Top Caribbean Private & Custom Tours

Q: Which Caribbean Private & Custom Tours have Instant Confirmation?

Caribbean Private & Custom Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private & Custom Tours have Hotel Pickup?

No problem. These Caribbean Private & Custom Tours include Hotel Pickup: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by …More

Montego Bay, Jamaica

4.9 (10)

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by...

4 hours Hotel pickup offered

4.9 (10)

from
$75

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a …More

5.0 (11)

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,195

Private 3-Hour Catamaran Sunset Cruise from Soufriere for Up to 15 Guests

If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's no better way to spend …More

4.8 (6)

Private 3-Hour Catamaran Sunset Cruise from Soufriere for Up to 15 Guests

If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's no better way to spend...

3 hours Free Cancellation

4.8 (6)

from
$2,160

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the …More

Punta Cana, Dominican Republic

4.9 (16)

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the...

4 to 6 hours Hotel pickup offered

4.9 (16)

from
$130

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with …More

Trelawny, Jamaica

5.0 (13)

VIP Dunn River Falls and Blue Hole Experience

Experience Jamaica’s most breathtaking adventure in VIP style with our Luxury Dunn’s River Falls & Blue Hole Experience. Travel in a private, air-conditioned vehicle with...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$99

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no …More

4.9 (12)

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no...

1 hour 45 minutes Free Cancellation

4.9 (12)

from
$55

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide, …More

5.0 (14)

Full-Day Boca de Yuma Adventure

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide,...

6 to 7 hours Free Cancellation

5.0 (14)

from
$90

Bamboo Rafting and relaxing Limestone Massage

Lethe bamboo rafting is unique because it's a cultural immersion experience, combining a leisurely float down the calm Lethe River with opportunities to learn about …More

Falmouth, Jamaica

5.0 (19)

Bamboo Rafting and relaxing Limestone Massage

Lethe bamboo rafting is unique because it's a cultural immersion experience, combining a leisurely float down the calm Lethe River with opportunities to learn about...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$100

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds …More

5.0 (2)

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds...

2 hours Free Cancellation

5.0 (2)

from
$500

Private Snorkeling Charter to Pinel, Tintamarre islands and more

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the …More

5.0 (6)

Private Snorkeling Charter to Pinel, Tintamarre islands and more

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the...

6 hours Free Cancellation

5.0 (6)

from
$1,450

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the …More

5.0 (10)

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the...

2 hours Hotel pickup offered

5.0 (10)

from
$85

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and …More

5.0 (5)

Barbados: Private Island Tour With Green Monkey Experience

Experience the best of Barbados in just 5 unforgettable hours! This scenic island tour takes you on a journey through lush countryside, rugged coastlines, and...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$405

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t …More

Montego Bay, Jamaica

4.9 (13)

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t...

2 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$80

Sabor Dominicano: Rum, Chocolate and Culture Private Tour

Explore the rich flavors of Puerto Plata on a unique culinary journey through Dominican culture. Immersive cultural experiences, insider knowledge, and memorable encounters with local …More

Puerto Plata, Dominican Republic

4.8 (5)

Sabor Dominicano: Rum, Chocolate and Culture Private Tour

Explore the rich flavors of Puerto Plata on a unique culinary journey through Dominican culture. Immersive cultural experiences, insider knowledge, and memorable encounters with local...

4 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$120

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave …More

Punta Cana, Dominican Republic

4.9 (10)

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (10)

from
$200

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next, …More

Willemstad, Curacao

5.0 (6)

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Puerto Plata Street Food : Eat Like a Local

Try the purest flavors of Puerto Plata, from delicious crispy empanadas and tropical sweets, to traditional dishes that will tell you the history of culture …More

Cabarete, Dominican Republic

4.7 (15)

Puerto Plata Street Food : Eat Like a Local

Try the purest flavors of Puerto Plata, from delicious crispy empanadas and tropical sweets, to traditional dishes that will tell you the history of culture...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (15)

from
$89

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every …More

Punta Cana, Dominican Republic

4.8 (13)

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$30

Damajagua 7 Waterfalls with Lunch – Swim, Slide & Jump

Get ready to hike, swim, slide and jump through Damajagua’s spectacular 7 waterfalls! Explore lush tropical trails with an experienced local guide before reaching natural …More

Puerto Plata, Dominican Republic

5.0 (11)

Damajagua 7 Waterfalls with Lunch – Swim, Slide & Jump

Get ready to hike, swim, slide and jump through Damajagua’s spectacular 7 waterfalls! Explore lush tropical trails with an experienced local guide before reaching natural...

3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$65

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private & Custom Tours?

What are the best kid-friendly options for Caribbean Private & Custom Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private & Custom Tours are:

View all kid-friendly Tours →

Which Caribbean Private & Custom Tours have Instant Confirmation?

Which Caribbean Private & Custom Tours have Free Cancellation?

Caribbean Private & Custom Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private & Custom Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?