Annapolis Cinco De Mayo Cruises

Gather your family and friends for a floating fiesta in the sailing capital of the US. Embark on a Cinco De Mayo cruise in Annapolis to celebrate Mexican Independence Day! Our tiki boat booze cruises offer a unique way to sip, sightsee, and celebrate on these iconic waters.

Begin your journey at Nautilus Point Marina, just 4 minutes from the heart of downtown. Cruise up Back Creek, around Horn Point, and into the Annapolis Harbor. Soak in the iconic sights and sounds as you cruise past the US Naval Academy, Ego Alley, and Eastport before cruising back around Horn Point and down Back Creek.

$45-55/person | 8-16 People | BYOB & BYOF | 1 hr 30 mins

Naptown Tiki Club
5.0
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Talon CampbellTalon Campbell
12:47 22 Sep 24
Demetrius McClendonDemetrius McClendon
20:28 21 Sep 24
Amazing time. Both the captain and the crew mate were engaging and provided positive vibes. Highly recommended….and will be back during spring
Beatrix LangleyBeatrix Langley
13:59 17 Sep 24
We had an excellent time on the Tilk cruise. The crew was fun and engaging, the sites and scenery were amazing. I highly recommend booking this cruise for your next gathering
sarah mullissarah mullis
23:15 16 Sep 24
Lauren SwiderskiLauren Swiderski
22:16 16 Sep 24
Kseniya ScurtoKseniya Scurto
20:18 15 Sep 24
It’s was an awesome experience for my best friend’s bachelorette party! We all had a blast on the tiki boat!
Jack JacobsJack Jacobs
22:04 14 Sep 24
Stacy SpadaroStacy Spadaro
13:31 14 Sep 24
Meshan WadeMeshan Wade
22:52 13 Sep 24
Anthony BoothAnthony Booth
18:15 13 Sep 24
Had an awesome time cruising Annapolis!
S CallowayS Calloway
22:12 07 Sep 24
EPIC…from beginning to end! Thanks for making my birthday amazing!! Everyone enjoyed the evening….we will def be back!
Mitch LemuiexMitch Lemuiex
16:15 06 Sep 24
Great time! Easy sailing, great captains!!
Joshua McelroyJoshua Mcelroy
03:59 06 Sep 24
Was a great little trip, smooth ride, decent amount of time but the people really bring it all together.
Charles SwartzCharles Swartz
20:25 04 Sep 24
Dan RickenbachDan Rickenbach
18:05 04 Sep 24
This was a great way for a dozen of us friends to spend an afternoon. The host team is very chill and let us just have a good time! The views all around Annapolis don’t hurt either. We all said we should do it again and often!
Nancy JonesNancy Jones
22:28 28 Aug 24
The crew was very accommodating and have us a wonderful trip and Annapolis. Forgot how beautiful our city is from the water. They did a fabulous job.
Sharema WilliamsSharema Williams
22:03 27 Aug 24
A time was had‼️ we will highly recommend. Mike and his co captain was amazing
Alexander GuffyAlexander Guffy
13:57 27 Aug 24
Tom DagenaisTom Dagenais
22:03 26 Aug 24
Loved our experience. 5 stars all the way. We’ll be doing this again.
Summer ASummer A
18:27 26 Aug 24
Leslie DurakisLeslie Durakis
14:56 22 Aug 24
We had a great time out on the water with our customers yesterday. It was the prefect day cruising the Annapolis area. The staff was very kind, informative on landmarks, and enjoyable to be around. I highly recommend taking the trip!
Julie ColeJulie Cole
13:06 22 Aug 24
Girls working our boat were great! Fun and very informative, we had a great time!
Andrew SnowdonAndrew Snowdon
21:09 20 Aug 24
We did a cruise for my wife’s birthday one evening, and it was terrific. Everyone was from Annapolis, but it was fun playing tourist and going through Spa Creek and Ego Alley on a party boat. Crew was fun and professional. Great evening.
Morgan DenhardMorgan Denhard
12:34 19 Aug 24
We had a wonderful time on the tiki boat cruise- highlight of the bachelorette weekend!!
SS
21:10 18 Aug 24
Jayne NerrieJayne Nerrie
13:15 13 Aug 24
George CoromilasGeorge Coromilas
12:58 13 Aug 24
Awesome time! Took a lovely cruise around Annapolis with some family and friends. Brought our own food, drink and music. We all had a lot of fun. The staff was outstanding. Highly recommend.
Gina GaryGina Gary
13:58 08 Aug 24
Naptown Tiki Club helped us bring in our friends 51st BDay with a beautiful night cruise. Lovely way to see the Annapolis Harbor.
Steve MasciarelliSteve Masciarelli
16:02 07 Aug 24
Great Trip Excellent Captain and Mate On board rest room ( Marine Head ) needs improvement.
Colleen EcclesColleen Eccles
15:41 07 Aug 24
We had a blast on this fun tiki boat based out of the Eastport neighborhood in Annapolis. The crew was SO nice and accommodating, the boat was perfect for our group of 11, and a night on the water was just what the doctor ordered. Bonus- there’s a bathroom on board! We had so so so much fun. Thank you so much! We will be back!
Patrick QuinnPatrick Quinn
12:42 06 Aug 24
Dianne SDianne S
12:54 05 Aug 24
Hands down one of the best things I've done this summer. A group of us did the Tiki ride for my besties bday and had a blast. The captain & crew were amazing & very engaging. We plan to do it again soon.
Ebonie FulwoodEbonie Fulwood
12:09 05 Aug 24
great experience! staff was very friendly and helpful
Olga MasciarelliOlga Masciarelli
22:05 03 Aug 24
Great way to tour Annapolis by water with family and friends.we felt safe and comfortable on the tiki boat even through the storm. The Captain of our pontoon boat did a great job of finding a safe cove where we rode out the storm. A little disappointing is the head on board. You need to be small and agile to step down into the head and it is very difficult to get out. The picture on the website does not reflect the actual head on the boat. All in all, it was a wonderful day out on the water.
Michaela WalshMichaela Walsh
22:01 03 Aug 24
Highly recommend!! We had the best time. Kind, considerate and FUN. thank you for the wonderful time helping us celebrate our bride!!
Isabel CIsabel C
23:33 29 Jul 24
A must do in Annapolis! Can’t wait to go back.
Leslie DurakisLeslie Durakis
18:40 28 Jul 24
A great time had by all. We went with a group of ladies and enjoyed an afternoon out on the water. The crew was polite, friendly, and took great care of us. We will be back!
Meghan MannisoMeghan Manniso
18:02 27 Jul 24
Amazing time! George and Logan were awesome!!
Katee MeckelerKatee Meckeler
15:28 27 Jul 24
The Captain and Macie provided a fun, easy, and relaxed boat trip! Great people, showed up around the harbor and the town and we shared a lot of laughs. Loved this crew and cruise!!!
Jae jJae j
01:57 26 Jul 24
Patty GoddinPatty Goddin
16:35 21 Jul 24
Great experience and great captain. We will definitely do this again
Emily GrantEmily Grant
18:19 20 Jul 24
So much fun!
Ellie FigueroaEllie Figueroa
12:34 16 Jul 24
Priyanka SinghPriyanka Singh
22:05 15 Jul 24
DO IT! Take the cruise! This was such a good time I would do it again. Our bookclub got together to celebrate a friend’s birthday and we all were soso happy we did this! The hour and a half was so beautiful. Great views. They had speakers so we could connect music. There’s a toilet on board which is GREAT! Just bring some hand sani. It’s BYOB so we brought drinks and snacks. The captain and host were so sweet. Everything was very neat, clean and smooth. So easy to get to and parking is free!!! Very close to downtown with lots of bars and restaurants. Loved it!
John FellersJohn Fellers
16:27 15 Jul 24
Captain & mate were great, very attentive and friendly. Boat was comfortable and gets the job done (you can also Bluetooth your music into their speakers). Our ride was safe and smooth with laid back vibes. Terrific Annapolis scenery and views all along the route. Something fun and different to do for both locals and visitors to the area. Enjoy!
Rachel TartagliaRachel Tartaglia
20:07 13 Jul 24
Great experience for a corporate outing!
Lindsay NorcioLindsay Norcio
20:02 12 Jul 24
This was amazing! Everyone was so friendly and welcoming. Couldn’t recommend more!
Christine RuffChristine Ruff
18:28 12 Jul 24
Bailey SheppardBailey Sheppard
00:10 08 Jul 24
Sandra HallSandra Hall
12:31 07 Jul 24
We cruised for my daughter’s 18th birthday and had an absolute blast. Everyone loved it, and the crew was amazing!!! I would highly recommend Naptown Tiki Club and can’t wait to book our next one.
Joseph JonesJoseph Jones
23:26 01 Jul 24
These guys were the BEST! My and my Staffers at Addicted2bowling will be back in the near future!
Briana EvansBriana Evans
12:19 01 Jul 24
Awesome experience! I would definitely go again.
Nancie WingoNancie Wingo
19:34 30 Jun 24
An absolute blast!! Water was too choppy to head out to the larger bay, but we didn’t care. Cruising around looking at boats, surrounded by friends, good food & drink, cool breeze and a stunning sunset created a forever memory. Crew was competent, friendly and professional.
Colin HendersonColin Henderson
18:40 30 Jun 24
Cullen McNallyCullen McNally
22:02 28 Jun 24
The two ladies running the show here made our trip!!! Thank you to you both for making the cruise so awesome.Will be back!!!
Diana PringleDiana Pringle
00:47 28 Jun 24
Had a beautiful day celebrating a best friend’s birthday, would definitely do it again! Great staff!
Kimber MarinoKimber Marino
22:19 27 Jun 24
Valerie JacksonValerie Jackson
22:49 25 Jun 24
It was a nice experience
courtney mayhewcourtney mayhew
22:04 23 Jun 24
Capt. Mike and Ashely were super accommodating! A blast!
Kenny FisherKenny Fisher
12:45 22 Jun 24
Had a great time celebrating a friends birthday aboard the tiki boat. The weather, and crew were fantastic!
ArtLife13ArtLife13
23:19 19 Jun 24
This ride was very scenic, and entertaining. The captain and crew mate were cool, and I recommend the experience 👍🏾
Gil HarrisGil Harris
16:03 18 Jun 24
The Cruise was amazing and the crew who worked it were Awesome and would request the same 2 for our next excursion. We are already planning another outing and trying to figure out how we could pay extra for a longer cruise! We all had a great time and looking forward to doing it again soon.
Katie GuidoKatie Guido
21:32 11 Jun 24
We got stuck in the storm, we got soaking wet, we danced our hearts out, and we’ll never forget our cruise with Naptown Tiki Club!Our group of girls had THE BEST time cruising around Annapolis! A lot of my girl friends have never been on the water downtown so it was fun for them to experience and all be together for a memorable night.100000% recommend!!
FunFitnessFamilyFunFitnessFamily
01:41 08 Jun 24
I highly recommend this fun tiki tour to locals and visitors to the area! We did a girls night out cruise around Annapolis. I’ve been to the city many times, but never seen it by water.Jack and Luke took excellent care of us and were really fun hosts.We cruised past many beautiful boats and homes. The boat has plenty of comfy seating and it is covered which came in handy because it poured while we were out. Then the sun came back and we saw a full rainbow! 🌈
Robynne CarterRobynne Carter
17:32 04 Jun 24
Had a wonderful time with family celebrating my birthday. The crew was wonderful and accommodating. Will definitely come back.
Tammy FowlerTammy Fowler
23:24 02 Jun 24
What a phenomenal experience! My birthday was LIT aboard The Naptown Tiki.The two gentlemen who operated the tiki were great! Hats off to you for making my birthday memorable. 😘
Rachel CarlileRachel Carlile
13:08 26 Oct 23
Absolutely LOVED the tiki cruise!The captain and crew were polite, laid back, and friendly. The sound system on the boat was awesome - very good quality and added to the ambiance. The boat was clean and the bar chairs were comfortable.By far the most fun I've had in a while. It was the perfect thing to do to celebrate my Bachelorette in Annapolis.
Kelly CookeKelly Cooke
12:50 09 Oct 23
Highly recommend!! The staff was great, we had a blast despite some rain, it was the perfect way to start off a bachelorette weekend!! You can bring all the food + drinks you want! The perfect amount of time too.
Katie GuidoKatie Guido
00:30 08 Sep 23
My girlfriends and I had THE BEST TIME last night on our cruise of Annapolis! We played our favorite music, sipped on beers, laughed so hard and our Captians Jack and Johnny were super fun. It was a really memorable night out with NO KIDS! haha Thank you Naptown Tiki Club!!! We'll be back!
Matt WozniakMatt Wozniak
18:47 19 May 23
Awesome trip with my coworkers. Capt. Jake and crew were awesome!! I'll definitely be back soon
Jack WaltenJack Walten
17:59 29 Apr 23
Something fun and different for families or friends! Perfect for bachelor/ette parties, birthdays, anniversaries or a simple get-together out on the water!
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Annapolis Cinco De Mayo Booze Cruises and Party Boat Rentals

Grab your crew and embark on a memorable journey along the scenic waters of Annapolis. Our private boat charters can host parties of 8 to 16, making it ideal for both intimate gatherings and full-on fiestas.

Our party boats are BYOB so pack your favorite beer, wine, champagne, and hard seltzer to sip on as you sail (we’ll provide coolers). Pair them with your favorite homemade snacks or a full feast of Mexican takeout, all cruises are also BYO Food! Picture yourself sipping on cerveza, eating chips and salsa, and dancing to your favorite playlist on our Bluetooth speakers as you cruise past historic Annapolis landmarks.

Spaces for our Cinco de Mayo cruise are limited and sell out quickly. Don’t miss out on this unforgettable celebration on the water, lock in your spot before they run out!