Boat comparison

Trying to choose between Red Sail Sports and Jolly Pirates in Aruba?
Both offer popular sailing experiences along Aruba's coast, including sunset cruises and snorkeling trips. But the atmosphere, boats, activities and prices are quite different.
Red Sail Sports is our pick for couples, relaxed catamaran sailing, sunset dinners and travelers who prefer a more comfortable, laid-back atmosphere.
Jolly Pirates is our pick for groups, families with adventurous older children, pirate-ship experiences, rope-swing fun and social sunset cruises.
For a sunset sail, the tours listed on ArubaBuddies have started at approximately $92 with Red Sail Sports and $62 with Jolly Pirates. Prices and inclusions can change.
In this comparison, we'll break down both operators' prices, snorkeling experiences, sunset cruises, departure locations and tour options to help you choose the best Aruba boat excursion.
ArubaBuddies is an independent Aruba travel guide. We may earn a commission from bookings made through our links, at no additional cost to you.
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| Feature | Red Sail Sports | Jolly Pirates |
|---|---|---|
| Boat style | Catamaran | Pirate-style wooden schooner |
| Overall atmosphere | Relaxed and polished | Playful and social |
| Sunset sail starting price* | $92 | $62 |
| Sunset sail duration | Around 2 hours | Around 2 hours |
| Snorkeling trips | Yes | Yes |
| Open-bar options | Yes | Yes |
| Dinner cruises | Yes | Yes |
| Rope swing | Not a signature feature | Signature attraction on selected tours |
| Scuba diving | Available through Red Sail | Not the main focus |
| Departure area | Hyatt Regency pier, Palm Beach | MooMba Beach Pier |
| Best for couples | Our pick | Good for playful dates |
| Best for groups | Good | Our pick |
| Best for families | Comfortable catamaran options | Particularly fun for adventurous older children |
Starting prices are from the tour listings previously displayed on ArubaBuddies, not guaranteed current fares. Verify the latest price and inclusions before booking.
Choose Red Sail Sports if you want a relaxing catamaran cruise, appetizers, dinner or a comfortable snorkeling experience.
Choose Jolly Pirates if you want a memorable pirate-ship atmosphere, social sailing and the possibility of rope-swing fun on a suitable tour.
Neither is universally better. It depends on what kind of day or evening you want.
Price is one of the biggest differences between these operators, especially for sunset cruises. Here's a comparison of their previously listed experiences.
| Operator | Tour | Duration | Listed starting price |
|---|---|---|---|
| Red Sail Sports | Sunset Sail with Appetizers and Open Bar | 2 hours | $92 |
| Red Sail Sports | Sunset Sail with Caribbean Dinner and Live Music | 2 hours | $109 |
| Red Sail Sports | Sunset Sail Dinner Cruise with Open Bar | 2 hours | $137 |
| Red Sail Sports | Antilla Shipwreck and Catalina Bay Snorkel Sail | 3 hours | $79 |
| Red Sail Sports | Half-Day Snorkel Sail with Caribbean Lunch | 4 hours | $107 |
| Jolly Pirates | Sunset Sail with Open Bar | 2 hours | $62 |
| Jolly Pirates | Afternoon Sail with Snorkeling | 3 hours | $78 |
| Jolly Pirates | Pirate Cruise with Snorkel Adventure | 3 hours | $100 |
| Jolly Pirates | Sunset Grub and Grog Dinner Sail | 2 hours | $117 |
For the standard sunset sail options shown above, Jolly Pirates has the lower starting price.
Its sunset sail was listed at approximately $62, compared with $92 for Red Sail's sunset sail with appetizers.
However, the two products aren't identical.
Red Sail's tour emphasizes a relaxed catamaran experience with appetizers, while Jolly Pirates focuses on a lively pirate-themed sailing experience.
For snorkeling trips, the price difference can be smaller.
Always compare what's included, not just the headline ticket price.
Red Sail Sports is an established Aruba watersports operator offering catamaran sailing, snorkeling, sunset cruises and scuba diving.
Its catamaran experiences are particularly popular among couples and travelers who want a more relaxed sailing atmosphere.
Catamarans can feel more stable than some single-hull sailing vessels, although actual motion depends on weather and sea conditions.
The Red Sail tours in this comparison are associated with the Hyatt Regency pier in the Palm Beach area. Confirm the meeting point on your specific booking confirmation, as departure arrangements can differ by activity.
Couples: Sunset sailing and dinner options make it a natural choice for a romantic evening.
First-time visitors: A comfortable catamaran is an appealing introduction to Aruba's coastline.
Families: Selected snorkeling tours offer a structured experience, subject to age requirements.
Travelers seeking relaxation: Red Sail's sailing atmosphere is generally less focused on pirate-themed entertainment.
Previously listed from $92 | Approximately 2 hours
This is our preferred Red Sail option for travelers who want a classic Aruba sunset cruise. The experience combines catamaran sailing, sunset views, drinks and appetizers.
Best for: Couples, anniversaries and relaxed evenings.

Red Sail Sports - Aruba
Catamaran sunset sailing with appetizers and an open bar. Previously listed from $92 for about 2 hours.
Check AvailabilityPreviously listed from $79 | Approximately 3 hours
This is a better choice if your priority is snorkeling rather than watching the sunset. The advertised itinerary features the Antilla shipwreck and Catalina Bay. Exact stops depend on the operator and conditions.
Best for: Snorkeling enthusiasts and first-time visitors.

Red Sail Sports - Aruba
A snorkeling sail advertised around the Antilla shipwreck and Catalina Bay. Previously listed from $79 for about 3 hours.
Check AvailabilityPreviously listed from $109 | Approximately 2 hours
A good option for visitors who want their sunset cruise to include more than drinks and light appetizers. Best for: Couples, celebrations and visitors looking for an evening dining experience on the water.

Red Sail Sports - Aruba
Sunset sailing with a Caribbean dinner and live music. Previously listed from $109 for about 2 hours.
Check AvailabilityJolly Pirates is known for its distinctive wooden pirate-style sailing vessel and lively atmosphere.
Rather than offering a conventional luxury catamaran experience, Jolly Pirates emphasizes fun, social interaction and memorable activities.
Its snorkeling excursions are particularly associated with the ship's rope swing.
Jolly Pirates tours generally depart from MooMba Beach Pier in the Palm Beach area. Check your specific confirmation for the meeting location and recommended arrival time.
Groups of friends: The social atmosphere is a major attraction.
Families with older children: Snorkeling and rope-swing activities can be particularly exciting.
Couples who prefer fun over formality: The sunset sail offers a different kind of date night.
Travelers on a budget: Its standard sunset cruise has been listed at a lower starting price than Red Sail's appetizer sail.
Previously listed from $62 | Approximately 2 hours
This is our preferred Jolly Pirates option for visitors who want a social sunset cruise at a relatively accessible price. Best for: Groups, couples who enjoy a lively atmosphere and budget-conscious sunset cruisers.

Jolly Pirates Sailing Cruises & Snorkeling Aruba
A pirate-style sunset sail with an open bar. Previously listed from $62 for about 2 hours.
Check AvailabilityPreviously listed from $78 | Approximately 3 hours
A popular choice for visitors who want snorkeling combined with the distinctive Jolly Pirates experience. Selected snorkeling excursions feature the rope swing, subject to conditions and operator instructions. Best for: Families with adventurous older children, groups and active travelers.

Jolly Pirates Sailing Cruises & Snorkeling Aruba
Afternoon pirate sailing with snorkeling. Previously listed from $78 for about 3 hours. Rope-swing access depends on the tour and conditions.
Check AvailabilityPreviously listed from $117 | Approximately 2 hours
This option combines the pirate-ship setting with a sunset dining experience. Best for: Groups and couples who want dinner with a playful atmosphere.

Jolly Pirates Sailing Cruises & Snorkeling Aruba
A pirate-ship sunset dinner sail. Previously listed from $117 for about 2 hours.
Check Availability

Our pick for a romantic sunset: Red Sail Sports.
Our pick for a lively sunset: Jolly Pirates.
Both operators offer beautiful views of Aruba's coastline, but the experience is different.
For honeymooners, anniversaries and couples looking for a quieter atmosphere, we'd choose Red Sail.
For groups of friends or couples who want a fun, lively evening, we'd choose Jolly Pirates. Read Red Sail Sunset Sail vs Jolly Pirates Sunset Sail.
This is a closer comparison. Both operators offer snorkeling experiences, but the onboard activities differ.
Red Sail offers catamaran snorkeling excursions that may include the Antilla shipwreck, Catalina Bay and other coastal locations.
Some longer tours include lunch. The emphasis is on a structured snorkeling experience with comfortable sailing between stops.
Jolly Pirates combines snorkeling with the novelty of sailing aboard a pirate-style schooner.
Its rope swing is a major attraction on eligible tours. This can make the trip especially memorable for adventurous families and groups.
| Your priority | Our recommendation |
|---|---|
| Comfortable catamaran | Red Sail |
| Pirate ship experience | Jolly Pirates |
| Rope swing | Jolly Pirates, on eligible tours |
| Snorkeling plus lunch | Compare Red Sail's half-day sail |
| Adventurous group activity | Jolly Pirates |
| Relaxed snorkeling cruise | Red Sail |
Neither operator can guarantee marine wildlife sightings or ideal underwater visibility.
Tour routes and snorkeling stops may change because of weather and sea conditions. See Best Budget Snorkel Cruises in Aruba.
Both operators can be suitable for families, depending on the specific tour.
Red Sail may be the better choice for families who prefer catamaran seating, a more relaxed atmosphere and organized snorkeling. However, age limits and onboard facilities vary by tour.
Jolly Pirates can be particularly exciting for older children and teenagers who enjoy pirate ships and active water experiences. Rope-swing participation depends on the operator's rules, sea conditions and individual ability.
For younger children or families seeking a calmer outing, we'd start by comparing Red Sail's snorkeling options.
For adventurous older children and teens, Jolly Pirates is particularly appealing. Always confirm minimum ages, life-jacket availability and swimming requirements before booking.
For most couples seeking a romantic sunset cruise, we prefer Red Sail Sports.
Its catamaran sailing and dinner options are well suited to a relaxed evening.
However, romance doesn't have to mean quiet. Couples who enjoy music, laughter and a lively atmosphere may prefer Jolly Pirates.
Romantic sunset: Red Sail Sunset Sail with Appetizers and Open Bar.
Dinner on the water: Compare Red Sail's dinner cruises. See Best Romantic Dinner Cruises in Aruba.
Fun date night: Jolly Pirates Sunset Sail with Open Bar.
Active daytime date: Jolly Pirates snorkeling excursion.
Both operators have well-established tour listings with substantial customer feedback. These figures come from the current ArubaBuddies listings and can change.
| Tour | Displayed rating | Review count |
|---|---|---|
| Red Sail Sunset Sail with Appetizers | 4.5/5 | 2062 |
| Red Sail Half-Day Snorkel Sail with Lunch | 4.8/5 | 719 |
| Jolly Pirates Afternoon Snorkel Sail | 4.6/5 | 488 |
| Jolly Pirates Sunset Sail with Open Bar | 4.6/5 | 407 |
These are listing figures, not live ratings. Review counts and scores change.
Rather than choosing only by star rating, look for recent comments about:
Most importantly, read reviews for the exact tour you're considering. An operator's snorkeling excursion and sunset dinner cruise can provide very different experiences.
One common question is whether Red Sail Sports operates from the Hyatt area in Aruba.
The Red Sail sailing experiences featured here are associated with the Hyatt Regency pier in Palm Beach.
Jolly Pirates generally uses MooMba Beach Pier, also in the Palm Beach area.
Both are convenient for visitors staying in Aruba's main resort district. However, the meeting point may differ for diving activities or particular excursions. Always use the location shown on your booking confirmation.
Not necessarily.
If you're staying in Palm Beach, you may be able to reach your departure point on foot, depending on your hotel.
Visitors staying elsewhere can use taxis or other transportation. Check whether hotel pickup is included before assuming transportation is provided.
For snorkeling excursions:
For sunset cruises:
Avoid bringing unnecessary valuables.
Check the tour listing for restrictions on bags, footwear, outside drinks and personal snorkeling equipment.
FAQ
Both operators offer memorable ways to experience Aruba from the water.
Choose Red Sail Sports if you want comfortable catamaran sailing, a relaxed sunset atmosphere, snorkeling or dinner options.
Choose Jolly Pirates if you want a pirate-ship experience, a more social atmosphere, snorkeling fun or a lower-priced standard sunset cruise.
For a romantic evening, our choice is Red Sail.
For an adventurous group experience, we'd choose Jolly Pirates. The best option is the one that matches your travel style, budget and preferred activities.
Red Sail Sports
Sunset cruises, snorkeling sails and dinner experiences.
Jolly Pirates
Pirate-ship snorkeling trips, sunset sails and dinner cruises.
More comparisons: Pirate Ship vs Catamaran, Jolly Pirates vs Dolphin Catamaran, Best Sunset Cruises in Aruba, and Aruba Travel Guide for First-Time Visitors.
Last reviewed: November 2026. Prices, ratings, tour schedules, departure locations and inclusions can change. Always check the current tour listing before booking.
ArubaBuddies is an independent Aruba travel guide. We may earn a commission from bookings made through our links, at no additional cost to you.
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