48 Hours Away

🔥✨ 48 Hours Getaway: Providence, Rhode Island 🍝🥂🎨

Today’s NEW destination is Providence! This one is giving Italian food, riverfront views, art, brunch, rooftop cocktails, speakeasies and grown-folks nightlife. Providence is compact and walkable, so you can pack a LOT into a weekend without spending half your getaway driving.

🌆 FRIDAY — Check-In, RiverWalk & Little Italy

🏨 Where to Stay

✨ Boutique Luxury: The Beatrice — stylish, upscale and right downtown, making it an easy base for a couples or girls’ getaway.

🏛️ Historic Downtown: Renaissance Providence Downtown Hotel — directly across from the Rhode Island State House with easy access to downtown attractions.

💰 Good Value + Central: Hampton Inn & Suites Providence Downtown — walkable to restaurants, entertainment and downtown sights.

🌊 2:00 PM — Providence RiverWalk

Drop those bags and start along the Providence River.

🚶🏽‍♀️ Walk the waterfront
📸 Stop at the Pedestrian Bridge
🎨 Look for murals and public art
🍹 Grab your first vacation cocktail

The RiverWalk connects downtown with restaurants, shops, parks and historic sights.

⛵ 4:00 PM — Gondola Ride!

Yes…a Venetian-style gondola ride in Rhode Island. 😂❤️

During the warmer season, you can cruise the Providence River for roughly 40 minutes, and you’re even allowed to bring wine or prosecco. Advance reservations are strongly recommended.

🍝 7:00 PM — Federal Hill

Tonight we’re heading to Providence’s Little Italy: Federal Hill.

Walk Atwells Avenue and DePasquale Square before dinner.

🍝 Italian restaurants
🍷 Wine
🛍️ Specialty shops
🎶 Live entertainment
⛲ Italian-style piazza

Federal Hill remains one of Providence’s signature food neighborhoods, and warm summer Saturdays often bring expanded outdoor dining and entertainment.

🍸 10:00 PM — Friday Night Cocktails

Start at LOMA, a tiny cocktail bar tucked into Federal Hill that won the 2026 James Beard Award for Best New Bar.

Then head downtown to Red Door for cocktails, DJs, dancing or live music upstairs.

This is my kind of nightlife—we can look cute, get a GOOD cocktail and still hear ourselves talk. 😂🥂

☀️ SATURDAY — Brunch, Art, Shopping & WaterFire

🥞 9:30 AM — BRUNCH!

Start at Julian’s.

This longtime Providence favorite is known for creative brunch dishes, big portions and Bloody Marys.

Or go upscale and waterfront at Waterman Grille.

🎨 11:30 AM — RISD Museum + College Hill

Spend late morning exploring College Hill and the RISD Museum.

Then stroll around the historic streets near Brown University.

🎨 Art
🏛️ Architecture
📸 Historic streets
☕ Coffee stop

Bonus: RISD Museum admission is currently free on Sundays and Thursday evenings, so Sunday travelers can move this activity to the final morning and save a little money.

🛍️ 2:00 PM — Downtown Providence

Spend the afternoon exploring.

🛍️ Shopping
🎨 Public art
☕ Coffee
📸 Pictures
🌳 Waterplace Park

Or rent a kayak and see Providence from the river during warmer months.

🍸 5:00 PM — Cocktail Hour

Try Marcelino’s Boutique Bar for an intimate speakeasy-style cocktail experience.

Or head to Rooftop at the Providence G for skyline views.

💄 6:30 PM — Hotel Reset

Shower ✔️
Little nap ✔️
Cute outfit ✔️
Saturday-night face activated ✔️😂

🔥 7:30 PM — WATERFIRE NIGHT!

If you’re choosing a fall weekend specifically for this trip, aim for September 26 or October 17, 2026, the remaining scheduled full WaterFire lightings this year.

WaterFire Providence transforms downtown with fires burning along the rivers, music, performers and boats moving through the illuminated water.

🔥 Bonfires
🎶 Music
🌊 Riverfront
🛶 Boats
📸 AMAZING nighttime pictures

WaterFire typically runs from around sunset into the night and is FREE to attend.

Now THIS is why we’re coming to Providence. 😍🔥

🍽️ 9:00 PM — Late Dinner

Grab dinner downtown or head back toward Federal Hill.

Make Saturday your dress-up dinner:

👗 Cute outfit
🥩 Steak or Italian
🍷 Wine
🍰 Dessert

💃🏽 11:00 PM — Saturday Night OUT

Finish at Needle and Thread, an underground speakeasy-style lounge with cocktails, food and DJ-driven late nights.

Or try Courtland Club for a smaller, intimate cocktail-and-music experience.

We’re only here 48 hours. Sunday morning can deal with Saturday night’s decisions. 😂💃🏽

🌤️ SUNDAY — One Last Brunch

Before checkout, grab pastries and brunch at Ellie’s, a Parisian-inspired downtown café and bakery. 🥐☕🥂

Or try Little Sister for Puerto Rican-inspired brunch, pastries and specialty coffee.

Then take one last RiverWalk stroll before heading home.

💰 Weekend Budget Estimate

🏨 Hotel: $175–$450+ per night
🍽️ Food & cocktails: $125–$250 per day
🎨 Museums/attractions: $20–$75+
⛵ Gondola/river activities: $50–$125+
🚕 Transportation: $40–$100

✨ Estimated weekend: roughly $650–$1,500+ per person, excluding airfare, depending on your hotel and activities.

✈️ Travel Tips

👟 Bring comfortable shoes. Downtown, RiverWalk, College Hill and Federal Hill are very walkable.

🔥 Plan around WaterFire if that’s your must-do experience. As of September 12, the remaining announced 2026 full lightings are September 26 and October 17.

🍝 Don’t skip Federal Hill. Come hungry and save room for Italian dessert.

⛵ Reserve gondola rides ahead—tourism officials specifically recommend advance reservations.

🚗 If you stay downtown, you may be able to park the car and walk or rideshare for most of the weekend.

📸 Best pictures: Providence Pedestrian Bridge, Waterplace Park, College Hill, DePasquale Square and WaterFire after dark.

🔥✨ Weekend Vibe

Brunch 🥂 + Little Italy 🍝 + art 🎨 + gondola rides ⛵ + river views 🌊 + WaterFire 🔥 + craft cocktails 🍸 + nightlife 💃🏽 = Providence is an underrated 48 Hours Getaway!

🍁✨ 48 Hours Getaway: Burlington, Vermont 🌊🥂⛰️

Today’s NEW destination is Burlington! This one is PERFECT heading into fall. 😍 Think Lake Champlain sunsets 🌅, mountain views ⛰️, maple everything 🍁, brunch 🥞, cute boutiques 🛍️, cocktails 🍸 and live music 🎶. Burlington gives you a relaxing New England getaway without needing a full week.

🌆 FRIDAY — Check-In, Church Street & Lake Champlain

🏨 Where to Stay

✨ My Pick: Hotel Vermont — locally inspired boutique hotel downtown, within an easy walk of both Lake Champlain and Church Street.

🌊 New + Upscale: The Harborvale, Autograph Collection — downtown with a lake-inspired feel and easy access to the waterfront.

❤️ Romantic Boutique: Blind Tiger Burlington — an 1881 mansion turned stylish guesthouse, great for couples wanting something different.

🛍️ 2:00 PM — Church Street Marketplace

Drop those bags and head to the pedestrian-friendly Church Street Marketplace.

🛍️ Local boutiques
☕ Coffee shops
🎨 Galleries
🍁 Vermont gifts
🍦 Ben & Jerry’s
📸 Cute downtown pictures

Church Street is Burlington’s downtown hub for local shopping, restaurants and street life.

🚲 4:00 PM — Burlington Waterfront

Walk down toward Lake Champlain.

Rent bikes and ride part of the Burlington Bike Path, which follows the shoreline and connects downtown with beaches and parks.

Or skip the bike and just WALK because vacation does not require us to become athletes. 😂

⛵ 6:00 PM — SUNSET CRUISE!

Book an evening cruise on Lake Champlain.

🌅 Sunset
⛰️ Adirondack views
🥂 Drinks
🌊 Lake breeze
📸 Beautiful pictures

Sunset cruises operate on Lake Champlain, and Burlington tourism specifically highlights them as one of the signature ways to experience the lake.

Lake + mountains + sunset + cocktail = vacation officially activated. 😂🥂

🍽️ 8:30 PM — Dinner

Try one of the restaurants around Church Street. Burlington’s food scene leans heavily into locally sourced ingredients, so this is a great night for farm-to-table dining.

🎷 10:30 PM — Friday Night OUT

Start at The 126, a 1920s-inspired cocktail-and-jazz lounge.

Want something more playful? Head to The Archives for cocktails, vintage arcade games and pinball.

🍸 Cocktails
🎷 Jazz
🎮 Games
🎶 Live music

Grown-folks fun without having to yell over somebody all night. 😂

☀️ SATURDAY — Brunch, Lake Life & Vermont Exploring

🥞 9:00 AM — BRUNCH!

Start at The Grey Jay for an Eastern Mediterranean-inspired brunch.

Or go waterfront at Deep City Brunch & Events.

🥞 French toast
🍳 Brunch plates
☕ Coffee
🥂 Cocktails

🚲 11:00 AM — Island Line Trail

Rent bikes and explore more of Burlington’s waterfront trail.

The Island Line route includes a spectacular causeway stretching into Lake Champlain, and the seasonal Bike Ferry can connect riders toward the Champlain Islands.

🌊 Water on both sides
🚲 Easygoing ride
⛰️ Mountain views
📸 LOTS of pictures

🎨 1:30 PM — South End Arts District

Head toward Burlington’s South End.

🎨 Galleries
🛍️ Independent shops
🍺 Breweries
🔥 Glass-blowing experiences
📸 Local art

The former industrial area has transformed into a neighborhood filled with galleries, breweries and creative businesses.

🍁 3:30 PM — Pick Your Vermont Adventure

Option 1: Visit the 45-acre Shelburne Museum, with Americana, art, historic buildings and even a full-size steamship.

Option 2: Kayak or paddleboard Lake Champlain. 🌊

Option 3: Shop more on Church Street. 🛍️

Option 4: Go back to the hotel and take a nap. 😴

And after biking all morning, Option 4 is looking VERY Vermont to me. 😂😂

💄 6:30 PM — Hotel Reset

Shower ✔️
Little nap ✔️
Cute outfit ✔️
Saturday-night face activated ✔️😂

🍽️ 8:00 PM — Dress-Up Dinner

Make Saturday your nicer dinner.

🍽️ Farm-to-table dishes
🧀 Vermont cheese
🥩 Steak
🍷 Wine
🍰 Dessert

And somewhere during this weekend you HAVE to try real Vermont maple syrup.

We’re not coming to Vermont and asking for the little plastic pancake syrup packets. 😂🍁

💃🏽 10:30 PM — Saturday Night OUT

Start with creative cocktails at Devil Takes A Holiday.

Then head to Light Club Lamp Shop for its quirky vintage-lamp atmosphere, cocktails and music.

If you actually want to DANCE, Red Square on Church Street offers DJs, dancing and live music.

Burlington supports an impressive live-music scene for a city its size, with performances happening around downtown and neighboring Winooski most nights.

🌤️ SUNDAY — One Last Brunch

Before checkout, head to The Skinny Pancake Burlington right near the waterfront for sweet or savory crepes and brunch cocktails.

Then grab a maple creemee 🍦🍁 and take one final walk along Lake Champlain before heading home. Burlington tourism specifically recommends the local maple soft-serve experience.

💰 Weekend Budget Estimate

🏨 Hotel: $175–$450+ per night
🍽️ Food & cocktails: $100–$225 per day
⛵ Lake activities: $40–$100+
🚲 Bike rental/activities: $25–$75+
🚕 Transportation: $40–$125

✨ Estimated weekend: roughly $650–$1,500+ per person, excluding airfare, depending on your hotel and activities.

✈️ Travel Tips

🍁 Fall is beautiful here. If foliage is the goal, check current color reports close to your trip because peak timing changes year to year.

🧥 Bring layers. Temperatures around Lake Champlain can cool down quickly after sunset.

👟 Pack comfortable shoes. Downtown Burlington, Church Street and the waterfront are very walkable.

🚲 You don’t necessarily need a car if you’re staying downtown, but renting one gives you more freedom to explore Shelburne and surrounding Vermont towns.

⛵ For warm-weather trips, reserve cruises and bike-ferry plans ahead and verify seasonal operating dates.

🍦 Try a maple creemee. This is non-negotiable. 😂

📸 Best pictures: Lake Champlain sunset, Island Line Trail, Church Street, Burlington Waterfront and the Adirondack Mountains across the lake.

🍁✨ Weekend Vibe

Brunch 🥂 + Lake Champlain 🌊 + mountains ⛰️ + maple treats 🍁 + biking 🚲 + boutiques 🛍️ + cocktails 🍸 + live music 🎶 = Burlington is one BEAUTIFUL 48 Hours Getaway!

🎨🚲✨ 48 Hours Getaway: Bentonville, Arkansas 🥂🌲

Today’s getaway is Bentonville — an artsy little Ozarks surprise with world-class art, brunch, bike trails, speakeasies, great food and live music. It works especially well for a couples weekend, girls’ trip or a getaway where you want something different from the usual beach city. ❤️

🌆 FRIDAY — Check-In, Downtown & Speakeasies

✈️ Fly into Northwest Arkansas National Airport and head to Bentonville.

🏨 Where to Stay

🎨 21c Museum Hotel Bentonville — probably my pick for this trip. It’s right by the downtown square and doubles as a contemporary art museum.

✨ The Compton Bentonville — a newer boutique option right on the square, making restaurants and nightlife easy to reach on foot.

💰 DoubleTree Suites by Hilton Hotel Bentonville — a comfortable option if you want more space.

🛍️ 2:00 PM — Downtown Bentonville

Drop those bags and explore the square.

🛍️ Browse boutiques
🎨 Hunt for public art
☕ Grab coffee
📸 Take pictures
🍦 Find something sweet

Bentonville’s downtown is especially easy to explore on foot or bike, with trails connecting many of its major attractions.

🎨 4:00 PM — Crystal Bridges

Head to Crystal Bridges Museum of American Art.

And here’s the good part: general admission to the permanent collection is FREE. 🙌🏽

The museum completed a major expansion in June 2026 that doubled its gallery space, and the surrounding grounds have miles of art-filled trails.

🍽️ 7:30 PM — Friday Dinner

Make reservations at Conifer for a farm-to-table dinner downtown.

Cute outfit ✔️
Cocktail ✔️
Good food ✔️
We are officially on vacation. 😂🥂

🍸 10:00 PM — Speakeasy Night!

Now THIS is where Bentonville gets fun.

Start underground at Undercroft, a speakeasy-style cocktail lounge beneath a historic church building.

Then try Lady Slipper, another hidden-feeling cocktail lounge near the square.

Still outside? 😂 Head to Callisto Cocktail Bar, a tropical hidden-bar experience accessed through an art-gallery setting.

☀️ SATURDAY — Brunch, Bikes & Contemporary Art

🥞 9:00 AM — BRUNCH!

Start at The Buttered Biscuit. 🍳🥂

Think Southern-style breakfast, scratch-made biscuits and comfort food.

🚲 11:00 AM — Bike Bentonville

Rent a regular bike or e-bike and explore the trail system.

Bentonville’s network connects downtown with the Razorback Greenway, Crystal Bridges and the 300-acre Coler Mountain Bike Preserve. Coler alone has more than 17 miles of mountain-bike trails.

Not a mountain-bike woman? 😂 Don’t worry.

Stick to the paved Greenway and enjoy a relaxing ride instead.

🌲 1:00 PM — Coler Mountain Bike Preserve

Stop at Coler for a little nature.

🥾 Walk
🚲 Bike
🌲 Relax
📸 Take pictures

There’s even a coffee shop tucked into the preserve that you reach by trail.

🎨 3:00 PM — The Momentary

Visit The Momentary.

This former cheese factory has been transformed into a contemporary art and performance space with exhibitions, food, music and events—and general gallery admission is free.

💄 6:00 PM — Hotel Reset

Shower ✔️
Little nap ✔️
New outfit ✔️
Saturday-night energy ✔️😂

🍽️ 8:00 PM — Dinner

Try Blu Fish House for seafood and sushi, or go casual with smoked brisket and ribs at Wright’s Barbecue Bentonville Square.

🎶 10:00 PM — Saturday Night OUT

Check the concert schedule at The Momentary. Bentonville’s current live-music scene includes everything from indie and electronic music to jazz, with additional live performances happening at bars and breweries around downtown.

No concert?

Start with cocktails at Hardwater Cocktail Room and continue around downtown.

Bentonville said art museum during the day and cocktails at night. We can work with that. 😂💃🏽

🌤️ SUNDAY — One Last Brunch

Before checkout, head to Table Mesa Bistro for Sunday brunch. 🥞🍳🥂

If you have extra time, walk around the square one last time or visit the Walmart Museum before heading toward the airport.

💰 Weekend Budget Estimate

🏨 Hotel: $150–$400+ per night
🍽️ Food & cocktails: $125–$225 per day
🎨 Many art attractions: FREE
🚲 Bike rental: $30–$100+
🚕 Transportation: $50–$125

✨ Estimated weekend: roughly $600–$1,400+ per person, excluding airfare, depending on accommodations, dining and activities.

✈️ Travel Tips

👟 Bring comfortable shoes because this trip mixes walking, museums and trails.

🚲 You do not have to be an experienced cyclist to enjoy Bentonville. The city has paved paths as well as serious mountain-bike trails.

🎨 Take advantage of the free museums. Crystal Bridges, The Momentary and several smaller Bentonville museums offer free admission.

🎶 Check The Momentary’s concert schedule before choosing your weekend because popular performances can sell out.

🚗 A rental car is useful for exploring Northwest Arkansas, but staying near downtown lets you walk or bike to quite a bit.

📸 Best pictures: Crystal Bridges, Bentonville Square, public-art murals, Coler trails and The Momentary.

🎨✨ Weekend Vibe

Brunch 🥂 + FREE world-class art 🎨 + biking 🚲 + Ozark scenery 🌲 + speakeasies 🍸 + great food 🍽️ + live music 🎶 = Bentonville is one of those 48 Hours Getaways you probably didn’t know you needed! 😂❤️

🏔️✨ 48 Hours Getaway: Boise, Idaho 🌊🥂🚲

Today we’re heading somewhere NEW — Boise! Boise is one of those destinations that might surprise you: mountain views, river adventures, brunch, Basque culture, rooftop cocktails, murals and a walkable downtown nightlife scene. Downtown alone has more than 100 restaurants and bars, so it’s perfect for a quick 48-hour escape.

🌆 FRIDAY — Check-In, Downtown & Cocktails

✈️ Fly into Boise Airport. It’s only about four miles from downtown, so you can be checked in and exploring pretty quickly.

🏨 Where to Stay

🤠 Trendy: Hotel Renegade — stylish downtown boutique hotel with its own rooftop lounge and fire pits.

✨ Boutique: Inn at 500 Capitol — upscale and walkable to restaurants, parks and downtown attractions.

🌆 Central: The Grove Hotel — right in the heart of downtown and convenient for restaurants and nightlife.

🎨 2:00 PM — Explore Downtown

Drop the bags and start walking!

📸 Check out the murals at Freak Alley Gallery.
🛍️ Browse downtown boutiques.
🏛️ Walk by the Idaho State Capitol.
☕ Stop at a local coffee shop.

Then head to Boise’s Basque Block, one of the city’s signature cultural experiences. Grab some pintxos or croquetas and learn a little about Boise’s unique Basque community.

🌊 4:30 PM — Boise River Greenbelt

Rent a bike and cruise part of the Boise River Greenbelt. 🚲🌳

The Greenbelt runs for roughly 25 miles, connecting downtown with parks and natural areas along the Boise River.

🌅 6:30 PM — Rooftop Happy Hour

Head back, change clothes and grab rooftop cocktails at The Highlander inside Hotel Renegade. 🍸🌄

Mountain views + fire pits + cocktails = vacation officially started. 😂

🍝 8:00 PM — Dinner

Boise’s official 2026 weekend guide recommends downtown favorites including ÀLAVITA for house-made pasta, The Avery for something more elevated, or Bar Gernika if you want to continue the Basque experience.

🍸 10:00 PM — Friday Night OUT

Start at Press and Pony for craft cocktails.

Then find the hidden entrance to Thick as Thieves for a speakeasy-style experience. 🕵🏽‍♀️🍸

Want dancing? Downtown Boise has everything from live-music venues to dance clubs, so you can definitely keep the night going.

☀️ SATURDAY — Brunch, River Adventure & Boise Fun

🥞 9:00 AM — BRUNCH!

Start at Goldy’s Breakfast Bistro, a longtime downtown brunch favorite. 🍳🥞☕

Another fun choice is BACON Boise Breakfast & Brunch for a bacon-focused brunch and Bloody Mary. 🥓🥂

🛍️ 10:30 AM — Saturday Market

If you’re visiting during market season, browse the local Saturday market for produce, handmade goods and local treats.

🌊 12:30 PM — FLOAT THE BOISE RIVER!

If you’re visiting in summer, this is the activity I’d put at the TOP of the list. 😂🛟🌊

The classic float from Barber Park to Ann Morrison Park covers about six miles and takes roughly 2–3 hours. The season typically runs from late June through late August depending on river conditions, and peak weekends can book up early.

Not visiting during float season? Rent bikes, explore the foothills or visit the Idaho Botanical Garden instead. 🌺🥾

🎨 4:00 PM — More Boise

Head back downtown and choose your vibe:

🎨 Boise Art Museum
🌺 Idaho Botanical Garden
🛍️ Downtown shopping
🍷 Urban winery tasting
🌳 Hyde Park & the North End

💄 6:30 PM — Hotel Reset

Shower ✔️
Little nap ✔️
New outfit ✔️
Ready for Saturday night ✔️😂

🥩 8:00 PM — Dress-Up Dinner

Make reservations at Chandlers for steak, seafood and live jazz, or try The Lively for a polished dinner and creative cocktails. Both are recommended in Boise’s current 48-hour visitor itinerary.

🍸 10:00 PM — Saturday Night OUT

Start at Gatsby for an immersive 1920s-style speakeasy experience.

Then head to Ochos, where you’ll find cocktails, wine and an upstairs dance floor with nights featuring salsa, bachata and other dance events. 💃🏽🥂

Still outside? 😂 Check what’s playing at Treefort Music Hall or another downtown live-music venue.

🌤️ SUNDAY — One Last Brunch

Grab one more Boise breakfast before checkout, then take a final walk along the river or through downtown.

💰 Weekend Budget Estimate

🏨 Hotel: $175–$400+ per night
🍽️ Food & cocktails: $125–$225 per day
🚲 Bike/river activities: $25–$75+
🎨 Attractions: $15–$50+
🚕 Transportation: $40–$100

✨ Estimated weekend: roughly $650–$1,500+ per person, excluding airfare.

✈️ Travel Tips

👟 Bring comfortable shoes. Downtown is very walkable, and the Greenbelt adds plenty of opportunities to get those steps in.

🚗 You may not need a rental car if you stay downtown and keep your itinerary central. Downtown, the Basque Block and plenty of dining and nightlife are walkable.

☀️ If you’re visiting in summer, do outdoor activities earlier in the day. Boise afternoons can get hot.

🛟 Check current river conditions before planning a float because opening and closing dates depend on conditions each year.

🚧 2026 heads-up: Portions of 8th Street downtown are under construction this summer, so allow a little flexibility when walking or driving around that area.

📸 Best pictures: Freak Alley murals, Boise River Greenbelt, Basque Block, foothills at golden hour and a downtown rooftop at sunset.

🏔️✨ Weekend Vibe

Brunch 🥂 + mountains 🏔️ + river floating 🌊 + Basque culture ❤️ + rooftop cocktails 🍸 + speakeasies 🕵🏽‍♀️ + dancing 💃🏽 = Boise is a VERY underrated 48 Hours Getaway!

🌴✨ 48 Hours Getaway: Naples, Florida 🌊🥂🐬

This getaway takes us to Naples! 😍 Think beautiful Gulf beaches, upscale shopping, waterfront dining, brunch, sunset cruises, cocktails and just enough nightlife for a relaxing grown-and-sexy weekend. Perfect for a couples trip ❤️, girls’ getaway 💃🏽 or solo reset.

🌅 FRIDAY — Check-In, Beach & Sunset

✈️ Getting There: Fly into Southwest Florida International Airport and drive roughly 35–45 minutes to Naples.

🏨 Where to Stay

🌴 Luxury: The Ritz-Carlton, Naples — beachfront luxury, pools, spa and beautiful Gulf views.

🌊 Resort: Naples Grande Beach Resort — great for a relaxing resort weekend with beach access.

✨ Downtown: Inn on Fifth — perfect if restaurants, shopping and nightlife are your priority.

👙 2:00 PM — Beach Mode!

Drop those bags and head to the Gulf! 🌊☀️

Spend the afternoon swimming, relaxing on the sand, walking the shoreline and taking those first vacation pictures.

Phone on Do Not Disturb. We have officially clocked OUT. 😂

🛍️ 4:30 PM — Fifth Avenue South

Head to Naples’ stylish downtown area for boutiques, galleries, restaurants and cafés.

🛍️ Shop
🍹 Grab a cocktail
🍦 Get something sweet
📸 Take pictures

🐬 6:00 PM — Sunset Cruise

Book a sunset cruise through Naples Bay and out toward the Gulf. ⛵🌅

Keep an eye out for dolphins! 🐬

For couples, this is definitely one of the romantic highlights of the weekend. ❤️

🍽️ 8:00 PM — Dinner

Make Friday dinner at The French Brasserie Rustique. 🥂🍽️

Dress cute, order the wine and enjoy downtown afterward.

🍸 10:00 PM — Nightlife

Naples isn’t a wild club city—the vibe is more upscale cocktails, live music, wine bars and lounges.

Explore Fifth Avenue South and nearby Third Street South for drinks and live entertainment. 🎶🍸

Basically: grown, cute and home with both shoes. 😂

☀️ SATURDAY — Brunch, Adventure & Waterfront Night

🥞 9:30 AM — BRUNCH!

Start Saturday with a leisurely brunch.

🥞 French toast
🍳 Eggs Benedict
🥓 Breakfast favorites
🥂 Mimosas

Then it’s time to explore!

🛶 11:30 AM — Choose Your Adventure

Option 1: Kayak the mangroves 🌿🛶

Book a guided eco-tour through Southwest Florida’s waterways and look for dolphins, birds and other wildlife.

Option 2: Boat day 🚤

Rent a boat or book a sightseeing cruise.

Option 3: Beach day 👙

Go directly back to the beach and do absolutely NOTHING.

And honestly…Option 3 sounds pretty good too. 😂

🌴 2:30 PM — Naples Botanical Garden

Spend the afternoon at Naples Botanical Garden.

Explore tropical gardens, walking paths and beautiful photo spots. 🌺📸

🛍️ 4:30 PM — Waterside Shops

Head to Waterside Shops for some upscale shopping.

👗 Fashion
👜 Designer stores
💍 Jewelry
🍹 Afternoon cocktails

Just remember—we came for vacation, not financial responsibility. 😂🛍️

💄 6:30 PM — Hotel Reset

Shower ✔️
Little nap ✔️
New outfit ✔️
Saturday-night face ✔️😂

🌅 7:30 PM — Sunset Dinner

Head toward the waterfront for seafood and sunset views. 🦞🌊🥂

Order fresh Gulf seafood, cocktails and dessert because this is the last big dinner of the weekend.

💃🏽 10:00 PM — Saturday Night

Head back downtown for:

🎶 Live music
🍸 Cocktail lounges
🍷 Wine bars
🥂 Outdoor patios

If you want more energy, check the evening entertainment around Mercato, where restaurants, bars and late-night spots are clustered together.

🌤️ SUNDAY — Brunch & One Last Beach Walk

Sleep in a little and grab one final brunch. ☕🥞🥂

Then squeeze in a morning walk along the Gulf before checkout.

If you have a later flight, explore Third Street South, grab lunch and pick up a few souvenirs before heading back toward Fort Myers.

💰 Weekend Budget Estimate

🏨 Hotel: $200–$650+ per night

🍽️ Food & cocktails: $150–$275 per day

⛵ Sunset cruise: $50–$100+

🛶 Water activities: $40–$125+

🚗 Rental car/gas: $100–$200

✨ Estimated weekend: approximately $800–$1,900+ per person, excluding airfare, depending heavily on your hotel and activities.

✈️ Travel Tips

👙 Bring at least two swimsuits because beach time can easily turn into most of the weekend.

🌞 Sunscreen is a MUST—even when it doesn’t feel extremely hot.

🚗 Renting a car makes exploring beaches and attractions outside downtown easier.

🍽️ Reserve your nicer Friday and Saturday dinners ahead of time, especially during peak winter and spring travel periods.

🐬 Book sunset and dolphin cruises early for weekend trips.

🌦️ During summer, plan outdoor activities earlier in the day because afternoon thunderstorms are common in Southwest Florida.

📸 Best pictures: Gulf sunset, Fifth Avenue South, Naples Botanical Garden, the beach and your sunset cruise.

🌴✨ Weekend Vibe

Brunch 🥂 + Gulf beaches 👙 + dolphins 🐬 + shopping 🛍️ + sunset cruises ⛵ + cocktails 🍸 + waterfront dinners 🌅 = Naples is one BEAUTIFUL 48 Hours Getaway!

🌊✨ 48 Hours Getaway: Annapolis, Maryland ⛵🦀🥂

This morning we’re heading somewhere NEW — Annapolis! ❤️ Known for its waterfront charm and sailing culture, Annapolis is a great choice for a couples getaway, girls’ weekend, birthday trip, or relaxing escape. Think Chesapeake Bay views 🌊, fresh Maryland crab 🦀, cute historic streets, sailing ⛵, brunch 🥂 and waterfront nightlife.

🌅 FRIDAY — Check-In, Historic Downtown & Sunset

✈️ Getting There: Fly into Baltimore/Washington International Thurgood Marshall Airport and drive roughly 30–40 minutes to Annapolis, depending on traffic.

🏨 Where to Stay

⚓ Waterfront: Annapolis Waterfront Hotel, Autograph Collection — right along the harbor and perfect if you want to walk to restaurants and nightlife.

✨ Boutique: Graduate by Hilton Annapolis — colorful, stylish and close to downtown.

🏛️ Historic: Historic Inns of Annapolis — ideal if you want the full historic Annapolis experience.

🛍️ 2:00 PM — Explore Downtown

Drop those bags and get outside! 😂

Walk along Main Street and City Dock.

🛍️ Browse boutiques
🍦 Grab something sweet
📸 Take waterfront pictures
⛵ Watch the sailboats
🏛️ Explore the historic streets

Then walk over to Maryland State House for a little history.

⚓ 4:00 PM — U.S. Naval Academy

Tour United States Naval Academy.

Explore the beautiful grounds, learn some Naval history and get those vacation pictures. 📸⚓

⛵ 6:00 PM — SUNSET SAIL!

This is the experience I would NOT skip.

Book a Chesapeake Bay sunset sailing cruise. 🌅⛵🥂

Ocean breeze ✔️
Sunset ✔️
Cute pictures ✔️
Cocktail afterward ✔️

Now we’re officially on vacation. 😂

🦀 8:00 PM — Maryland Crab Dinner

Tonight we’re eating what Maryland is known for!

Order:

🦀 Maryland crab cakes
🦪 Oysters
🍤 Seafood
🍹 Cocktails

Try Boatyard Bar & Grill for a casual Chesapeake Bay seafood experience.

💃🏽 10:00 PM — Annapolis Nightlife

Head back downtown around West Street.

Expect more cocktail bars + live music + pubs + grown-up fun than huge nightclubs.

Grab cocktails, catch some live music and enjoy downtown after dark. 🎶🍸

And remember…we have brunch tomorrow, so act accordingly. 😂

☀️ SATURDAY — Brunch, Chesapeake Bay & Waterfront Fun

🥞 9:30 AM — BRUNCH!

Start Saturday with a relaxed brunch downtown.

🥞 Pancakes
🍳 Eggs Benedict
🥂 Mimosas
☕ Coffee

Then we’re heading back outside!

🌊 11:30 AM — Chesapeake Bay Adventure

Choose your vibe:

🛶 Rent kayaks or paddleboards.

⛵ Take another sailing excursion.

🚤 Book a sightseeing cruise.

🎣 Try a fishing charter.

OR…

Sit near the waterfront with a drink and watch everybody ELSE be active. 😂🍹

🌳 2:00 PM — Quiet Waters Park

Head to Quiet Waters Park.

Spend some time:

🚲 Biking
🥾 Walking trails
🌳 Relaxing outdoors
📸 Taking pictures
🌊 Enjoying waterfront scenery

🛍️ 4:00 PM — Downtown Round Two

Return downtown for shopping and exploring.

Pick up:

🦀 Maryland souvenirs
👗 Boutique finds
🎨 Local artwork
🍫 Something sweet

Then find a waterfront patio and enjoy a cocktail. 🍹🌊

💄 6:30 PM — Hotel Reset

Back to the room!

Shower ✔️
Little nap ✔️
New outfit ✔️
Saturday-night face activated ✔️😂💄

🍽️ 8:00 PM — Dress-Up Dinner

Make reservations at Osteria 177. 🍝🍷✨

This is your cute outfit + wine + nice dinner night.

🎶 10:00 PM — Saturday Night OUT

Spend your final night bouncing around downtown Annapolis.

🎶 Live music
🍸 Cocktail lounges
🍷 Wine bars
💃🏽 Dancing
🌊 Waterfront drinks

If you want something more romantic, skip the bar hopping and take an evening walk along City Dock instead. ❤️🌊

🌤️ SUNDAY — One Last Brunch

Sleep in a little and grab brunch before checkout. 🥞🥂

Then take one last walk along the waterfront, grab coffee and snap those final pictures before heading toward the airport.

💰 Weekend Budget Estimate

🏨 Hotel: $175–$450+ per night

🍽️ Food & cocktails: $125–$250 per day

⛵ Sailing/cruise: $50–$125+

🛶 Water activities: $25–$100+

🚗 Transportation: $75–$175

✨ Estimated weekend: roughly $700–$1,600+ per person, excluding airfare, depending on your hotel, dining and activities.

✈️ Travel Tips

👟 Bring comfortable shoes. Historic Annapolis has brick sidewalks and plenty of places you’ll want to explore on foot.

⛵ Book your sunset sail in advance, especially for summer weekends.

🦀 Don’t leave without trying a Maryland crab cake!

🚗 If you stay downtown, park the car and walk whenever possible.

👗 Pack casual clothes for daytime and something cute for Saturday dinner.

🧥 Bring a light jacket for evening boat rides—the breeze on the Chesapeake can feel cooler after sunset.

📸 Best photo spots: City Dock, Naval Academy grounds, Main Street, Chesapeake Bay at sunset and the Maryland State House.

⛵✨ Weekend Vibe

Brunch 🥂 + Chesapeake Bay 🌊 + sailing ⛵ + Maryland crab 🦀 + cute downtown streets 🛍️ + cocktails 🍸 + waterfront nights 💃🏽 = Annapolis is a PERFECT little 48 Hours Getaway!