Island
Hopper
GUIDES

Toast to Tradition: Enjoying Classic Cocktails at Cayman’s Speakeasy Bars

Door No. 4, a speakeasy-style bar tucked inside The Grove on Seven Mile Beach, won Best New International Cocktail Bar at Tales of the Cocktail in 2023 — a sign that Grand Cayman’s cocktail scene has arrived. But behind that award lies a deeper story: a handful of intimate, prohibition-era-inspired bars are redefining what it means to drink well on the island, using local ingredients and techniques shaped by the tropics. This guide walks you through the best speakeasy-style bars in Grand Cayman, from candlelit lounges to rooftop hideaways, so you know where to go for a classic cocktail with a Caymanian twist.

Grand Cayman’s cocktail culture is anchored in place: sun-baked limestone, brine-kissed air, locally grown citrus and coconut, decades of bartenders treating rum as heritage.

Emily’s Take

Grand Cayman’s speakeasy bar scene is small but mighty, with a handful of intimate, craft-focused spots like Door No. 4 and Backroom Cigar Bar leading the charge. The caveat: most are concentrated in the Seven Mile Beach corridor, so you’ll want to plan your evenings around that area. Reservations are non-negotiable at the most popular spots.

Best for
Cocktail enthusiasts
Couples
Nightlife seekers
BarLocationVibeSignature DrinkBest For
Door No. 4The Grove, Seven Mile BeachSpeakeasy / TropicalKudu CoolerCraft cocktail lovers
Backroom Cigar BarRegency Court, Seven Mile BeachProhibition-era / CigarWorld-class cocktails (daily happy hour)Cigar & cocktail fans
Library by the SeaKimpton SeafireLiterary / IntimateB612, for ConsueloBook & cocktail lovers
Next Door by Hey PaluCamana BayItalian AperitivoWest Bay SwizzleAperitivo enthusiasts
Pom PomHotel Indigo, Seven Mile BeachRooftop / LatinMorada HighballSunset seekers

Door No. 4

Door No. 4 is one of Grand Cayman’s newest cocktail additions, brainchild of bartending veteran Simon Crompton. Its 2023 win for Best New International Cocktail Bar at Tales of the Cocktail put Cayman on the global cocktail map. The space blends speakeasy secrecy with golden-age tropical bar aesthetics — think dim lighting, wood accents, and a menu that rewards exploration.

Door No. 4
Speakeasy · Seven Mile Beach
Intimate bar inside The Grove known for inventive cocktails like the Kudu Cooler (gin, cucumber saké, mango leaf cordial, lime soda) and Banoffee Coffee (banana-infused Irish whiskey, coffee, brown sugar, molasses, salted banana cream). Capacity is limited — reservations recommended. Walk-ins are tough on weekends.
E
If your crew appreciates craft cocktails with a side of mystery, Door No. 4 delivers — the speakeasy vibe means you’ll feel like you’re in on a secret, and the drinks are genuinely inventive. Book ahead to avoid disappointment.
— Emily Carter

Note: Located at The Grove on Seven Mile Beach. Open Tuesday through Saturday from 5 p.m. Reservations available via their website.

Backroom Cigar Bar

If Door No. 4 is the newcomer, Backroom Cigar Bar is the seasoned speakeasy. Tucked into Regency Court on West Bay Road, this prohibition-era-inspired bar offers world-class cocktails in an intimate setting — and every day is happy hour.

Backroom Cigar Bar
Speakeasy · Seven Mile Beach
Prohibition-era atmosphere with cigars and craft cocktails. Daily happy hour keeps prices reasonable. The moody, low-lit space is ideal for a slow evening. Located at 672 Regency Court, West Bay Road.
E
This one’s for the cigar-and-cocktail crowd — the atmosphere is pure speakeasy, and the happy-hour pricing makes it an easy add to any evening. If you’re not into cigars, the cocktail menu still stands on its own.
— Emily Carter

Note: Every day is happy hour, so timing isn’t critical. Located in Regency Court, a short walk from most Seven Mile Beach resorts.

Library by the Sea

At the Kimpton Seafire Resort, Library by the Sea takes a literary approach to mixology. Led by London cocktail veteran Jim Wrigley, every drink is built from a book — and the bar was named Best Bar in the Caribbean on North America’s 50 Best list.

Library by the Sea
Literary Cocktail Bar · Kimpton Seafire
Intimate bar where each cocktail is inspired by a book. Signature “B612, for Consuelo” (gin, cacao distillate, rose water, hibiscus, Italicus, oloroso, goat kefir, sweet vermouth) draws from The Little Prince. Bespoke drinking vessels and creative presentations. Reservations recommended.
E
For readers and cocktail lovers alike — the literary theme is clever without being gimmicky, and the drinks stand on their own merits. The presentation alone makes it worth a visit, but the flavor combinations will keep you coming back.
— Emily Carter

Note: Inside Kimpton Seafire Resort. Smart casual dress code. Reservations recommended, especially for weekend evenings.

Next Door by Hey Palu

Next Door is the Caribbean outpost of Edinburgh award-winner Hey Palu, founded by Amalfi Coast native Alex Palumbo. Opened in summer 2025 in Camana Bay, it brings an Italian aperitivo lifestyle to Grand Cayman — think freezer Martinis, Negronis, and tropical creations like the West Bay Swizzle.

Next Door by Hey Palu
Italian Aperitivo · Camana Bay
Warm, moody space shaped by citrus, amaro, and a zero-waste approach. Signature West Bay Swizzle uses Jamaican rum, scotch bonnet pepper, pineapple, and white port. Bold but uncomplicated drinks. Walk-ins welcome.
E
If your idea of a good evening starts with a Negroni and small plates, Next Door’s aperitivo vibe is spot-on — it’s relaxed but polished, and the West Bay Swizzle brings real heat.
— Emily Carter

Note: Located in Camana Bay commercial district. No reservations needed for walk-ins. Open from late afternoon.

Pom Pom

Pom Pom sits atop Hotel Indigo overlooking Seven Mile Beach, widely considered the best sunset view on the island. The Latin-inspired cocktail menu features creations like the Morada Highball and Bolivian Ramos, and monthly Astro parties with live DJs keep things lively after dark.

Pom Pom
Rooftop Bar · Hotel Indigo
Best sunset view on Seven Mile Beach. Latin-inspired cocktails including Morada Highball (botanically infused corn spirit, house-made chicha morada soda) and Bolivian Ramos (spicy infused Singani, acid-adjusted grape juice, coconut cream, club soda). Monthly Astro parties with live DJs.
E
For sunset views that rival the drinks, Pom Pom is the spot — the Latin-inspired menu keeps things interesting, and the Astro parties add a fun, social layer. Arrive early for a good seat.
— Emily Carter

Note: Atop Hotel Indigo. Arrive before sunset to secure a seat. Monthly Astro party draws a crowd — check their social media for dates.

The Cayman Sour: The Island’s Signature Cocktail

Beyond any single bar, the Cayman Sour is the drink that ties Grand Cayman’s cocktail culture together. The earliest documented iteration appears in a 2014 staff manual from The Brasserie at The Ritz-Carlton: aged rum, fresh-squeezed sour orange, local wild honey, and Angostura bitters — a formula still used today with minimal variation. Here’s how it’s built.

1
Chill your glass

Place a Nick & Nora or coupe glass in the freezer for 3 minutes. A cold glass is critical in the tropics — it keeps the drink from warming too fast.

2
Measure and combine

In a chilled mixing glass, combine 2 oz aged Jamaican rum (Appleton Estate 8 Year works well), 0.75 oz freshly squeezed sour orange juice (about 1.5 fruit), 0.5 oz local wild honey syrup (1:1 honey to hot water, cooled), and 2 dashes Angostura aromatic bitters.

3
Dry shake

Seal the shaker tightly and shake vigorously without ice for 12 seconds. This emulsifies the honey and creates a silky microfoam — don’t skip it.

4
Wet shake

Add 4 large ice cubes (1.5″ x 1.5″) and shake hard for 11 seconds. In Grand Cayman’s heat, ice melts fast — this short shake chills and dilutes to about 22% ABV without washing out the rum character.

5
Strain and garnish

Double-strain through a fine-mesh Hawthorne strainer into the chilled glass, discarding ice and pulp. Express a wide strip of lime zest over the surface to release oils, then rest it on the rim. Serve immediately.

Note: Sour oranges grow wild along coastal limestone walls in Grand Cayman. The George Town Farmers Market (Saturdays 8 a.m.–1 p.m.) stocks them May through October. Off-island, look for limón agrio from Dominican Republic or Colombia.

Finding & Getting Into Cayman’s Speakeasy Bars

Grand Cayman’s speakeasy bars are intimate by design, which means a little planning goes a long way. Here’s what to know before you go.

Reservations & Timing

Most speakeasy bars have limited seating — Door No. 4 and Library by the Sea strongly recommend reservations, especially on weekends. Backroom Cigar Bar and Pom Pom are more walk-in friendly, but weekends still fill up. Aim for early evening (5:30–7 p.m.) for a quieter experience; later nights are livelier but crowded.

Dress Code & Etiquette

Speakeasy bars in Grand Cayman lean toward smart casual. No beach flip-flops or swimsuits at Door No. 4 or Library by the Sea. Next Door and Pom Pom are slightly more relaxed, but collared shirts and sundresses fit in everywhere. Cigar smoke is part of the experience at Backroom Cigar Bar — if that’s not your thing, skip it.

Location & Transportation

All the bars covered here are in the Seven Mile Beach corridor or Camana Bay, a 10-minute drive from most resorts. Taxis and rideshares are readily available. If you’re staying on Seven Mile Beach, you can walk to Door No. 4 and Backroom Cigar Bar. Camana Bay is a short taxi ride from the beach strip.

Watch out for

Most speakeasy bars have limited capacity — without a reservation, you risk being turned away, especially on weekends. Door No. 4 and Library by the Sea are the most competitive. Book at least a few days ahead.

Key Takeaways

  • Reservations are essential at Door No. 4 and Library by the Sea — book ahead.
  • Smart casual dress code applies at most speakeasy bars; skip the beach gear.
  • All bars are in the Seven Mile Beach or Camana Bay area — easy to reach from any resort.
  • The Cayman Sour is the island’s signature cocktail — order one wherever you go.

Before You Go — Grand Cayman Speakeasy Bars

Do I need a reservation?

For Door No. 4 and Library by the Sea, yes — book at least a few days ahead, especially on weekends. Backroom Cigar Bar, Next Door, and Pom Pom are more walk-in friendly, but weekends can still be tight.

If you’re set on a specific spot, call ahead or check their website for reservation links. Walk-ins are possible but not guaranteed.

What’s the dress code?

Smart casual is the standard. Think collared shirts, sundresses, and clean footwear. Beach flip-flops and swimsuits won’t fly at Door No. 4 or Library by the Sea. Next Door and Pom Pom are slightly more relaxed.

Backroom Cigar Bar allows cigar smoking — if you’re sensitive to smoke, you may want to choose another spot.

Are speakeasy bars family-friendly?

Most speakeasy bars in Grand Cayman are adults-only or geared toward an adult crowd. If you’re traveling with kids, consider a beach bar like Bonny Moon or Tortuga Beach Grill & Bar for a more family-friendly vibe.

Speakeasy bars typically have limited seating and a moody atmosphere — not ideal for children. Plan a date night instead.

What’s the best time to go?

For sunset views, Pom Pom is unbeatable — arrive 30 minutes before sunset. For a quieter experience, aim for early evening (5:30–7 p.m.). Later nights (9 p.m. onward) are livelier but more crowded.

Backroom Cigar Bar’s daily happy hour makes it a good early stop. Door No. 4 and Library by the Sea are best enjoyed as a dedicated evening out.

Can I find non-alcoholic options?

Yes — most bars offer spirit-free cocktails. Library by the Sea and Next Door have creative non-alcoholic options. The Sea Grape Fizz (coconut water, sour orange, sea grape leaf syrup, soda) is a local non-alcoholic signature worth trying.

Ask your bartender — they’re usually happy to customize something.

Raise a Glass to Cayman’s Cocktail Revival

From Door No. 4’s award-winning craft to the Cayman Sour’s rooted tradition, Grand Cayman’s speakeasy bars offer something rare: cocktails that taste like the island itself. Whether you’re nursing a Negroni at Next Door or watching the sunset from Pom Pom, each bar tells a piece of Cayman’s story. For more on where to eat and drink around the island, check out our guide to Rum Point’s best beachfront eats.

References

Cayman Good Taste. “Best Bars in Grand Cayman.” Cayman Good Taste, 2024.

Glass and Note. “Best Cocktails in Grand Cayman.” Glass and Note, 2024.

Imbibe Magazine. “Best Cocktails in Grand Cayman.” Imbibe Magazine, 2024.

For more Grand Cayman dining and drinking guides, explore our posts on artisan ice cream, farm-to-table dining, and seafood restaurants with ocean views.

Explore Places to Stay in Cayman Islands

Feel free to zoom in and out of the map to explore the area and find the best place to stay for your trip.

Facebook
Twitter
LinkedIn
Email

Emily Carter

I’m Emily Carter, a travel writer who’s on the road most of the year—sometimes with my husband Michael and our kids, Lily and Ethan, and other times traveling solo so I can focus closely on one place. When you travel with me through my writing, you’ll notice I move slowly, walking local streets, stopping at markets, and paying attention to how a place really feels once you’re there.When I’m traveling with my family, I’m always thinking about what will work well for you if you have kids, and what often gets overlooked. When I’m on my own, I spend more time in neighborhoods, along coastal paths, or in historic areas where daily life unfolds naturally. I focus on practical details, everyday food, and real experiences, so you know what you’ll actually see, hear, and experience when you arrive.

And oh, I may earn a small commission from affiliate links, which helps support the site at no extra cost to you. Thanks for the support!

Leave a Reply

Readers'
Top Picks

From Conch Fritters to Cassava Cake: An Island Food Adventure

Ditch the continental breakfast buffet – your Cayman Islands adventure isn’t complete until you’ve plunged headfirst into the vibrant world of local cuisine. Forget fancy five-star restaurants (though those exist too!), and get ready for a journey that takes you from roadside shacks serving up the perfect conch fritters

Read More »

Cayman’s Conch Fritters: A Taste of Island Tradition Worth Chasing

Cayman’s conch fritters are more than just an appetizer; they’re a tangible connection to the islands’ history and a vibrant celebration of Caymanian culinary heritage. Finding the perfect fritter is an island-wide quest, a delicious treasure hunt that leads you to roadside shacks, upscale restaurants, and bustling local markets.

Read More »