Charleston Honeymoon

Embark on a captivating 5-day honeymoon journey through the charming streets of Charleston, South Carolina. This meticulously curated itinerary weaves together the city's rich history, mouthwatering cuisine, and romantic waterfront views. Indulge in a delightful culinary adventure as you savor Lowcountry classics and locally-sourced fare at top-notch restaurants. Immerse yourself in the culture and history of Charleston with visits to historic sites, stunning plantations, and vibrant markets. On this enchanting journey, you'll also unwind on the pristine beaches of Folly Beach, take a tour of a local distillery, and sip craft beers at Charleston's finest breweries. Whether you're exploring the iconic Rainbow Row, discovering the city's thriving arts scene, or stargazing from a rooftop, Charleston will leave you with cherished memories of your romantic honeymoon.
35 Places • 2 Saves • ago
Free

Day 1: Historic Charleston

Begin your honeymoon with a taste of Southern charm as you explore the historic heart of Charleston, stroll through the iconic Charleston City Market, and take in the vibrant hues of Rainbow Row.

Your first stop on your honeymoon is a traditional lowcountry lunch. 

Poogan's Porch
@katiegilmourtravelandtour
Try the Fried Green Tomato BLT For a delicious light lunch.
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Details

If you have some extra time before checking into your hotel, head to rainbow row and soak in the iconic row of colorful, historic houses. This is also a great place to take some photos. 

Add to
Details

Head over to one of our recommended hotels for check in and freshen up before a night on the town. 

The Spectator Hotel
@katiegilmourtravelandtour
The Spectator Hotel is an intimate boutique hotel located in the heart of Charleston's historic district. It offers a luxurious and personalized experience, with only 41 rooms. The hotel's décor reflects the city's rich history, and the attentive staff ensures a memorable stay. Enjoy complimentary breakfast and evening wine and cheese receptions.
Add to
Details
The Dewberry Charleston
@katiegilmourtravelandtour
The Dewberry Charleston is an elegant hotel housed in a mid-century modern building. It combines classic Southern charm with contemporary design. The hotel features a rooftop cocktail bar with beautiful views of the city and Marion Square. The guest rooms are thoughtfully designed, and the service is impeccable.
Add to
Details
The Charleston Place
@katiegilmourtravelandtour
Belmond Charleston Place is a grand and iconic hotel in downtown Charleston. It offers a blend of Southern hospitality and timeless luxury. The hotel boasts a rooftop pool, a full-service spa, and several dining options, including the renowned Charleston Grill. Its central location makes it easy to explore the city's historic sites.
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Details
The Restoration Charleston
@katiegilmourtravelandtour
The Restoration is a chic and modern boutique hotel that seamlessly combines historic character with contemporary design. The spacious suites feature full kitchens, making it an ideal choice for longer stays. The hotel also offers a rooftop restaurant, a coffee shop, and a spa for relaxation.
Add to
Details

After unloading your bags and gettin settled in, take a guided carriage ride to learn about the city’s history and architecture. 

Charleston Carriage Works
@katiegilmourtravelandtour
This tour operator takes great care of their horses and provides a high quality of service
Add to
Details

After your carriage tour, it’s time for some shopping. Head over to the city market for unique artisanal crafts and souvenirs.

Charleston City Market
@katiegilmourtravelandtour
Stretching four city blocks, the market is open daily from 9am-5:30pm.
Add to
Details

Now that you’ve worked up an appetite, it’s time for a relaxed dinner. 

Husk
@katiegilmourtravelandtour
Known for their farm to table cuisine. Try the Husk Cheeseburger.
Add to
Details

After dinner, take a romantic stroll along the water. 

Waterfront Park Pier
@katiegilmourtravelandtour
Add to
Details

From the pier, kick off your first night in town with a touch of Southern nightlife in the historic district.

Prohibition
@katiegilmourtravelandtour
Enjoy craft cocktails and live jazz, offering a 1920s speakeasy vibe.
Add to
Details

Day 2: Plantation & Gardens 

Immerse yourself in the natural beauty and history of Charleston as you visit the exquisite gardens of Middleton Place and the lush landscapes of Magnolia Plantation. After a Southern lunch, your evening unfolds with a romantic dinner at FIG.

Another Broken Egg Cafe
@katiegilmourtravelandtour
Casual chain featuring classic breakfast dishes. The French toast is delicious!
Add to
Details

After a filling breakfast, head over to Middleton Place to explore the gardens and historic plantation. 

Middleton Place
@katiegilmourtravelandtour
This sprawling rice plantation dates back to the 1730s. I highly recommend booking tickets beforehand. There is a restaurant on site as well.
Add to
Details

From Middleton Place, take a short drive down the road to Magnolia Plantation.

Magnolia Plantation and Gardens
@katiegilmourtravelandtour
Historic house with stunning gardens. One of the oldest plantations in the South.
Add to
Details

After getting in some steps, head back into town for a relaxing lunch. 

The Swamp Fox Restaurant
@katiegilmourtravelandtour
Try the Southern Fried Chicken
Add to
Details

Unwind with a visit to The Rooftop at The Vendue, a rooftop bar with stunning views. Enjoy cocktails and the Charleston skyline.

The Rooftop at the Vendue
@katiegilmourtravelandtour
Add to
Details

After watching the sunset over the city, head back to your hotel and get ready for an upscale dinner. 

FIG
@katiegilmourtravelandtour
The ricotta gnocchi is divine
Add to
Details

Day 3: Beach Day 

Relax and soak in the sun on Folly Beach, explore the beachfront pier, and enjoy the stunning views. Your beachfront lunch is followed by a romantic rooftop dinner.

Callie's Hot Little Biscuit
@katiegilmourtravelandtour
Quick grab and go counter service establishment featuring famous handmade biscuits. Try the Sausage, Egg, and Pimento Cheese Biscuit.
Add to
Details

After grabbing breakfast for the road, drive about 20 minutes to the beach.

Folly Beach
@katiegilmourtravelandtour
6 miles of wide beaches great for lounging, surfing, fishing, biking, and kayaking. There are several access points all along the beach.
Add to
Details

If you opt not to bring your lunch, enjoy a local beachfront eatery. 

Rita's Seaside Grille
@katiegilmourtravelandtour
The lowcountry boil is a fan favorite.
Add to
Details
Center Street
@katiegilmourtravelandtour
After your fill of the beach, enjoy some souvenir shopping.
Add to
Details

For a relaxed evening, consider a sunset beach picnic on Folly Beach. Purchase some wine, cheese, and charcuterie from a local shop and enjoy a romantic beachfront sunset. If that’s not your speed drive back to Charleston for a rooftop dinner. 

The Watch Rooftop Kitchen and Spirits
@katiegilmourtravelandtour
This rooftop restaurant has stunning views. Try the Shrimp & Grits
Add to
Details

Day 4: Charleston’s Culture 

Dive into Charleston's rich culture and history with visits to the Charleston Tea Garden and Aiken-Rhett House Museum. Sip on local spirits during a distillery tour and indulge in a delightful lunch at 167 Raw. Your day concludes with an elegant dinner at S.N.O.B.

The Junction Kitchen & Provisions
@katiegilmourtravelandtour
Rustic-chic kitchen offering creative comfort fare and all day breakfast.
Add to
Details

After a delightful breakfast, take a tour of the nearby Aiken-Rhett house. 

Aiken-Rhett House Museum
@katiegilmourtravelandtour
This house descended through the Aiken-Rhett family for 142 years until it was opened to the public. The house has a unique history as you learn of this families story and of the enslaved at the property.
Add to
Details

After exploring the museum, take a drive to a local distillery for a tour and tasting. There is a food truck onsite if you want to grab lunch here. 

Charleston Distilling Co.
@katiegilmourtravelandtour
Family owned distillery with fantastic cocktails
Add to
Details

After your distillery tour make your way to the tea garden. Book a trolly tour for a fun way to tour the entire property. 

Charleston Tea Garden
@katiegilmourtravelandtour
Trolly and factory tours are offered at this picturesque site with acres of tea plants
Add to
Details

Make your way back to the city for an elegant dinner. 

Slightly North of Broad Restaurant
@katiegilmourtravelandtour
Modern southern & lowcountry cuisine with fresh local ingredients.
Add to
Details

After dinner, explore Charleston's arts and entertainment scene by attending a performance at the Dock Street Theatre.Check their schedule for live shows.

Dock Street Theatre
@katiegilmourtravelandtour
Add to
Details

Day 5: Waterfront & Breweries 

Wander along Charleston's picturesque waterfront, enjoy a brewery tour, and explore the city's coastal beauty. Take in the views from the Battery & White Point Garden, and savor delicious Southern cuisine at local restaurants. Conclude your honeymoon at The Darling Oyster Bar, surrounded by romantic ambience.

The Daily
@katiegilmourtravelandtour
Hip coffeehouse with stumptown brews, beer, breakfast sandwiches, and more.
Add to
Details

After grabbing a casual breakfast, head over to the picturesque waterfront. White Point is a great place to take photos and enjoy some nature in the city. 

White Point Garden
@katiegilmourtravelandtour
Located at the southeastern point of the city. A beautiful place to walk around near the water
Add to
Details

Once you’ve had your fill of sunshine and woken up it’s time for some day drinking. 

Palmetto Brewing Co.
@katiegilmourtravelandtour
South Carolina’s first brewery. There is often live music in the courtyard. Try their peach pale ale.
Add to
Details
Edmund's Oast Brewing Co.
@katiegilmourtravelandtour
Avant-garde beers, wood-fired pizza, and a high-concept bar in a trendy, spacious locale.
Add to
Details
The Gin Joint
@katiegilmourtravelandtour
Cozy intimate bar with eclectic cocktails
Add to
Details
Revelry Brewing Co
@katiegilmourtravelandtour
Rooftop bar often with live music
Add to
Details

After a day of enjoying the local craft brews, end your honeymoon on a high note with a romantic dinner. 

The Darling Oyster Bar
@katiegilmourtravelandtour
Stylish spot with vintage appeal for creative seafood dishes, fry baskets and raw oysters
Add to
Details

* * *
CURATED BY
I have worked in the travel and hospitality industry my entire career. I have been blessed to have had the opportunity to travel all over the world. My expertise is the Caribbean, Hawaii, National Parks of the United States/Canada, and the Mediterranean. I specialize in high-touch luxury service. I treat your vacation as if it’s my own and personalize your itinerary to fit your interests, budget, and vision for your vacation. I look forward to working with you!
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Charleston Honeymoon

Embark on a captivating 5-day honeymoon journey through the charming streets of Charleston, South Carolina. This meticulously curated itinerary weaves together the city's rich history, mouthwatering cuisine, and romantic waterfront views. Indulge in a delightful culinary adventure as you savor Lowcountry classics and locally-sourced fare at top-notch restaurants. Immerse yourself in the culture and history of Charleston with visits to historic sites, stunning plantations, and vibrant markets. On this enchanting journey, you'll also unwind on the pristine beaches of Folly Beach, take a tour of a local distillery, and sip craft beers at Charleston's finest breweries. Whether you're exploring the iconic Rainbow Row, discovering the city's thriving arts scene, or stargazing from a rooftop, Charleston will leave you with cherished memories of your romantic honeymoon.
35 Places • 2 Saves • ago
Free

Day 1: Historic Charleston

Begin your honeymoon with a taste of Southern charm as you explore the historic heart of Charleston, stroll through the iconic Charleston City Market, and take in the vibrant hues of Rainbow Row.

Your first stop on your honeymoon is a traditional lowcountry lunch. 

Poogan's Porch
@katiegilmourtravelandtour
Try the Fried Green Tomato BLT For a delicious light lunch.
Add to
Details

If you have some extra time before checking into your hotel, head to rainbow row and soak in the iconic row of colorful, historic houses. This is also a great place to take some photos. 

Add to
Details

Head over to one of our recommended hotels for check in and freshen up before a night on the town. 

The Spectator Hotel
@katiegilmourtravelandtour
The Spectator Hotel is an intimate boutique hotel located in the heart of Charleston's historic district. It offers a luxurious and personalized experience, with only 41 rooms. The hotel's décor reflects the city's rich history, and the attentive staff ensures a memorable stay. Enjoy complimentary breakfast and evening wine and cheese receptions.
Add to
Details
The Dewberry Charleston
@katiegilmourtravelandtour
The Dewberry Charleston is an elegant hotel housed in a mid-century modern building. It combines classic Southern charm with contemporary design. The hotel features a rooftop cocktail bar with beautiful views of the city and Marion Square. The guest rooms are thoughtfully designed, and the service is impeccable.
Add to
Details
The Charleston Place
@katiegilmourtravelandtour
Belmond Charleston Place is a grand and iconic hotel in downtown Charleston. It offers a blend of Southern hospitality and timeless luxury. The hotel boasts a rooftop pool, a full-service spa, and several dining options, including the renowned Charleston Grill. Its central location makes it easy to explore the city's historic sites.
Add to
Details
The Restoration Charleston
@katiegilmourtravelandtour
The Restoration is a chic and modern boutique hotel that seamlessly combines historic character with contemporary design. The spacious suites feature full kitchens, making it an ideal choice for longer stays. The hotel also offers a rooftop restaurant, a coffee shop, and a spa for relaxation.
Add to
Details

After unloading your bags and gettin settled in, take a guided carriage ride to learn about the city’s history and architecture. 

Charleston Carriage Works
@katiegilmourtravelandtour
This tour operator takes great care of their horses and provides a high quality of service
Add to
Details

After your carriage tour, it’s time for some shopping. Head over to the city market for unique artisanal crafts and souvenirs.

Charleston City Market
@katiegilmourtravelandtour
Stretching four city blocks, the market is open daily from 9am-5:30pm.
Add to
Details

Now that you’ve worked up an appetite, it’s time for a relaxed dinner. 

Husk
@katiegilmourtravelandtour
Known for their farm to table cuisine. Try the Husk Cheeseburger.
Add to
Details

After dinner, take a romantic stroll along the water. 

Waterfront Park Pier
@katiegilmourtravelandtour
Add to
Details

From the pier, kick off your first night in town with a touch of Southern nightlife in the historic district.

Prohibition
@katiegilmourtravelandtour
Enjoy craft cocktails and live jazz, offering a 1920s speakeasy vibe.
Add to
Details

Day 2: Plantation & Gardens 

Immerse yourself in the natural beauty and history of Charleston as you visit the exquisite gardens of Middleton Place and the lush landscapes of Magnolia Plantation. After a Southern lunch, your evening unfolds with a romantic dinner at FIG.

Another Broken Egg Cafe
@katiegilmourtravelandtour
Casual chain featuring classic breakfast dishes. The French toast is delicious!
Add to
Details

After a filling breakfast, head over to Middleton Place to explore the gardens and historic plantation. 

Middleton Place
@katiegilmourtravelandtour
This sprawling rice plantation dates back to the 1730s. I highly recommend booking tickets beforehand. There is a restaurant on site as well.
Add to
Details

From Middleton Place, take a short drive down the road to Magnolia Plantation.

Magnolia Plantation and Gardens
@katiegilmourtravelandtour
Historic house with stunning gardens. One of the oldest plantations in the South.
Add to
Details

After getting in some steps, head back into town for a relaxing lunch. 

The Swamp Fox Restaurant
@katiegilmourtravelandtour
Try the Southern Fried Chicken
Add to
Details

Unwind with a visit to The Rooftop at The Vendue, a rooftop bar with stunning views. Enjoy cocktails and the Charleston skyline.

The Rooftop at the Vendue
@katiegilmourtravelandtour
Add to
Details

After watching the sunset over the city, head back to your hotel and get ready for an upscale dinner. 

FIG
@katiegilmourtravelandtour
The ricotta gnocchi is divine
Add to
Details

Day 3: Beach Day 

Relax and soak in the sun on Folly Beach, explore the beachfront pier, and enjoy the stunning views. Your beachfront lunch is followed by a romantic rooftop dinner.

Callie's Hot Little Biscuit
@katiegilmourtravelandtour
Quick grab and go counter service establishment featuring famous handmade biscuits. Try the Sausage, Egg, and Pimento Cheese Biscuit.
Add to
Details

After grabbing breakfast for the road, drive about 20 minutes to the beach.

Folly Beach
@katiegilmourtravelandtour
6 miles of wide beaches great for lounging, surfing, fishing, biking, and kayaking. There are several access points all along the beach.
Add to
Details

If you opt not to bring your lunch, enjoy a local beachfront eatery. 

Rita's Seaside Grille
@katiegilmourtravelandtour
The lowcountry boil is a fan favorite.
Add to
Details
Center Street
@katiegilmourtravelandtour
After your fill of the beach, enjoy some souvenir shopping.
Add to
Details

For a relaxed evening, consider a sunset beach picnic on Folly Beach. Purchase some wine, cheese, and charcuterie from a local shop and enjoy a romantic beachfront sunset. If that’s not your speed drive back to Charleston for a rooftop dinner. 

The Watch Rooftop Kitchen and Spirits
@katiegilmourtravelandtour
This rooftop restaurant has stunning views. Try the Shrimp & Grits
Add to
Details

Day 4: Charleston’s Culture 

Dive into Charleston's rich culture and history with visits to the Charleston Tea Garden and Aiken-Rhett House Museum. Sip on local spirits during a distillery tour and indulge in a delightful lunch at 167 Raw. Your day concludes with an elegant dinner at S.N.O.B.

The Junction Kitchen & Provisions
@katiegilmourtravelandtour
Rustic-chic kitchen offering creative comfort fare and all day breakfast.
Add to
Details

After a delightful breakfast, take a tour of the nearby Aiken-Rhett house. 

Aiken-Rhett House Museum
@katiegilmourtravelandtour
This house descended through the Aiken-Rhett family for 142 years until it was opened to the public. The house has a unique history as you learn of this families story and of the enslaved at the property.
Add to
Details

After exploring the museum, take a drive to a local distillery for a tour and tasting. There is a food truck onsite if you want to grab lunch here. 

Charleston Distilling Co.
@katiegilmourtravelandtour
Family owned distillery with fantastic cocktails
Add to
Details

After your distillery tour make your way to the tea garden. Book a trolly tour for a fun way to tour the entire property. 

Charleston Tea Garden
@katiegilmourtravelandtour
Trolly and factory tours are offered at this picturesque site with acres of tea plants
Add to
Details

Make your way back to the city for an elegant dinner. 

Slightly North of Broad Restaurant
@katiegilmourtravelandtour
Modern southern & lowcountry cuisine with fresh local ingredients.
Add to
Details

After dinner, explore Charleston's arts and entertainment scene by attending a performance at the Dock Street Theatre.Check their schedule for live shows.

Dock Street Theatre
@katiegilmourtravelandtour
Add to
Details

Day 5: Waterfront & Breweries 

Wander along Charleston's picturesque waterfront, enjoy a brewery tour, and explore the city's coastal beauty. Take in the views from the Battery & White Point Garden, and savor delicious Southern cuisine at local restaurants. Conclude your honeymoon at The Darling Oyster Bar, surrounded by romantic ambience.

The Daily
@katiegilmourtravelandtour
Hip coffeehouse with stumptown brews, beer, breakfast sandwiches, and more.
Add to
Details

After grabbing a casual breakfast, head over to the picturesque waterfront. White Point is a great place to take photos and enjoy some nature in the city. 

White Point Garden
@katiegilmourtravelandtour
Located at the southeastern point of the city. A beautiful place to walk around near the water
Add to
Details

Once you’ve had your fill of sunshine and woken up it’s time for some day drinking. 

Palmetto Brewing Co.
@katiegilmourtravelandtour
South Carolina’s first brewery. There is often live music in the courtyard. Try their peach pale ale.
Add to
Details
Edmund's Oast Brewing Co.
@katiegilmourtravelandtour
Avant-garde beers, wood-fired pizza, and a high-concept bar in a trendy, spacious locale.
Add to
Details
The Gin Joint
@katiegilmourtravelandtour
Cozy intimate bar with eclectic cocktails
Add to
Details
Revelry Brewing Co
@katiegilmourtravelandtour
Rooftop bar often with live music
Add to
Details

After a day of enjoying the local craft brews, end your honeymoon on a high note with a romantic dinner. 

The Darling Oyster Bar
@katiegilmourtravelandtour
Stylish spot with vintage appeal for creative seafood dishes, fry baskets and raw oysters
Add to
Details

* * *
CURATED BY
I have worked in the travel and hospitality industry my entire career. I have been blessed to have had the opportunity to travel all over the world. My expertise is the Caribbean, Hawaii, National Parks of the United States/Canada, and the Mediterranean. I specialize in high-touch luxury service. I treat your vacation as if it’s my own and personalize your itinerary to fit your interests, budget, and vision for your vacation. I look forward to working with you!
Send A Tip
Support Katie Gilmour Travel & Tour’s work.
Select your tip amount
$5
$10
$20
$50
Or type in other amount
Powered by Thatch
The home for unique & authentic travel
Powered by Thatch: Where great trips are made.
© Katie Gilmour Travel & Tour Privacy Terms