The Caribbean · CITY TOURS

The 15 Best City Tours in the Caribbean

83 tours  ·  from $25

Old San Juan, Willemstad, Bridgetown and Santo Domingo all reward a guide and a flat shoe. These 15 compare walking distance, time indoors and which run in the cooler part of the day.

Night Kayak - Condado City Lights Tour - Arrive early for glow paint and Kayak 101
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Night Kayak – Condado City Lights Tour

1.Night Kayak – Condado City Lights Tour

★★★★★★★★★★4.5 · 4,807 reviews · from $75Our pick

At Condado Lagoon, you’ll join a small guided group for about an hour of tandem kayaking beneath San Juan’s city lights. Arrive 30 minutes early for glow paint, glow sticks, safety instruction, and locker storage. Guides such as Jann, Cheli, Mariellie, Odla, and Rafa help beginners launch and paddle safely.

“It was a great time, super laid back and fun! Be prepared to get wet so make sure to purchase phone case or something Waterproof. Well worth it and super easy”

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Full-Day Santo Domingo City Tour from Punta Cana - Calle Las Damas and the first steps into the old city
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Full-Day Santo Domingo City Tour from Punta Cana

2.Full-Day Santo Domingo City Tour from Punta Cana

★★★★★★★★★★4.5 · 4,500 reviews · from $95

Travel from Punta Cana to Santo Domingo for a guided walk through the Colonial Zone, visits to the cathedral, Royal Houses Museum, and Fortaleza Ozama, plus a Dominican buffet lunch. Guides such as Nacho, Darius, and Kevin lead the day. Expect a long bus ride, a large group, and limited free time.

“I really enjoyed this tour, I wish we had more time. Kevin was our tour guide and we were “Kevinions!” Buffet was really good with wuick cultural dance. Glad to have seen the Pantheon, the Cathedral, Fortaleza Ozuma, Parque Colon and walRead more”

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Old San Juan City Walking Tour - History that helps you read the streets
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Old San Juan City Walking Tour

3.Old San Juan City Walking Tour

★★★★★★★★★★5.0 · 1,718 reviews · from $39Best value

Walk from Plaza Colón to Paseo de la Princesa with a certified guide such as Carlos or Guillermo. Expect about three miles over cobblestones and hills, with stops for history, culture, views, photos, and local tips on food and entertainment.

“Wonderful time! My tour guide Guillermo was informative and enthusiastic. Remember this is a walking tour and it gets hilly. Stay hydrated!”

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Stingray City Experience Plus Two Snorkeling Stops on Grand Cayman - The Barrier Reef stop and what you might see
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Stingray City Experience Plus Two Snorkeling Stops on Grand Cayman

4.Stingray City Experience Plus Two Snorkeling Stops on Grand Cayman

★★★★★★★★★★5.0 · 1,477 reviews · from $80

Join Captain Marvin’s Watersports for a three-hour Grand Cayman boat trip to Stingray City, Coral Gardens, and the Barrier Reef. You’ll get snorkel gear, fruit juice, water, hotel pickup from selected Seven Mile Beach hotels, and help from crew members such as Captain Astor, Jimmy, JJ, and Joyce. Photos cost extra.

“Our originally booking was cancelled due to not enough people that was disappointing. Because we had gone to Stingray City and Starfish Point, we specifically booked this one to go to different snorkeling places. Luckily, we were able to go the next day instead. Wow, we loved it more than our first similar tour from another company. There were more (groups) of fish just right next to the boat at the snorkeling places and we saw two sea turtles too. They brought enough of squid to feed the stingrays (and the sea birds) and the stingrays just were just swimming around us. My kids were finally willing to try to…”

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5 tours in 1 (Eco Farm/Horseback/City Tour/Buggy/Zipline) - Coffee, cocoa, and a family farm in Anamuya
Buggy & ATV Tours, Buggy & ATV Tours in Dominican Republic, Buggy & ATV Tours in Punta Cana, City Tours, Dominican Republic Tours, Farms, Horseback Riding Tours, Horseback Riding Tours in Dominican Republic, Horseback Riding Tours in Punta Cana, Punta Cana Tours, Tour Reviews, Tours, Zip Line Tours, Zip Line Tours in Dominican Republic, Zip Line Tours in Punta Cana

5 tours in 1 (Eco Farm/Horseback/City Tour/Buggy/Zipline)

5.5 tours in 1 (Eco Farm/Horseback/City Tour/Buggy/Zipline)

★★★★★★★★★★4.5 · 1,443 reviews · from $119

Spend a full day outside Punta Cana with guides such as Javier, Chris, Juan, or Christian. You will visit a coffee and cocoa farm, ride horseback, see the Basilica Virgen de La Altagracia, eat Dominican lunch, zipline, and drive muddy trails by buggy. Hotel pickup, drinks, helmets, and lunch are included, but bandanas and souvenir photos cost extra.

“Everything is communicated and taken care of. Although there are multiple excursions within the set you sometimes get the option to choose what you would rather do. Make sure to bring everything that is said to have and make sure to brinRead more”

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Starfish Point, Stingray City & Coral Garden (3-STOP Adventure) - A slower visit to Starfish Point
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Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)

6.Starfish Point, Stingray City & Coral Garden (3-Stop Adventure)

★★★★★★★★★★4.5 · 1,168 reviews · from $80

Rowan Watersports takes you from your hotel or cruise port to Stingray City, Starfish Point, and Coral Gardens. Expect a comfortable boat, friendly guides such as Jake, Alex, Jay, and Diana, snorkeling gear, life vests, drinks, and squid for feeding the stingrays. The tour suits families and first-time snorkelers.

“Super easy transport to start, great hosts throughout, had a fantastic time! Would definitely recommend!”

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Stingray City and Starfish Experience with Coral Reef Snorkeling - Why Stingray City is the main event
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Stingray City and Starfish Experience with Coral Reef Snorkeling

7.Stingray City and Starfish Experience with Coral Reef Snorkeling

★★★★★★★★★★4.5 · 924 reviews · from $65

Join Stingray City Cayman Islands for a 3.5-hour boat trip from George Town. You will visit Stingray City, Coral Gardens, and Starfish Point, with masks, snorkels, life jackets, drinks, a sheltered boat, and hotel or cruise-port pickup included. The shallow stingray stop suits families, while the reef adds a proper snorkeling session.

“Perfect excursion. Starfish island, stingray city and snorkeling. The crew was excellent, friendly and very engaging. Water, life vest and snorkeling gear was provided.”

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Puerto Plata City Tours - Starting with rum at Macorix House
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Puerto Plata City Tours

8.Puerto Plata City Tours

★★★★★★★★★★5.0 · 590 reviews · from $55

Spend about four hours touring Puerto Plata in an air-conditioned vehicle with a local guide such as Edwin or Francisco. Visit the Macorix Rum House, taste Dominican chocolate, see cigar making, walk Umbrella Street and Independence Park, and finish at San Felipe Fortress. Pickup is available at Amber Cove, Taino Bay, and selected hotels.

“Edwin was great. We were delayed getting in and he rescheduled without any problems. He did a great job showing us the sights and making sure we were enjoying the tour. We stopped at a nice local restaurant on the beach for lunch before heading back. He even provided transportation back to the airport for less then the resort.”

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Stingray City Experience Plus One Snorkeling Stop - What the 2-hour-45-minute schedule means
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Stingray City Experience Plus One Snorkeling Stop

9.Stingray City Experience Plus One Snorkeling Stop

★★★★★★★★★★5.0 · 577 reviews · from $75

Spend about 2 hours and 45 minutes with Captain Marvin’s Watersports, feeding stingrays at Stingray City and snorkeling at Coral Gardens or the Barrier Reef. A captain and crew provide instruction, gear, water, and fruit juice. Pickup is available from selected Seven Mile Beach hotels and the cruise port, with photo packages sold separately.

“The weather wasn’t great but the crew made sure we had the best time, from the moment they picked us up to the moment they dropped us off. Getting the tickets online was also very easy! Great times, I’d recommend”

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Punta Cana: All Inclusive Santo Domingo Full-Day City Tour - The ride from Punta Cana to the capital
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Punta Cana: All Inclusive Santo Domingo Full-Day City Tour

10.All Inclusive Santo Domingo Full-Day City Tour

★★★★★★★★★★4.1 · 553 reviews · 10 hours - 750 minutes · from $70

Travel from Punta Cana to Santo Domingo with hotel pickup, bilingual guides such as Willy, lunch, and entry fees included. See Los Tres Ojos, Columbus Lighthouse, the National Palace, the Colonial Zone, America’s first cathedral, and the National Pantheon. Expect a long day, several bus changes, walking, stairs, and limited free time.

“This day trip and tour was very lovely, you have an AMAZING guide in Willy who is professional, charismatic and knows how to organise his group in a very effective way. You learn a lot of the history of the Dominican Republic and in particular Santo Domingo. You get a very tasty lunch buffet with traditional Dominican meals. Lovely photo opportunities present as well. Overall, a very enjoyable and worthwhile tour to do!”

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Private, luxury, custom charters to Stingray City, Snorkeling & More - Stingray City, the tour’s best hour
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Private, luxury, custom charters to Stingray City, Snorkeling & More

11.Private, luxury, custom charters to Stingray City, Snorkeling & More

★★★★★★★★★★5.0 · 488 reviews

Take a private boat for up to eight people around Grand Cayman’s North Sound. Your captain and guide, often including Kyle, Noah, Marcel, Lars, or Andrew, can shape the trip around Stingray City, Starfish Point, Rum Point, reef snorkeling, mangroves, or Bio Bay. The boat includes snorkel gear, a cooler, Wi-Fi, Spotify, daybeds, and a freshwater shower.

“Graeme, Marcel and Noah are so awesome! We had the BEST time swimming with stingrays, holding starfish and riding on their boat! They have all 5 star reviews, never less and now I know why! So glad we booked with them, it was a perfect day!!!”

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Private Half Day Stingray City, Snorkeling and Starfish Beach Tour - Stingray City: the main event
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Private Half Day Stingray City, Snorkeling and Starfish Beach Tour

12.Private Half Day Stingray City, Snorkeling and Starfish Beach Tour

★★★★★★★★★★5.0 · 465 reviews

Spend 3.5 hours on a private Chaparral boat with a captain such as Alex, Price, or Luke. Visit Stingray City, snorkel at Coral Gardens in 8 to 10 feet of water, and stop at Starfish Beach. Hotel and cruise-port transport, gear, life jackets, water, sodas, and a restroom are included.

“Our excursion with Jimbo, Capt. Richard, Joyce & Prince was nothing short of AMAZING. Every crew member was professional, knowledgeable and fun! Swimming with stingrays was thrilling, and all 10 of us felt we had an exclusive experience. We also learned a lot about these amazing sea creatures and the Caymans. We visited a different location for snorkeling, and the water was crystal-clear, pristine and full of beautiful fish, starfish and conchs. The crew saw to our every need with bottled water, drinks and plenty of life jackets and pool noodles for those of us who wanted them. The boat was immaculate and comfortable, and the whole experience was a…”

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Half Day City Tour in Puerto Plata - Macorix House of Rum starts the tasting
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Half Day City Tour in Puerto Plata

13.Half Day City Tour in Puerto Plata

★★★★★★★★★★5.0 · 410 reviews · from $40

See Puerto Plata in 3 to 4 hours with a guide such as Aribel, Yeury, Junior, or Jerry. Ride in an air-conditioned vehicle from your hotel, visit rum and chocolate factories, stroll Umbrella Street and the pink Doña Blanca alley, and stop near San Felipe Fortress for ocean views. Water and soda are included.

“It was a great time. Saw a lot of the town and sights around. Darwin our guide was very professional and knew his city.”

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ATV Half Day City Tour in Nassau: Guided Tour With Free Samples - Queen’s Staircase and Nassau’s colonial forts
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ATV Half Day City Tour in Nassau: Guided Tour With Free Samples

14.ATV Half Day City Tour in Nassau: Guided Tour With Free Samples

★★★★★★★★★★4.5 · 385 reviews

Ride a road-going ATV through Nassau with a private guide such as AJ, Nico, or Freddy. You’ll visit Queen’s Staircase, three forts, John Watling’s Distillery, Junkanoo Beach, and Arawak Cay. Rum cake, drinks, conch, water, helmets, and round-trip hotel or cruise-port transfers are included.

“Great tour, great views, great navigator. Me and my family enjoyed our time and appreciate how lenient the navigator was with time”

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Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point - The route takes longer than the water stops suggest
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Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

15.Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

★★★★★★★★★★5.0 · 384 reviews · from $65

From the Royal Watler Cruise Ship Terminal, Cayman Stingray City Safari takes you by shuttle and boat to Coral Gardens, Stingray City Sandbar, and Starfish Point. You get gear, water, juice, life vests, and squid for feeding the rays. Guides such as Douglas help with photos, safety, and handling the animals.

“The experience was great from start to finish. The guides were very knowledgeable and friendly, the boat ride was clean and smooth and the stingrays cooperated.😎 I would highly recommend this excursion.”

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New in City Tours

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★ 4.0Montego Bay City tour & White Witch Of Rose Hall Haunted mansion TourFrom $7048 reviews
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★ 5.04 hour Private Boat charter to Stingray City, Snorkeling and More47 reviews
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★ 5.0Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour73 reviews
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