Top Bars - NantucketRentals.com

O Bar

O Bar, located in the heart of Nantucket, is a stylish and intimate destination that redefines the island’s nightlife. Known for its curated cocktail menu, chic ambiance, and lively energy, O Bar is a go-to spot for locals and visitors looking to enjoy an upscale yet relaxed evening.

Why Visit O Bar?

O Bar stands out as a place where exceptional drinks meet an inviting atmosphere. Whether you’re starting your evening with a classic martini or winding down with friends over creative craft cocktails, this venue caters to those who appreciate quality and elegance in their nightlife experience.

What to Expect at O Bar

Craft Cocktails: The expertly designed menu features innovative drinks crafted with fresh, high-quality ingredients.
Sophisticated Atmosphere: Dim lighting, comfortable seating, and tasteful decor make O Bar an ideal place for a relaxed yet refined night out.
Small Plates: Pair your drinks with a selection of delicious small bites that enhance the experience.
Music and Vibes: Enjoy a playlist that perfectly complements the setting, adding a dynamic energy to your visit.

Highlights from the Cocktail Menu

O Fashioned: A bold twist on the classic Old Fashioned with a hint of orange and spice.
Nantucket Spritz: A refreshing blend of Prosecco, elderflower, and fresh citrus.
Coastal Mule: A zesty mix of vodka, ginger beer, and island-inspired garnishes.

What to Know Before You Go

Location: Conveniently situated in downtown Nantucket, O Bar is easy to find and a short walk from many accommodations.
Hours: Open late, making it perfect for both pre-dinner drinks and a late-night destination.
Seating: Arrive early to secure a spot, as its intimate space fills up quickly.
Dress Code: While casual attire is welcome, the chic setting lends itself to a slightly elevated style.

A Must-Visit for Nightlife Enthusiasts

O Bar offers a perfect blend of sophistication, flavor, and ambiance, making it a standout in Nantucket’s nightlife scene. Whether you’re stopping by for a quick drink or settling in for an evening of conversation and cocktails, O Bar promises an unforgettable experience.

Below The Rose

Tucked discreetly inside The Boarding House Restaurant and next to The Pearl, Below The Rose is one of Nantucket’s best-kept secrets. This intimate and exclusive spot is perfect for those in the know, offering a nightlife experience that is as refined as it is elusive. With its limited space and a reputation for being hard to get into, Below The Rose is the epitome of “if you know, you know.”

An Air of Exclusivity

Below The Rose is not your typical nightlife venue. Its small size and carefully curated vibe make it a challenge to secure a spot inside. For those lucky enough to get in, the atmosphere is electric, filled with the hum of quiet conversations, clinking glasses, and a playlist that perfectly complements the intimate setting. But fair warning: getting in isn’t guaranteed, so patience and persistence are key.

Craft Cocktails with Flair

The bar at Below The Rose is celebrated for its exceptional cocktails, crafted with precision and creativity. Each drink is a testament to the art of mixology, blending bold flavors and top-shelf ingredients into masterpieces.

Must-Try Cocktails:

The Rose Noir: A sultry mix of gin, blackberry, and a touch of rose water.
The Velvet Martini: A luxurious blend of vodka, elderflower, and a hint of lavender.
Boarding House Old Fashioned: A classic cocktail elevated with a signature twist.

A True Hidden Gem

Part of the allure of Below The Rose lies in its mystery. This is not a spot you’ll stumble upon by accident. Its entrance is discreet, and its exclusivity adds to the excitement of being part of the select few who get to experience it. The cozy, sophisticated ambiance makes it an unforgettable destination for a night out.

Tips for Getting In

Below The Rose’s limited capacity means it’s not always easy to secure entry. Here’s how to increase your chances:

Arrive Early: The earlier you get there, the better your chances.
Make Connections: Networking can sometimes help, as it’s a “word of mouth” kind of place.
Be Patient: Don’t be discouraged if you don’t get in right away—it’s worth the wait.

Below The Rose is a shining example of Nantucket’s exclusive nightlife. It’s the kind of place that rewards those who seek it out with an extraordinary experience. Just don’t get mad at us if you have to try a few times before you make it inside—this hidden gem is worth the effort.

Tree Bar

Nestled between Queequeg’s and Town restaurants, and just steps away from Ventuno Back Bar, Tree Bar offers one of the most charming and distinctive settings for a night out on Nantucket. Built around a large, centrally located tree that gives the bar its name, this outdoor oasis blends natural beauty with a vibrant social atmosphere, making it a must-visit spot for anyone exploring the island’s nightlife.

A Bar Built Around Nature

The tree at the center of Tree Bar isn’t just a namesake—it’s a defining feature that sets the tone for the entire space. Its sprawling branches create a canopy of shade during the day and a magical, softly lit ambiance at night. The bar itself wraps around the tree, creating a unique focal point that invites conversation and a relaxed, communal vibe.

Craft Cocktails in a Scenic Setting

Tree Bar’s drink menu is as captivating as its setting. Featuring a curated selection of signature cocktails, fine wines, and local craft beers, there’s something to suit every palate. Each drink is expertly crafted and designed to complement the laid-back, outdoor ambiance.

Popular Picks:

Tree-tini: A refreshing twist on the classic martini with a hint of elderflower.
Island Breeze: A tropical cocktail featuring rum, pineapple, and coconut.
Cucumber Collins: A light and zesty choice, perfect for warm summer evenings.

Perfect for Gatherings

Whether you’re stopping by for a casual drink or celebrating a special occasion, Tree Bar’s inviting layout is perfect for groups. The open-air design allows for plenty of space to mingle, while the cozy seating areas around the tree create an intimate setting for smaller gatherings.

A Nantucket Favorite

Tree Bar’s unique charm and prime location have made it a favorite among locals and visitors alike. Its proximity to Queequeg’s and Town restaurants makes it an ideal spot for pre-dinner drinks or a relaxed nightcap. The friendly, welcoming staff ensure every visit feels special, whether it’s your first or fiftieth time.

Tree Bar combines the natural beauty of Nantucket with a lively and inviting atmosphere, making it an essential stop on any nightlife itinerary. Come for the stunning setting, stay for the exceptional drinks, and leave with unforgettable memories.

The Gazebo

When the sun dips below the horizon and Nantucket’s historic streets glow under soft lamplight, one spot comes alive with the perfect mix of island charm and vibrant energy—The Gazebo. Nestled in the heart of the Nantucket Tavern complex, The Gazebo is more than just a bar; it’s a nightlife destination that locals and visitors alike can’t resist.

Known for its famous mudslides—a must-try frozen cocktail that’s practically a rite of passage—The Gazebo is the ultimate spot to unwind after a day on the beach or shopping in town. The outdoor, open-air setting offers a lively atmosphere where laughter, live music, and the clinking of glasses create a true island vibe. Whether you’re perched at the bar or gathered with friends around one of the high-top tables, The Gazebo promises an unforgettable evening.

Conveniently located near the bustling Nantucket harbor, it’s the perfect stop for a pre-dinner drink, a nightcap, or an all-evening hangout. So, if you’re looking to soak up the nightlife on Nantucket, add The Gazebo to your itinerary—because no Nantucket summer is complete without a sip of its magic.

Pro Tip: Get there early to snag a spot—this place fills up fast, especially during peak season!

Best Outdoor Patio Bars on Nantucket

Nantucket’s charm isn’t just found in its historic cobblestone streets and sandy beaches—it’s also in its vibrant dining and bar scene. For those who enjoy their cocktails with a side of fresh ocean air and stunning views, the island is brimming with outdoor patio bars that are perfect for soaking up the Nantucket vibe. From breezy beachside spots to lush garden patios, here’s your guide to discovering the best outdoor bars on Nantucket.

1. Cisco Brewers: The Ultimate Outdoor Vibe

No list of Nantucket outdoor bars is complete without mentioning Cisco Brewers. This open-air hotspot is more than a bar—it’s an experience. With picnic tables, live music, food trucks, and a selection of craft beer, wine, and spirits made on-site, Cisco Brewers is a must-visit. It’s the perfect spot to sip a cold Cisco Whale’s Tale Pale Ale or a glass of crisp rosé while soaking in the lively, laid-back atmosphere.

Insider Tip: Get there early to snag a good seat, especially during the summer when it gets busy. Don’t forget to try their signature cocktails made with Triple Eight Distillery spirits!

2. Sandbar at Jetties Beach: Toes in the Sand

For a true beachside experience, head to Sandbar at Jetties Beach. This open-air bar sits right on the sand, offering breathtaking views of Nantucket Sound. With a menu featuring tropical cocktails like frozen margaritas and piña coladas, it’s the perfect spot to sip, snack, and watch the waves roll in. Sandbar’s casual vibe and family-friendly atmosphere make it a favorite for locals and visitors alike.

What to Order: Their frozen “Painkiller” cocktail is a Nantucket classic.

3. Cru: Harborfront Elegance

For a touch of sophistication with your waterfront views, Cru is the place to be. Located at Nantucket Harbor, Cru’s patio offers stunning views of the marina, complete with luxury yachts and sailboats. The raw bar is legendary, and their cocktail menu is equally impressive. Sip a refreshing “Crucomber” (gin, cucumber, and mint) while enjoying fresh oysters as you take in the picturesque harbor.

When to Visit: The patio is especially magical during sunset—watching the sky turn shades of pink and orange over the water is an unforgettable experience.

4. Galley Beach: Where Fine Dining Meets the Shoreline

If you’re looking for a more upscale outdoor dining and cocktail experience, Galley Beach delivers in spades. Set directly on the sand, this iconic spot offers an elegant setting for enjoying craft cocktails with a side of ocean breeze. Their outdoor lounge area is perfect for sipping a classic martini or a glass of champagne while listening to the gentle sound of waves.

Pro Tip: Make a reservation for their patio to secure the best seats in the house, especially during peak season.

5. Tree Bar at Queequeg’s: A favorite among locals

Nestled under a towering oak tree on Oak Street, the Tree Bar offers a unique and intimate outdoor setting. As part of Queequeg’s restaurant, it provides a cozy atmosphere complemented by an extensive wine list and craft cocktails. The menu features eclectic American plates, with popular options like the Town Roll—a tempura shrimp and spicy tuna sushi roll.

Insider Tip: The Tree Bar is open daily from 11:30 AM to 1:00 AM, making it a perfect spot for both lunch and late-night drinks.

6. Millie’s: Madaket Magic

If you find yourself on the west side of the island, Millie’s in Madaket is a must-visit. Known for its relaxed vibe and unbeatable sunset views, Millie’s outdoor patio is perfect for sipping cocktails after a day at the beach. Their margaritas are legendary, and the Baja-inspired menu pairs perfectly with the laid-back atmosphere.

Best Time to Go: Plan your visit around sunset—the views over Madaket Beach are some of the best on the island.

7. The Brant Point Grill: Harborfront Serenity

Located at the White Elephant hotel, The Brant Point Grill boasts a stunning patio, that’s been expanded and completely renovated in Winter 2024/25, overlooking Nantucket Harbor. Known for its fresh seafood and extensive wine list, this spot is perfect for a leisurely lunch or a sophisticated evening out.

What To Try: “The White Elephant” of course. Mixed with tequila, pineapple, coconut, lime, and thai chili pepper. It’s everything you expect and more!

Ideal For: A refined yet relaxed experience with some of the best harbor views on the island.

8. The Rose and Crown’s Outdoor Space: Downtown Charm

For a more casual option right in the heart of downtown Nantucket, check out The Rose and Crown’s outdoor seating area. While the indoor pub is a lively spot for music and drinks, their outdoor patio offers a quieter, open-air space for sipping cocktails and people-watching.

Try This: Their sangria is a crowd favorite, especially on warm summer days.

Tips for Discovering Outdoor Bars on Nantucket

Explore the Waterfront: Many of Nantucket’s best outdoor bars are located near the harbor or the beach, offering stunning views and a cool breeze.
Ask Locals: Islanders often know the hidden gems that aren’t on every tourist’s radar.
Time Your Visit: Early evenings are ideal for catching happy hour deals and enjoying sunset views.

Sip, Relax, Repeat

Nantucket’s outdoor patio bars offer the perfect blend of coastal charm, refreshing cocktails, and stunning scenery. Whether you’re looking for a laid-back beach bar or an upscale waterfront lounge, there’s a spot on the island for every vibe. So grab a seat, order your favorite drink, and let Nantucket’s beauty surround you. Cheers!

Where to Enjoy Live Music with Your Drink

Nantucket is famous for its picturesque beaches, cobblestone streets, and historic charm, but this idyllic island also has a vibrant nightlife scene. Whether you’re a local or a visitor, there’s nothing quite like sipping a drink while enjoying live music. Here’s a guide to the best bars on Nantucket that feature live music, creating the perfect setting for an unforgettable evening.

1. The Chicken Box

The Chicken Box is the go-to spot for live music on Nantucket, and for good reason. Known simply as “The Box,” this unassuming bar is a local legend. It’s famous for hosting talented local bands as well as big-name artists from across the country. The atmosphere is lively, and the dance floor is always packed when the music starts. Whether you’re into rock, reggae, or funk, you’ll find it here. Grab a drink, let loose, and enjoy the quintessential Nantucket music experience.

2. Cisco Brewers

Cisco Brewers isn’t just a place for exceptional craft beer, wine, and spirits—it’s also one of the best spots on the island to catch live music during the day. The outdoor setup, complete with picnic tables and food trucks, makes it an ideal spot to relax with a beer while listening to talented local musicians. The live music lineup changes frequently, and the laid-back vibe is perfect for families, couples, and groups of friends alike.

3. Gaslight

Gaslight combines the ambiance of a sophisticated bar with a dedicated focus on live entertainment. This intimate venue is a favorite for those who want to pair great food and cocktails with incredible live performances. Gaslight’s music calendar spans genres like jazz, blues, and acoustic sets, making it a great choice for a more refined evening. Pro tip: their cocktail menu is just as impressive as their music lineup.

4. The Rose and Crown

This beloved pub in the heart of downtown Nantucket is where locals and visitors come together to enjoy a good drink and some great music. Known for its festive atmosphere, The Rose and Crown often features live bands and DJs, particularly during the busy summer months. The pub’s eclectic energy and rotating lineup of live music acts make it a must-visit for anyone looking for a fun night out.

5. Sandbar at Jetties Beach

For a more laid-back experience with an unbeatable view, head to Sandbar at Jetties Beach. While the focus here is on the beautiful beachfront setting, they occasionally feature live acoustic music, adding to the relaxed vibe. Imagine sipping a frozen cocktail, toes in the sand, as a guitarist strums softly in the background—pure Nantucket bliss.

6. The Muse

The Muse has long been a staple of Nantucket’s nightlife, offering live music and entertainment that ranges from local bands to karaoke nights. This venue draws a fun crowd and keeps the energy high with an excellent sound system and plenty of space for dancing. It’s an ideal spot for those who want to keep the party going late into the night.

Plan Your Night Out on Nantucket

Whether you’re looking for a rowdy night of dancing or a chilled-out evening with acoustic tunes, Nantucket has a bar for you. The island’s live music scene is diverse and lively, ensuring there’s something for everyone. So grab your friends, order your favorite drink, and enjoy the sounds of Nantucket—an experience you won’t soon forget. Cheers!

The Gaslight

About The Gaslight

Opened in June 2019, The Gaslight is a premier dining and live music venue in downtown Nantucket. Co-owned by Chef Liam Mackey, Mixologist Clinton Terry, and Sommelier Stephen Bowler, the establishment offers a Japanese Izakaya-inspired menu featuring haute street food-style pan-Asian cuisine. The open-concept bar and restaurant provide a lively atmosphere, complemented by live music performances from local and regional artists.

Dining Highlights

Signature Dishes:
- Hamachi Ceviche: Fresh hamachi prepared with a Japanese twist.
- Japanese Short Ribs: Tender short ribs with authentic flavors.
- Cheeseburger Bao Buns: A fusion of classic American and Asian cuisines.
Beverage Selection: The bar program features innovative, fresh ingredient-forward cocktails with culinary-inspired themes, rotating craft beers on tap, and a wine list focusing on fun, funky, natural selections. Notably, The Gaslight houses Nantucket’s only Champagne vending machine, courtesy of Moët.
Ambiance: The Gaslight boasts a vibrant and energetic atmosphere, with live music starting around 10:30 PM during the summer. The venue features both indoor and outdoor seating, including a patio area, making it a popular spot for both dining and entertainment.

Why Choose The Gaslight?

Innovative Cuisine: Experience a unique blend of Japanese Izakaya-inspired dishes crafted with local ingredients.
Live Entertainment: Enjoy performances by talented musicians, enhancing your dining experience.
Creative Beverages: Savor inventive cocktails and a curated selection of wines and beers.

Getting There

Located at 3 North Union Street, The Gaslight is easily accessible from downtown Nantucket. Street parking is available, though it may be limited during peak hours.

Insider Tip:

Reservations are recommended, especially during peak seasons. For a unique experience, visit during the late-night hours to enjoy live music alongside your meal.

Nautilus

About The Nautilus

Established in 2014, The Nautilus is a cornerstone of Nantucket’s dining scene, offering a unique blend of New England coastal cuisine with Asian and global street food influences. Owned and operated by a trio of culinary entrepreneurs—Executive Chef Liam Mackey, Mixologist Clinton Terry, and Sommelier Stephen Bowler—the restaurant emphasizes a shared social dining experience in a lively atmosphere.

Dining Highlights

Signature Dishes:
- Blue Crab Fried Rice: A flavorful dish featuring fresh blue crab and aromatic rice.
- Pork Belly Buns: Steamed buns filled with tender pork belly and complemented by house-made sauces.
- Japanese Hamachi Crudo: Fresh hamachi served with creative accompaniments.
Beverage Selection: The Nautilus boasts an extensive selection of wines, sakes, and innovative cocktails crafted with seasonal and regional inspirations.
Ambiance: With less than 50 seats, The Nautilus offers an intimate yet energetic setting, featuring curated music and a vibrant atmosphere that enhances the dining experience.

Why Choose The Nautilus?

Innovative Cuisine: Experience a fusion of New England and global flavors, crafted with creativity and precision.
Shared Dining Experience: The menu is designed for sharing, encouraging a communal and interactive meal.
Expertly Curated Beverages: Enjoy a diverse selection of wines, sakes, and cocktails that perfectly complement the menu.

Getting There

Located at 12 Cambridge Street, The Nautilus is just steps off Main Street in downtown Nantucket, making it easily accessible by foot, bike, or car. Street parking is available but can be limited during peak hours.

Insider Tip:

Reservations are highly recommended due to the restaurant’s limited seating. Bookings can be made online up to seven days in advance, starting at midnight. For a unique experience, consider reserving the Captain’s Table, which accommodates larger parties and offers an extended dining time.

The Club Car

About The Club Car

Situated in the heart of downtown Nantucket, The Club Car is a historic restaurant and piano bar renowned for its vibrant atmosphere and live music. Housed in a vintage train car from the original Nantucket railroad, the establishment underwent a significant rebranding in 2017, introducing a modern interior with soft blue booths and abundant greenery. The Club Car offers a contemporary American menu with a focus on fresh, local seafood and seasonal ingredients.

Dining Highlights

Signature Dishes:
- Steamed Mussels: Served with root vegetable chips.
- Crab Cake: Accompanied by beurre blanc.
- Grilled Octopus: Paired with zucchini fritters.
Beverage Selection: The Club Car features an extensive selection of wines, specialty cocktails, and is particularly noted for its excellent piña coladas.
Ambiance: The establishment combines historic charm with modern elegance, featuring live piano music that encourages guest participation, creating a lively and engaging dining experience.

Why Choose The Club Car?

Historic Setting: Dine in a vintage train car, offering a unique and nostalgic atmosphere.
Live Entertainment: Enjoy live piano performances, enhancing the dining experience with music and guest interaction.
Central Location: Conveniently located on Main Street, making it easily accessible for both locals and visitors.

Getting There

The Club Car is located at 1 Main Street in downtown Nantucket, within walking distance of the ferry terminal and other central attractions. Street parking is available, though it may be limited during peak hours.

Insider Tip:

Reservations are recommended, especially during the busy season. The piano bar can become lively in the evenings; for a quieter dining experience, consider booking an earlier reservation.

Sister Ship

About Sister Ship

Nestled within the Faraway Hotel in downtown Nantucket, Sister Ship is a restaurant, café, and relaxed cocktail club offering elevated cocktails alongside seafood-forward, Mediterranean-inspired dishes. The menu showcases New England seafood and local ingredients, providing a unique dining experience that blends coastal charm with Mediterranean flavors.

Far Away Hotels

Dining Highlights

Signature Dishes:
- Island Creek Oysters: Freshly shucked oysters sourced from local waters.
- Rib-Eye for Two: A tender rib-eye steak, perfect for sharing. Boston Magazine
- Tuna Tartare: Fresh tuna prepared with a Mediterranean twist.
Beverage Selection: Sister Ship offers a curated selection of elevated cocktails, wines, and beers, designed to complement their Mediterranean-inspired menu. Far Away Hotels
Ambiance: The interior combines nautical chic with cozy décor, reminiscent of turn-of-the-century captain’s quarters meets underground speakeasy, creating an inviting atmosphere for both dining and socializing. Boston Magazine

Why Choose Sister Ship?

Innovative Cuisine: Experience a fusion of Mediterranean flavors with New England seafood, crafted with local ingredients.
Relaxed Cocktail Club: Enjoy a variety of elevated cocktails in a comfortable and stylish setting.
Central Location: Situated in the heart of Nantucket, Sister Ship is easily accessible for both locals and visitors.

Getting There

Located at 29 Centre Street, Sister Ship is within walking distance of many downtown attractions. Street parking is available on Centre Street, Chestnut Street, Hussey Street, and Broad Street.

OpenTable

Insider Tip:

Reservations are recommended, especially during the busy summer season. For a unique experience, consider dining in the garden courtyard or enjoying the subterranean speakeasy vibes.