10 Best Bachelorette Party Cruises In Key West

Bachelorette Party Cruises, Cruises & Boat Tours, Evening Experiences, Key West, Tour Reviews, Wedding Cruises

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

/ June 4, 2026

1.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

Adults-only Key West sunset cruise on a small Echo catamaran with champagne-inspired drinks, gourmet cheeses, and Moët upgrades available.

Key West Champagne Sunset Catamaran Cruise

/ June 4, 2026

2.Key West Champagne Sunset Catamaran Cruise

Sail Key West’s harbor to chase the champagne sunset from a 69-foot catamaran, with included drinks, a restroom, and great photo views.

★ 4.5

“You may want a sweatshirt or light jacket after the sun sets. The wind is fairly strong and the temperature gets a little cooler. We booked a 1.5 hour champagne cruise but it didn’t sail that evening so we were given a complimentary upgrade to the 2 hour sail with live music and hors d’oeuvres.…”

586 reviews1 hour 30 minutes (approx.)From $59.00by Sebago Key West

Check Availability →Read the review →

Bachelorette Party Cruises, Key West, Pub Crawls & Bar Tours, Tour Reviews

Key West Craft Cocktail Crawl

/ June 4, 2026

3.Key West Craft Cocktail Crawl

A 3-hour Key West craft cocktail crawl with 5 cocktails and 2 food tastings at off-Duval bars, led by local guides.

★ 5.0

“Rose was our guide and he was great! It was cold on our tour that day and he was very mindful of making sure he was quick when talking out side. Had a great time.”

543 reviews3 hours (approx.)From $93.68by Key West Food Tours

Check Availability →Read the review →

Bachelorette Party Cruises, Cruises & Boat Tours, Evening Experiences, Key West, Party Boat Cruises, Reef Snorkeling Tours, Sunset Sails & Cruises, Tour Reviews

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

/ June 4, 2026

4.Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

Snorkel Key West’s living coral reef, then sail into sunset with reggae, rum punch, and free sunscreen on a spacious catamaran.

★ 4.5

“The crew was very helpful, especially to those who were not experienced. They were focused on safety and also making sure everyone had a good time.. The snorkeling was good and was able to see a variety of fish and also the colors of the coral”

370 reviews3 hours (approx.)From $59.95by Fury Water Adventures

Check Availability →Read the review →

Bachelorette Party Cruises, Drinking Tours, Key West, Nightlife, Pub Crawls, Pub Crawls & Bar Tours, Tour Reviews

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

/ June 4, 2026

5.Original Key West Pub Crawl: The Best Bars with Free T-Shirt

Walk Duval Street and the Historic Seaport with a mixology guide, five included drinks, and a free Key West t-shirt.

★ 4.5

“The Pub Crawl was great. Met some nice people and Sarah the guide was great. Got to experience some of Key West”

356 reviews2 hours 30 minutes (approx.)From $42.95by Key West Promotions

Check Availability →Read the review →

Bachelorette Party Cruises, Birthday Party Cruises, Concerts, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Food, Food & Drink, Key West, Party Boat Cruises, Sunset Sails & Cruises, Tour Reviews

Key West Signature Sunset Sail with Live Music, Open Bar & Food

/ June 4, 2026

6.Key West Signature Sunset Sail with Live Music, Open Bar & Food

Sail Key West at sunset on a modern 3-deck catamaran with live music, unlimited open bar, and light appetizers for about 2 hours.

★ 4.5

“It was exactly as expected....drinks and sunset on a big catamaran. Fortunately, it was not super crowded. The staff was great and the boat was clean.”

314 reviews2 hours (approx.)From $72.00by Sunset Watersports

Check Availability →Read the review →

Bachelor Party Cruises, Bachelorette Party Cruises, Birthday Party Cruises, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Key West, Party Boat Cruises, Sunset Sails & Cruises, Tour Reviews

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

/ June 4, 2026

7.Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

Adults-only Key West sunset cocktail cruise with an open bar, live narration, and onboard photo help on a smaller boat.

★ 5.0

“Captain Steve and BarTender Sky took care of us. We had a very small crowd so it felt like a very personal experience. We had an added bonus of seeing dolphins playing. They were both very knowledgeable about the area.”

169 reviews2 hours (approx.)From $65.00by Snuba of Key West

Check Availability →Read the review →

Bachelorette Party Cruises, Cruises & Boat Tours, Evening Experiences, Key West, Party Boat Cruises, Sunset Sails & Cruises, Tour Reviews

Key West: Sunset Sail with Live Band, Drinks, and Appetizers

/ June 4, 2026

8.Key West: Sunset Sail with Live Band, Drinks, and Appetizers

2-hour Key West sunset catamaran with live local music, unlimited-style drinks, and appetizers included for an easy, scenic evening.

★ 4.7

“This was an amazing trip. Good staff, good drinks but most importantly was the views. The sunset was spectacular. I would definitely go again.”

153 reviewsFrom $80by Fury Water Adventures

Check Availability →Read the review →

Bachelor Party Cruises, Bachelorette Party Cruises, Drinking Tours, Key West, Party Boat Cruises, Pub Crawls & Bar Tours, Tour Reviews, Tours

Dinghy Drinking Tour through Key West Waters

/ June 4, 2026

9.Dinghy Drinking Tour through Key West Waters

A small-group dinghy bar-hop through Key West waterways, mangrove tunnels, and low bridges. Swim, snack, and bring your own drinks.

★ 5.0

“We highly recommend this tour !!!! Chester was the best!! I would go on this every time I visit Key West . One of the best exoeriences ever. We met his lovely wife also. She was so nice.”

106 reviews3 hours (approx.)From $85.00by chester ruder

Check Availability →Read the review →