PM

Dinner at Roscioli (or similar)

Reserve ahead for this renowned Roman deli/restaurant offering refined pastas and antipasti — excellent wines and great for groups (open evenings).
EUR45, 2h0m

10:00PM

Rooftop Cocktails at Terrazza or Terraces near Pantheon

Enjoy rooftop views and cocktails (many rooftop bars open 17:00–01:00); a relaxed first-night celebration with panoramic Rome views.
EUR20, 2h0m
Find Hotels in Rome

Day 2: To Chianti

Chianti (near Florence), Tuscany, Italy on June 2, 2026

8:00AM

Breakfast & Pack

Hearty breakfast at the accommodation; pack essentials for the country (sunscreen, comfy shoes).
EUR0 (often included), 1h0m

9:30AM

Travel to Chianti (private van or train + transfer)

Private transfer (~2–2.5h) or train to Florence then short drive to a villa in Chianti — scenic countryside en route. Book private transfer for group convenience.
EUR60, 2h30m

12:15PM

Check-in & Welcome Aperitivo at the Villa

Settle into your rented villa/agriturismo and enjoy an aperitivo on the terrace — ideal to kick off the 3-night bachelorette in Tuscany.
EUR15, 45m

1:15PM

Lunch at Osteria Le Panzanelle (or on-site chef)

Typical Tuscan seasonal dishes with vegetarian choices; relaxed long-lunch vibe (restaurants open 12:00–14:30 and 19:00–22:30).
EUR30, 1h30m

3:00PM

Pool & Vineyard Walk

Light afternoon pool time and a guided 45–60 minute stroll through nearby vines for photos and bubbles — great bonding time for the bride tribe.
EUR10, 2h0m

6:30PM

Sunset Vineyard Photo Session

Short informal photoshoot among the vines at golden hour — hire a local photographer or use a tripod for keepsake shots.
EUR80 (photographer split), 45m

8:00PM

Welcome Dinner: Private Chef or Local Trattoria

A private Tuscan dinner at the villa or nearby trattoria showcasing regional specialties and local wines; book in advance (dinners typically 19:00–22:30).
EUR50, 2h30m

10:30PM

Games & Bubbles Night

Bachelorette games, playlists, and bubbles back at the villa — relaxed party atmosphere to start the celebration.
EUR15, 2h0m
Find Hotels in Chianti (near Florence)

Day 3: Cooking & Wine

Chianti, Tuscany, Italy on June 3, 2026

8:30AM

Morning Breakfast at Villa

Fresh pastries, cheeses, fruit and coffee on the terrace — fuel up for a hands-on day (breakfast typically served from 08:00).
EUR0 (often included), 1h0m

10:00AM

Hands-on Cooking Class at an Agriturismo

3–4 hour class making pasta, sauces, and desserts; you’ll sit down to eat what you prepare. Most classes run 10:00–14:00 and require advance booking.
EUR75, 4h0m

2:30PM

Late Lunch — Enjoy Your Creations

Relax after class with second helpings of dishes you prepared and local wines; leisurely pace to digest and socialize.
Included in cooking class (EUR0 extra), 1h30m

4:30PM

Winery Tour & Tasting at Antinori or Local Estate

Guided tour of cellars and barrel rooms followed by a tasting of Chianti Classico (typical tour windows 11:00–17:00; reserve in advance).
EUR40, 2h0m

7:30PM

Dinner at Osteria in Greve or Villa Terrace

Casual dinner focusing on regional mains and cheeses; perfect after a wine day (dinner service ~19:00–22:00).
EUR35, 2h0m

10:30PM

Optional Night Out in Greve or Villa Party

If energy allows, quick visit to a local bar for live music, otherwise continue dancing/celebrating privately at the villa.
EUR20, 2h0m
Find Hotels in Chianti

Day 4: Spa & Village Tour

Chianti / San Gimignano, Tuscany, Italy on June 4, 2026

8:30AM

Relaxed Breakfast

Leisurely morning with coffee and light fare; plan a gentle start after two lively days.
EUR0, 1h0m

10:00AM

Spa / Thermal Experience (Grotta Giusti or local spa)

Book morning treatments or thermal access (typical spa hours 09:00–19:00). A restorative spa morning is ideal before travel and the final bachelorette night.
EUR90, 3h0m

2:00PM

Visit San Gimignano & Gelato at Dondoli

Explore the medieval hill town and sample famous award-winning gelato; towers and shops typically open 10:00–18:00.
EUR10, 2h0m

4:30PM

Free Time / Packing

Return to the villa for downtime, pack and prepare for the evening farewell BBQ.
EUR0, 1h30m

7:30PM

Farewell BBQ Dinner at the Villa

Big group BBQ with local produce, vegetarian grill options, and a toast to the bride — perfect close to the 3-night bachelorette in Tuscany.
EUR45, 2h30m

10:30PM

Bonfire, Speeches & Late-night Drinks

Casual late-night gathering with music, games and memories around a bonfire or lounge area.
EUR10, 2h30m
Find Hotels in Chianti / San Gimignano

Day 5: Return to Rome

Travel day → Rome, Italy on June 5, 2026

8:30AM

Breakfast & Check-out

Final breakfast at the villa, quick clean-up and check out; confirm luggage transfer to vehicle or train.
EUR0, 1h0m

10:00AM

Travel to Rome (private transfer or train)

Private van ~2–2.5h or train via Florence — return to Rome central accommodation in early afternoon.
EUR60, 2h30m

1:00PM

Lunch in Trastevere — Da Enzo al 29

Authentic Roman dishes in a lively neighborhood; book ahead (lunch service ~12:00–14:30).
EUR30, 1h30m

3:00PM

Explore Trastevere & Villa Farnesina area

Wander charming lanes, pop into artisan shops and enjoy relaxed sightseeing in one of Rome’s most picturesque quarters.
EUR0, 2h0m

6:30PM

Aperitivo Hour at Bar San Calisto or rooftop

Pre-dinner drinks in Trastevere or a rooftop bar to recharge for the night ahead (aperitivo typically 18:00–20:00).
EUR12, 1h0m

8:00PM

Dinner at Il Margutta or Tonnarello

Either a creative vegetarian-forward restaurant (Il Margutta) or lively Roman trattoria (Tonnarello) — reserve ahead for groups.
EUR40, 2h0m

10:30PM

Night Out in Monti or Testaccio

Finish the evening in one of Rome’s nightlife districts (clubs and late bars typically open until 02:00–03:00).
EUR25, 3h0m
Find Hotels in Travel day → Rome

Day 6: Vatican & Historic Center

Rome, Italy on June 6, 2026

8:00AM

Early Breakfast

Quick breakfast to prepare for a museum-heavy morning; aim to arrive early at major attractions to avoid crowds.
EUR0, 0h45m

9:00AM

Vatican Museums, Sistine Chapel & St. Peter's

Pre-book timed-entry tickets (typical opening 09:00–18:00) to minimize lines; allow time to admire Raphael rooms and Michelangelo’s ceiling.
EUR25, 3h0m

12:30PM

Lunch near Vatican — Pizzeria L'Archetto orPastas

Casual lunch with Roman classics — convenient to the Vatican and quick service for groups.
EUR20, 1h15m

2:00PM

Spanish Steps, Via Condotti & Trevi Fountain

Stroll the elegant shopping streets, toss a coin at Trevi Fountain and take iconic photos (open public spaces).
EUR0 (shopping extra), 2h0m

4:30PM

Aperitivo at Bar del Fico or Piazza Navona

Classic Italian pre-dinner drinks and small plates — perfect mid-afternoon regroup before dinner.
EUR12, 1h0m

7:30PM

Dinner at Trattoria Vecchia Roma or Da Francesco

Traditional Roman cuisine in a convivial atmosphere — book early for larger groups (dinner ~19:00–22:30).
EUR40, 2h0m

10:30PM

Late Night: Cocktail Bar or Club

Head to a trendy cocktail bar or club in the Monti or Testaccio neighborhoods for one last big night.
EUR25, 3h0m
Find Hotels in Rome

Day 7: History & Farewell

Rome, Italy on June 7, 2026

8:30AM

Breakfast & Check-out

Pack, enjoy a final leisurely breakfast and check out of accommodation; store luggage if departure is later in the day.
EUR0, 1h0m

9:30AM

Colosseum & Roman Forum

Book early-entry guided tickets (Colosseum typically opens 08:30; Forums vary). Plan ~2–3 hours to see both properly.
EUR18, 2h30m

12:30PM

Lunch at Forno Campo de' Fiori or Pizzeria Ai Marmi

Quick, authentic Roman lunch options close to central sites; good for groups on a schedule.
EUR18, 1h0m

2:00PM

Last-minute Shopping / Sightseeing

Stroll to Campo de' Fiori or Via del Corso for souvenirs, or relax at a café and recap trip highlights.
EUR0 (shopping extra), 1h30m

5:00PM

Farewell Dinner at Tonnarello or La Carbonara (Trastevere)

Final celebratory meal with the full group — reserve a table for a festive ending with classic Roman dishes.
EUR45, 2h0m

8:30PM

Transfer to Airport / Departure

Collect luggage and head to FCO/CIA for flights home, or continue travels — allow at least 3 hours for international departures.
EUR0 (transfer extra), 1h0m
Find Hotels in Rome
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