Upscale Sunset Sailing Options in Key West

Question

Hi everyone - we're looking to do a return trip to Key West and want to do a sunset sail with drinks and appetizers included. In the past we've done Danger's Wind and Wine sail and the Argo Navis and loved both of those. Do you think these two are the best options? Is there anything else comparable? We'd like something upscale with a smaller group but not looking to do a private tour. Okay with or without music. Would love to know your opinions or any suggestions you might have. Thank you!

Answer

It sounds like you're looking for a relaxed, upscale sunset sailing experience with drinks and appetizers included. Both the Danger's Wind and Wine sail and the Argo Navis are excellent choices, but there are a few other options in Key West that could offer a comparable or even enhanced experience, depending on your preferences. Here’s a breakdown of your options:

1. Danger’s Wind and Wine Sail

Atmosphere: This is a great option if you're looking for a more intimate, relaxed atmosphere. The smaller group setting allows for a more personal experience, and the combination of a beautiful sail with wine and appetizers creates a laid-back, elegant vibe.
Drinks & Appetizers: As the name suggests, wine is the highlight, and they offer a great selection of wines along with a nice spread of appetizers. It’s perfect for those who enjoy wine tasting and a slower-paced sail.
Music: No loud music, so it’s a more peaceful, quieter experience where you can enjoy the sounds of the water and the beautiful views. If you prefer a quieter sail, this is a good choice.

2. Argo Navis Sunset Sail

Atmosphere: The Argo Navis is a bit more upscale and modern, providing an elegant environment for your sail. It’s a beautiful schooner, and its smaller capacity ensures a more intimate experience. The boat is large enough to feel spacious but small enough to maintain that cozy vibe.
Drinks & Appetizers: Known for its high-quality food and drinks, the Argo Navis provides premium drinks and delicious appetizers, offering a more refined experience compared to larger, more crowded sails.
Music: Generally, there is some light music to accompany the sail, creating a pleasant atmosphere without overpowering the natural beauty around you.

3. Sunset Sail with Schooner Western Union

Atmosphere: This is another fantastic option, offering a laid-back, traditional tall ship experience. The schooner provides a charming and authentic setting for a sunset cruise, with only a small group of guests on board for a more intimate feel.
Drinks & Appetizers: They offer a selection of complimentary drinks, including wine, beer, and cocktails, along with light appetizers. It’s a more traditional experience compared to the more modern schooners like Argo Navis.
Music: Light background music, but it doesn’t overpower the experience. The focus is more on the sail and the natural sunset views.

4. Sunset Sail with Key West Classic Sail

Atmosphere: This sail is aboard a beautiful, historic wooden schooner, providing an elegant and charming atmosphere. It’s not as crowded as larger ships, so it’s perfect for those who want a more personal sunset sail experience.
Drinks & Appetizers: The sail includes a selection of wine, beer, and light hors d'oeuvres, creating a wonderful, relaxed vibe. They focus on high-quality, simple offerings rather than a large spread of food.
Music: There’s usually light music on board, but it doesn’t take away from the peaceful nature of the sail.

5. Sunset Sail with Fury Water Adventures

Atmosphere: If you’re looking for something a little more lively but still upscale, the Fury Water Adventures sunset sail is a good choice. It’s a larger boat, but they keep the group small enough to ensure a more relaxed experience.
Drinks & Appetizers: Fury offers a full open bar with premium cocktails and a selection of appetizers, including shrimp, cheese platters, and more. It’s a more festive atmosphere if you’re looking for a bit more energy during your sail.
Music: This cruise includes a bit of music, creating a lively but not overwhelming atmosphere. It’s a great balance if you enjoy a fun vibe but don’t want a party scene.

6. Sunset Sail with Schooner Adirondack III

Atmosphere: This sail offers an intimate, cozy experience with a beautiful traditional schooner. It’s perfect for those who want a laid-back, upscale sail without feeling like part of a crowd.
Drinks & Appetizers: They offer wine, beer, and cocktails, and light appetizers like fresh fruit and cheese, making it a nice balance between relaxed and refined.
Music: Expect soft background music, enhancing the experience without distracting from the beautiful views.

Summary: If you're seeking an upscale, intimate sunset sail with drinks and appetizers, you really can’t go wrong with Danger’s Wind and Wine or Argo Navis, both offering a more refined experience with smaller groups. If you’re open to exploring other options, the Schooner Western Union and Schooner Adirondack III are also excellent choices for a quiet, elegant sailing experience. If you prefer something a bit more lively, the Fury Water Adventures sail provides an enjoyable and upscale option with a bit of energy. Ultimately, it comes down to whether you prefer a quieter, more peaceful sail (Danger’s Wind and Wine, Argo Navis, Schooner Adirondack III) or a slightly more lively, festive atmosphere (Fury).